Name: 105598-27-4|Dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile|95%
Brand: Ambeed
SKU: A422951
Price: 14.0 USD
Availability: InStock
Rating: 97 (22 reviews)

1
[ 105598-27-4 ]
[ 105598-28-5 ]

Yield	Reaction Conditions	Operation in experiment
90%	With sulfuric acid at 25℃; for 72h;	preparationof 2,3,6,7,10,11-hexaamide-1,4,5,8,9,12-hexa azatriphenylene In to the 2 L round bottom flask added 38 g of HAT-CN, 600g of concentrated sulfuric acid with a concentration of 98%, stirring at 25°C for 72h, then 2000 g of crushed ice slowly poured into the reaction solution, after this process it produced a large amount of yellow solid, filtration, then the filter cake was washed with 300 g of water, 300 g acetone rinse, drying in vacuum at 60 ° Cfor 12 h, then we get 34.2g of yellow solid, yield 90%, directly to the next reaction.
89%	With sulfuric acid for 72h; Ambient temperature;
87%	With sulfuric acid for 72h; Ambient temperature;

87%	With sulfuric acid at 20℃; for 72h;	1.1 1) Add 400g of concentrated sulfuric acid to 10g of compound 1, and stir for 72h at room temperature,After the reaction, it was filtered, and the filtered solid was washed 3 times with deionized water, and then washed 3 times with acetone.Then vacuum drying at 100 degrees for 14 hours to obtain compound 2, and the product yield can achieve more than 87%;
83%	With sulfuric acid at 20℃; for 72h;
	With sulfuric acid at 20℃; for 72h;

Reference： [1]Current Patent Assignee: VALIANT CO., LTD. - CN105399749, 2016, A Location in patent: Paragraph 0035-0038
[2]Rademacher; Kanakarajan; Czarnik [Synthesis, 1994, # 4, p. 378 - 380]
[3]Kanakarajan, K.; Czarnik, Anthony W. [Journal of Organic Chemistry, 1986, vol. 51, # 26, p. 5241 - 5243]
[4]Current Patent Assignee: UNIV QUJING NORMAL - CN111440179, 2020, A Location in patent: Paragraph 0049-0053
[5]Bhanvadia, Viraj J.; Patel, Arun L.; Zade, Sanjio S. [New Journal of Chemistry, 2018, vol. 42, # 21, p. 17700 - 17707]
[6]Aoki, Toru; Sakai, Hayato; Ohkubo, Kei; Sakanoue, Tomo; Takenobu, Taishi; Fukuzumi, Shunichi; Hasobe, Taku [Chemical Science, 2015, vol. 6, # 2, p. 1498 - 1509] Williams, Dominique E.; Fischer, Christina M.; Kassai, Miki; Gude, Lourdes; Fernández, María-José; Lorente, Antonio; Grant, Kathryn B. [Journal of Inorganic Biochemistry, 2017, vol. 168, p. 55 - 66]

2
[ 527-31-1 ]
[ 1187-42-4 ]
[ 105598-27-4 ]

Reference： [1]Journal of Organic Chemistry,1986,vol. 51,p. 5241 - 5243
[2]Synthesis,1994,p. 378 - 380
[3]Molecular Crystals and Liquid Crystals,2003,vol. 396,p. 35 - 39
[4]Organic Letters,2005,vol. 7,p. 4075 - 4078

3
[ 111-31-9 ]
[ 105598-27-4 ]
2,3,6,7,10,11-hexakis-hexylsulfanyl-1,4,5,8,9,12-hexaaza-triphenylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 24h;

Reference： [1]Roussel, Olivier; Kestemont, Gael; Tant, Julien; De Halleux, Veronique; Aspe, Rafael Gomez; Levin, Jeremy; Remacle, Adrienne; Gearba, Iona Raluca; Ivanov, Dimitri; Lehmann, Matthias; Geerts, Yves [Molecular Crystals and Liquid Crystals, 2003, vol. 396, p. 35 - 39]

4
[ 7341-17-5 ]
[ 105598-27-4 ]
2,3,6,7,10,11-hexakis-(2-ethyl-hexylsulfanyl)-1,4,5,8,9,12-hexaaza-triphenylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 24h;

