[ CAS No. 258865-48-4 ] {[proInfo.proName]}

Name: 258865-48-4|(9,9-Dioctyl-9H-fluorene-2,7-diyl)diboronic acid|98%
Brand: Ambeed
SKU: A748442
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Quality Control of [ 258865-48-4 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 258865-48-4 ]

CAS No. :	258865-48-4	MDL No. :	MFCD03701608
Formula :	C₂₉H₄₄B₂O₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	HURJMQMZDPOUOU-UHFFFAOYSA-N
M.W :	478.28	Pubchem ID :	4283240
Synonyms :

Safety of [ 258865-48-4 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338	UN#:
Hazard Statements:	H302-H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 258865-48-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 258865-48-4 ]

[ 258865-48-4 ] Synthesis Path-Downstream 1~25

1
[ 198964-46-4 ]
[ 258865-48-4 ]
poly(9,9-dioctylfluorene), M_n: 7.9, M_w: 13.7, PDI: 1.73, DP: 20.3; T_g: 51 deg C; monomer(s): 2,7-dibromo-9,9-dioctylfluorene; 9,9-dioctylfluorene-2,7-diboronic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium carbonate In toluene Heating; Suzuki coupling;

Reference： [1]Ding, Jianfu; Day, Michael; Robertson, Gilles; Roovers, Jacques [Macromolecules, 2002, vol. 35, # 9, p. 3474 - 3483]

2
[ 198964-46-4 ]
[ 258865-48-4 ]

Yield	Reaction Conditions	Operation in experiment
80%	Stage #1: 2,7-dibromo-9,9-dioctylfluorene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 4.5h; Inert atmosphere; Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;
65%	Stage #1: 2,7-dibromo-9,9-dioctylfluorene With n-butyllithium In diethyl ether at -78 - 20℃; Stage #2: With Triisopropyl borate In diethyl ether at 20℃; for 20h; Stage #3: With hydrogenchloride In diethyl ether at 20℃; for 1h