Reference： [1]Roussel, Olivier; Kestemont, Gael; Tant, Julien; De Halleux, Veronique; Aspe, Rafael Gomez; Levin, Jeremy; Remacle, Adrienne; Gearba, Iona Raluca; Ivanov, Dimitri; Lehmann, Matthias; Geerts, Yves [Molecular Crystals and Liquid Crystals, 2003, vol. 396, p. 35 - 39]

5
[ 111-88-6 ]
[ 105598-27-4 ]
2,3,6,7,10,11-hexakis-octylsulfanyl-1,4,5,8,9,12-hexaaza-triphenylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 24h;

Reference： [1]Roussel, Olivier; Kestemont, Gael; Tant, Julien; De Halleux, Veronique; Aspe, Rafael Gomez; Levin, Jeremy; Remacle, Adrienne; Gearba, Iona Raluca; Ivanov, Dimitri; Lehmann, Matthias; Geerts, Yves [Molecular Crystals and Liquid Crystals, 2003, vol. 396, p. 35 - 39]

6
[ 143-10-2 ]
[ 105598-27-4 ]
2,3,6,7,10,11-hexakis-decylsulfanyl-1,4,5,8,9,12-hexaaza-triphenylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 24h;

Reference： [1]Roussel, Olivier; Kestemont, Gael; Tant, Julien; De Halleux, Veronique; Aspe, Rafael Gomez; Levin, Jeremy; Remacle, Adrienne; Gearba, Iona Raluca; Ivanov, Dimitri; Lehmann, Matthias; Geerts, Yves [Molecular Crystals and Liquid Crystals, 2003, vol. 396, p. 35 - 39]

7
[ 105598-27-4 ]
[ 112-55-0 ]
2,3,6,7,10,11-hexakis-dodecylsulfanyl-1,4,5,8,9,12-hexaaza-triphenylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 24h;

Reference： [1]Roussel, Olivier; Kestemont, Gael; Tant, Julien; De Halleux, Veronique; Aspe, Rafael Gomez; Levin, Jeremy; Remacle, Adrienne; Gearba, Iona Raluca; Ivanov, Dimitri; Lehmann, Matthias; Geerts, Yves [Molecular Crystals and Liquid Crystals, 2003, vol. 396, p. 35 - 39]

8
[ 67-56-1 ]
[ 105598-27-4 ]
3,7,11-trimethoxy-2,6,10-tricyano-1,4,5,8,9,12-hexaazatriphenylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	In acetonitrile for 2h; Heating;
	Stage #1: methanol; dipyrazino[2,3-f:20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile With [Cu^I2(μ₂-η²,η²-benzoquinone)(OAc)2] In tetrahydrofuran Heating; Stage #2: With chloroform

Reference： [1]Chang, Tsu-Hsin; Wu, Bi-Ru; Chiang, Michael Y.; Liao, Su-Chih; Ong, Chi Wi; Hsu, Hsiu-Fu; Lin, Shu-Yu [Organic Letters, 2005, vol. 7, # 19, p. 4075 - 4078]
[2]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

9
[ 105598-27-4 ]
[ 111-27-3 ]
3,7,11-trihexyloxy-2,6,10-tricyano-1,4,5,8,9,12-hexaazatriphenylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
35%	In acetonitrile for 24h; Heating;
30.8%	Stage #1: 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene; hexan-1-ol In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;

Reference： [1]Chang, Tsu-Hsin; Wu, Bi-Ru; Chiang, Michael Y.; Liao, Su-Chih; Ong, Chi Wi; Hsu, Hsiu-Fu; Lin, Shu-Yu [Organic Letters, 2005, vol. 7, # 19, p. 4075 - 4078]
[2]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]

10
[ 105598-27-4 ]
hexaazatriphenylene hexacarbonitrile anion radical [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With tetrabutylammonium tetrafluoroborate In acetone
	With tetrabutyl ammonium fluoride In acetonitrile Inert atmosphere;

Reference： [1]Furukawa, Shuhei; Okubo, Takashi; Masaoka, Shigeyuki; Tanaka, Daisuke; Chang, Ho-Chol; Kitagawa, Susumu [Angewandte Chemie - International Edition, 2005, vol. 44, # 18, p. 2700 - 2704]
[2]Aragay, Gemma; Frontera, Antonio; Lloveras, Vega; Vidal-Gancedo, José; Ballester, Pablo [Journal of the American Chemical Society, 2013, vol. 135, # 7, p. 2620 - 2627]

11
[ 71-23-8 ]
[ 105598-27-4 ]
3,7,11-tripropoxy-1,4,5,8,9,12-hexaaza-triphenylene-2,6,10-tricarbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
32.7%	Stage #1: propan-1-ol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;
	Stage #1: propan-1-ol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene With [Cu^I2(μ₂-η²,η²-benzoquinone)(OAc)2] In tetrahydrofuran Heating; Stage #2: With chloroform

Reference： [1]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]
[2]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

12
[ 64-17-5 ]
[ 105598-27-4 ]
2,6,10-tricyano-3,7,11-triethoxy-1,4,5,8,9,12-hexaazatriphenylene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
13%	Stage #1: ethanol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene With [Cu^I2(μ₂-η²,η²-benzoquinone)(OAc)2] In tetrahydrofuran for 2h; Heating; Stage #2: With chloroform
	Stage #1: ethanol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;

Reference： [1]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]
[2]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]

13
[ 112-53-8 ]
[ 105598-27-4 ]
3,7,11-tris-dodecyloxy-1,4,5,8,9,12-hexaaza-triphenylene-2,6,10-tricarbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
19.9%	Stage #1: 1-dodecyl alcohol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;
	Stage #1: 1-dodecyl alcohol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene With [Cu^I2(μ₂-η²,η²-benzoquinone)(OAc)2] In tetrahydrofuran Heating; Stage #2: With chloroform

Reference： [1]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]
[2]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

14
[ 2216-51-5 ]
[ 105598-27-4 ]
3,7,11-tris-(2-isopropyl-5-methyl-cyclohexyloxy)-1,4,5,8,9,12-hexaaza-triphenylene-2,6,10-tricarbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: (-)-menthol; dipyrazino[2,3-f:20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile With [Cu^I2(μ₂-η²,η²-benzoquinone)(OAc)2] In tetrahydrofuran Heating; Stage #2: With chloroform

Reference： [1]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

15
[ 67-63-0 ]
[ 105598-27-4 ]
3,7,11-triisopropoxy-1,4,5,8,9,12-hexaaza-triphenylene-2,6,10-tricarbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: isopropyl alcohol; dipyrazino[2,3-f:20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile With [Cu^I2(μ₂-η²,η²-benzoquinone)(OAc)2] In tetrahydrofuran Heating; Stage #2: With chloroform

Reference： [1]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

16
[ 105598-27-4 ]
[ 100-51-6 ]
3,7,11-tris-benzyloxy-1,4,5,8,9,12-hexaaza-triphenylene-2,6,10-tricarbonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: dipyrazino[2,3-f:20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile; benzyl alcohol With [Cu^I2(μ₂-η²,η²-benzoquinone)(OAc)2] In tetrahydrofuran Heating; Stage #2: With chloroform

Reference： [1]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

17
[ 64443-05-6 ]
Fe((phenylphosphino)tetramethylcyclopentadienyl) [ No CAS ]
[ 105598-27-4 ]
[(Cu(1,1'-bis(diphenylphosphino)octamethylferrocene))2(hexaazatriphenylene hexacarbonitrile)2](PF₆)2 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane; acetone nitrogen atmosphere, at room temp.; soln. of Cu complex in acetoneadded to soln. of ferrocene in CH2Cl2, the resulting mixt. added to soln. of hexaazatriphenylene hexacarbonitrile in acetone; solvents removed (vac.), ppt. washed with C2H5OH; elem. anal.;

Reference： [1]Furukawa, Shuhei; Okubo, Takashi; Masaoka, Shigeyuki; Tanaka, Daisuke; Chang, Ho-Chol; Kitagawa, Susumu [Angewandte Chemie - International Edition, 2005, vol. 44, # 18, p. 2700 - 2704]

18
[ 64443-05-6 ]
[ 105598-27-4 ]
[ 1663-45-2 ]
Cu₃(C₁₈N₁₂)(C₂₆H₂₄P₂)3⁽²⁺⁾*2PF₆^(1-) = [Cu₃(C₁₈N₁₂)(C₂₆H₂₄P₂)3](PF₆)2 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In acetone pptn. with MeOH, recrystn. (THF/hexane); elem. anal.;
	In acetone Electrolysis; electrolysis of hexaazatriphenylene hexacarbonitrile in acetone (-0.3 V vs. SCE, n-Bu4NPF6 as supporting electrolyte), addn. of the green soln. to the Cu complex and dppe in acetone;

Reference： [1]Okubo; Kitagawa; Kondo; Matsuzaka; Ishii [Angewandte Chemie - International Edition, 1999, vol. 38, # 7, p. 931 - 933]
[2]Okubo; Kitagawa; Kondo; Matsuzaka; Ishii [Angewandte Chemie - International Edition, 1999, vol. 38, # 7, p. 931 - 933]

19
copper(I) trifluoromethanesulfonate benzene complex [ No CAS ]
[ 105598-27-4 ]
[ 1663-45-2 ]
Cu₃(C₁₈N₁₂)(C₂₆H₂₄P₂)3⁽²⁺⁾*2CF₃SO₃^(1-) = [Cu₃(C₁₈N₁₂)(C₂₆H₂₄P₂)3](CF₃SO₃)2 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%	In acetone pptn. with MeOH, recrystn. (THF/hexane); elem. anal.;

Reference： [1]Okubo; Kitagawa; Kondo; Matsuzaka; Ishii [Angewandte Chemie - International Edition, 1999, vol. 38, # 7, p. 931 - 933]

20
[ 112-53-8 ]
[Cu(I)2(μ-η2,η2-benzoquinone)(OAc)2] [ No CAS ]
[ 105598-27-4 ]
([Cu₃(CN)3(hat-(CN)3(OC₁₂H₂₅)3)])n [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran a THF soln. of C12N6(CN)6 added to a C12H25OH soln. of Cu complex, refluxed;

Reference： [1]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

21
[Cu(I)2(μ-η2,η2-benzoquinone)(OAc)2] [ No CAS ]
[ 105598-27-4 ]
[ 15892-23-6 ]
([Cu₃(CN)3(hat-(CN)3(OCH(CH₃)C₂H₅)3)])n [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran a THF soln. of C12N6(CN)6 added to a HOCH(CH3)C2H5 soln. of Cu complex, refluxed;

Reference： [1]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

22
[ 71-23-8 ]
[Cu(I)2(μ-η2,η2-benzoquinone)(OAc)2] [ No CAS ]
[ 105598-27-4 ]
([Cu₃(CN)3(hat-(CN)3(OC₃H₇)3)])n [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran a THF soln. of C12N6(CN)6 added to a C3H7OH soln. of Cu complex, refluxed;

Reference： [1]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

23
[Cu(I)2(μ-η2,η2-benzoquinone)(OAc)2] [ No CAS ]
[ 105598-27-4 ]
[ 71-36-3 ]
([Cu₃(CN)3(hat-(CN)3(OC₄H₉)3)])n [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran a THF soln. of C12N6(CN)6 added to a C4H9OH soln. of Cu complex, refluxed;

Reference： [1]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

24
[Cu(I)2(μ-η2,η2-benzoquinone)(OAc)2] [ No CAS ]
[ 105598-27-4 ]
[ 100-51-6 ]
([Cu₃(CN)3(hat-(CN)3(OCH₂C₆H₅)3)])n [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran a THF soln. of C12N6(CN)6 added to a C6H5CH2OH soln. of Cu complex, refluxed;

Reference： [1]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

25
[Cu(I)2(μ-η2,η2-benzoquinone)(OAc)2] [ No CAS ]
[ 2216-51-5 ]
[ 105598-27-4 ]
([Cu₃(CN)3(hat-(CN)3(OC₆H₉(CH₃)CH(CH₃)2)3)])n [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran a THF soln. of C12N6(CN)6 added to an l-menthol soln. of Cu complex, refluxed;

Reference： [1]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

26
[ 67-56-1 ]
[Cu(I)2(μ-η2,η2-benzoquinone)(OAc)2] [ No CAS ]
[ 105598-27-4 ]
([Cu₃(CN)3(hat-(CN)3(OCH₃)3)])n [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran a THF soln. of C12N6(CN)6 added to a MeOH soln. of Cu complex, refluxed;

Reference： [1]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

27
[ 64-17-5 ]
[Cu(I)2(μ-η2,η2-benzoquinone)(OAc)2] [ No CAS ]
[ 105598-27-4 ]
[ 909299-86-1 ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran slow intermixing of a soln. of C12N6(CN)6 in THF and Cu complex in EtOH by diffusion; or a THF soln. of C12N6(CN)6 added to an EtOH soln. of Cu complex and refluxed for 12 h;

Reference： [1]Masaoka, Shigeyuki; Tanaka, Daisuke; Kitahata, Hiroyuki; Araki, Sumiko; Matsuda, Ryotaro; Yoshikawa, Kenichi; Kato, Kenichi; Takata, Masaki; Kitagawa, Susumu [Journal of the American Chemical Society, 2006, vol. 128, # 49, p. 15799 - 15808]

28
[ 105598-27-4 ]
(Cu(I))3(CN)3(hexaazatriphenylene(CN)3(OC₂H₅)3)*pyrazine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetrahydrofuran; ethanol 2: ethanol

Reference： [1]Tanaka, Daisuke; Masaoka, Shigeyuki; Horike, Satoshi; Furukawa, Shuhei; Mizuno, Motohiro; Endo, Kazunaka; Kitagawa, Susumu [Angewandte Chemie - International Edition, 2006, vol. 45, # 28, p. 4628 - 4631]

29
[ 105598-27-4 ]
(Cu(I))3(CN)3(hexaazatriphenylene(CN)3(OC₂H₅)3)*1,4-dioxane [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetrahydrofuran; ethanol 2: ethanol

Reference： [1]Tanaka, Daisuke; Masaoka, Shigeyuki; Horike, Satoshi; Furukawa, Shuhei; Mizuno, Motohiro; Endo, Kazunaka; Kitagawa, Susumu [Angewandte Chemie - International Edition, 2006, vol. 45, # 28, p. 4628 - 4631]

30
hexaazatriphenylene hexacarbonitrile anion radical [ No CAS ]
[ 105598-27-4 ]

Yield	Reaction Conditions	Operation in experiment
	With nitrosonium tetrafluoroborate In [D₃]acetonitrile at 24.84℃; Inert atmosphere;

Reference： [1]Aragay, Gemma; Frontera, Antonio; Lloveras, Vega; Vidal-Gancedo, José; Ballester, Pablo [Journal of the American Chemical Society, 2013, vol. 135, # 7, p. 2620 - 2627]

31
[ 527-31-1 ]
[ 18514-52-8 ]
[ 105598-27-4 ]

Yield	Reaction Conditions	Operation in experiment
50%		Hexaketocyclohexane octahydrate(8 g, 12.6 mmol) and diaminomaleonitrile (22 g, 100.8 mmol) were refluxed in AcOH (300 mL) for 2 h. The black suspension was filtered off while hot and washed with hot AcOH (3 25 mL),resulting in a black solid. The solid was suspended in 30% HNO3(60 mL) and heated at 100 C for 3 h. The hot dark brown suspension was poured into ice water (200 mL) and cooled overnight. The suspension was filtered and the solid was refluxed in MeCN(500 mL) for 2 h and was filtered. The filtrate was then evaporated in vacuo to yield an orange solid (4.5 g, yield 50%).

Reference： [1]Dalton Transactions,2017,vol. 46,p. 3482 - 3491
[2]New Journal of Chemistry,2018,vol. 42,p. 17700 - 17707
[3]Angewandte Chemie - International Edition,2018,vol. 57,p. 10765 - 10770
Angew. Chem.,2018,vol. 130,p. 10926 - 10931,6
[4]Electrochimica Acta,2019,vol. 312,p. 251 - 262
[5]Chemical Science,2015,vol. 6,p. 1498 - 1509
[6]Journal of Inorganic Biochemistry,2017,vol. 168,p. 55 - 66

32
[ 105598-27-4 ]
[ 105598-29-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: sulfuric acid / 72 h / 20 °C 2.1: trifluoroacetic acid; sodium nitrite / acetic acid / 12 h / 20 °C 2.2: 12 h / 20 °C 3.1: hydrogenchloride / water / 1 h / 90 °C
	Multi-step reaction with 2 steps 1.1: sulfuric acid / 72 h / 20 °C 2.1: acetic acid; sodium nitrite; trifluoroacetic acid / 12 h 2.2: 12 h / 20 °C
	Multi-step reaction with 2 steps 1.1: sulfuric acid / 72 h / 20 °C 2.1: trifluoroacetic acid; sodium nitrite / 20 °C 2.2: 12 h / Cooling with ice

Reference： [1]Aoki, Toru; Sakai, Hayato; Ohkubo, Kei; Sakanoue, Tomo; Takenobu, Taishi; Fukuzumi, Shunichi; Hasobe, Taku [Chemical Science, 2015, vol. 6, # 2, p. 1498 - 1509]
[2]Bhanvadia, Viraj J.; Patel, Arun L.; Zade, Sanjio S. [New Journal of Chemistry, 2018, vol. 42, # 21, p. 17700 - 17707]
[3]Current Patent Assignee: UNIV QUJING NORMAL - CN111440179, 2020, A

33
[ 527-31-1 ]
diaminomaleonitrile [ No CAS ]
[ 105598-27-4 ]

Reference： [1]Journal of the American Chemical Society,2016,vol. 138,p. 11497 - 11500

34
(PPh₄)3[Co(CN)6]*7H₂O [ No CAS ]
[ 105598-27-4 ]
(PPh₄)3[Co(CN)6](1,4,5,8,9,11-hexaazatriphenylenehexacarbonitrile) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	In acetonitrile for 0.5h;

Reference： [1]Kobylarczyk, Jedrzej; Pinkowicz, Dawid; Srebro-Hooper, Monika; Hooper, James; Podgajny, Robert [Dalton Transactions, 2017, vol. 46, # 11, p. 3482 - 3491]

35
[ 105598-27-4 ]
[ 105618-29-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: sulfuric acid / 72 h / 20 °C 2.1: acetic acid; sodium nitrite; trifluoroacetic acid / 12 h 2.2: 12 h / 20 °C 3.1: acetic anhydride / 0.33 h / 115 - 117 °C / Inert atmosphere

Reference： [1]Bhanvadia, Viraj J.; Patel, Arun L.; Zade, Sanjio S. [New Journal of Chemistry, 2018, vol. 42, # 21, p. 17700 - 17707]

36
(PPh4)3[W(CN)8]·3H2O [ No CAS ]
[ 105598-27-4 ]
C₈N₈W^(3-)*3C₂₄H₂₀P⁽¹⁺⁾*C₁₈N₁₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%	In acetonitrile at 20℃; for 0.5h;

Reference： [1]Kobylarczyk, Jedrzej; Pinkowicz, Dawid; Srebro-Hooper, Monika; Hooper, James; Podgajny, Robert [Crystal Growth and Design, 2019, vol. 19, # 2, p. 1215 - 1225]

37
(AsPh4)3[W(CN)8]·3H2O [ No CAS ]
[ 105598-27-4 ]
C₈N₈W^(3-)*3C₂₄H₂₀As⁽¹⁺⁾*C₁₈N₁₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
44%	In acetonitrile at 20℃; for 0.5h;

Reference： [1]Kobylarczyk, Jedrzej; Pinkowicz, Dawid; Srebro-Hooper, Monika; Hooper, James; Podgajny, Robert [Crystal Growth and Design, 2019, vol. 19, # 2, p. 1215 - 1225]

38
(TBA)3[Re(CN)7] [ No CAS ]
[ 2751-90-8 ]
[ 105598-27-4 ]
C₇N₇Re^(3-)*3C₂₄H₂₀P⁽¹⁺⁾*C₁₈N₁₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
59%	Stage #1: (TBA)3[Re(CN)7]; dipyrazino[2,3-f:20,30-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile In acetonitrile at 20℃; for 0.5h; Stage #2: tetraphenylphosphonium bromide In acetonitrile

Reference： [1]Kobylarczyk, Jedrzej; Pinkowicz, Dawid; Srebro-Hooper, Monika; Hooper, James; Podgajny, Robert [Crystal Growth and Design, 2019, vol. 19, # 2, p. 1215 - 1225]

39
[ 191-07-1 ]
[ 105598-27-4 ]
2C₂₄H₁₂*C₁₈N₁₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	at 400℃; for 3h;	We used a one-zone furnace for crystal growth. Two staring materials with mole ratios of 1:1 were weighed and not mixed. According to the Thermogravimetric analysis (TGA) of coronene and HAT(CN)6 (TGA 8000 N2) which is shown in Fig. S1, the temperatures were set to 400C for the furnace zone at a heating rate of 5C/min and maintained at 400C for 3h The HAT(CN)6 was placed in front of the thermocouple of the furnace with the coronene 4cm away from it (Fig. 1a). Argon was used as the carrier gas with a flow rate of 10mL/min.

Reference： [1]Organic electronics,2020,vol. 78

40
C₆₀^(1-)*Na⁽¹⁺⁾*C₁₈H₃₆N₂O₆ [ No CAS ]
[ 105598-27-4 ]
C₁₈N₁₂^(1-)*Na⁽¹⁺⁾*C₁₈H₃₆N₂O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	In 1,2-dichloro-benzene at 80℃; for 24h;

Reference： [1]Konarev, Dmitri V.; Khasanov, Salavat S.; Kuzmin, Alexey V.; Mikhailenko, Maxim V.; Otsuka, Akihiro; Yamochi, Hideki; Kitagawa, Hiroshi; Lyubovskaya, Rimma N. [Chemistry - A European Journal, 2020, vol. 26, # 72, p. 17470 - 17480]

41
[ 548-62-9 ]
[ 105598-27-4 ]
C₂₅H₃₀N₃⁽¹⁺⁾*C₁₈N₁₂^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With erbium In 1,2-dichloro-benzene at 80℃; for 24h;

Reference： [1]Konarev, Dmitri V.; Khasanov, Salavat S.; Kuzmin, Alexey V.; Mikhailenko, Maxim V.; Otsuka, Akihiro; Yamochi, Hideki; Kitagawa, Hiroshi; Lyubovskaya, Rimma N. [Chemistry - A European Journal, 2020, vol. 26, # 72, p. 17470 - 17480]

42
[ 23978-09-8 ]
[ 105598-27-4 ]
C₁₈N₁₂^(1-)*K⁽¹⁺⁾*C₁₈H₃₆N₂O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
6%	With potassium graphite In 1,2-dichloro-benzene at 80℃; for 24h;

Reference： [1]Konarev, Dmitri V.; Khasanov, Salavat S.; Kuzmin, Alexey V.; Mikhailenko, Maxim V.; Otsuka, Akihiro; Yamochi, Hideki; Kitagawa, Hiroshi; Lyubovskaya, Rimma N. [Chemistry - A European Journal, 2020, vol. 26, # 72, p. 17470 - 17480]

43
[ 548-62-9 ]
[ 7439-89-6 ]
[ 95-50-1 ]
[ 105598-27-4 ]
3.5C₂₅H₃₀N₃⁽¹⁺⁾*2.5C₆H₄Cl₂*0.5Cl^(1-)*C₁₈Cl₆Fe₃N₁₂^(3-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
38%	at 80℃; for 48h; Glovebox;

Reference： [1]Khasanov, Salavat S.; Kitagawa, Hiroshi; Konarev, Dmitri V.; Kuzmin, Aleksey V.; Mikhailenko, Maxim V.; Otsuka, Akihiro; Shestakov, Alexader F.; Yamochi, Hideki [Chemistry - A European Journal, 2022, vol. 28, # 10]

44
[ 105598-27-4 ]
[ 71-36-3 ]
C₂₇H₂₇N₉O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
20.6%	Stage #1: 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene; butan-1-ol In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;

Reference： [1]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]

45
[ 71-41-0 ]
[ 105598-27-4 ]
C₃₀H₃₃N₉O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
25.1%	Stage #1: pentan-1-ol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;

Reference： [1]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]

46
[ 111-70-6 ]
[ 105598-27-4 ]
C₃₆H₄₅N₉O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
25.9%	Stage #1: n-heptan1ol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;

Reference： [1]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]

47
[ 111-87-5 ]
[ 105598-27-4 ]
C₃₉H₅₁N₉O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
25.9%	Stage #1: octanol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;

Reference： [1]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]

48
[ 105598-27-4 ]
[ 143-08-8 ]
C₄₂H₅₇N₉O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
23.2%	Stage #1: 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene; nonyl alcohol In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;

Reference： [1]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]

49
[ 112-30-1 ]
[ 105598-27-4 ]
C₄₅H₆₃N₉O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
31.1%	Stage #1: 1-Decanol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;

Reference： [1]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]

50
[ 112-42-5 ]
[ 105598-27-4 ]
C₄₈H₆₉N₉O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
32.3%	Stage #1: undecyl alcohol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;

Reference： [1]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]

51
[ 112-70-9 ]
[ 105598-27-4 ]
C₅₄H₈₁N₉O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
12.1%	Stage #1: tridecan-1-ol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;

Reference： [1]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]

52
[ 112-72-1 ]
[ 105598-27-4 ]
C₅₇H₈₇N₉O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
5%	Stage #1: 1-Tetradecanol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;

Reference： [1]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]

53
[ 629-76-5 ]
[ 105598-27-4 ]
C₆₀H₉₃N₉O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
8.9%	Stage #1: n-pentadecyl alcohol; 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Stage #2: With 1,2-(diphenylphosphino)ethane In tetrahydrofuran for 2h; Inert atmosphere; Cooling;

Reference： [1]Hinokimoto, Akira; Ono, Toshinori; Fujiwara, Makoto; Mori, Hiroki; Akiyoshi, Ryohei; Nakamura, Shinya; Tsutsumi, Osamu; Saeki, Akinori; Kitagawa, Yasutaka; Horike, Satoshi; Tanaka, Daisuke [Chemistry - An Asian Journal, 2022, vol. 17, # 11]

54
[ 105598-27-4 ]
[ 79790-37-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: sulfuric acid / lithium hydroxide monohydrate / 72 h / 20 °C 2.1: trifluoroacetic acid / lithium hydroxide monohydrate / 0.25 h / 20 °C 2.2: 12 h / 25 °C 3.1: copper atom / diphenylether / 22 h / 230 °C / Inert atmosphere

Reference： [1]Lyu, Cheng-Kun; Gao, Yi-Fan; Gao, Zi-Ang; Mo, Song-Yu; Hua, Mu-Qing; Li, En; Fu, Shu-Qing; Chen, Jia-Yan; Liu, Pei-Nian; Huang, Li; Lin, Nian [Angewandte Chemie - International Edition, 2022, vol. 61, # 27][Angew. Chem., 2022, vol. 134, # 27]

55
[ 105598-27-4 ]
[ CAS Unavailable ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: sulfuric acid / 72 h / 20 °C 2.1: trifluoroacetic acid; NaNO₂ / 0.25 h / 0 °C 2.2: 18 h / 20 °C 3.1: 24 h / 75 °C / Inert atmosphere

Reference： [1]Yang, Minwoo; Song, Woon Ju [Journal of Materials Chemistry A, 2022, vol. 10, # 34, p. 17511 - 17519]

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

CAS No. :	105598-27-4	MDL No. :	MFCD19689401
Formula :	C₁₈N₁₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DKHNGUNXLDCATP-UHFFFAOYSA-N
M.W :	384.27	Pubchem ID :	11069026
Synonyms :
UV :	282, 321 nm (in CH2Cl2)
FL :	422 nm (in CH2Cl2)	Materials Type :	Other OLED Materials

Signal Word:	Warning	Class:
Precautionary Statements:	P280-P305+P351+P338	UN#:
Hazard Statements:	H302	Packing Group:
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 105598-27-4 ] {[proInfo.proName]}

Quality Control of [ 105598-27-4 ]

Related Doc. of [ 105598-27-4 ]

Product Details of [ 105598-27-4 ]

Safety of [ 105598-27-4 ]

Application In Synthesis of [ 105598-27-4 ]

[ 105598-27-4 ] Synthesis Path-Downstream 1~55

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry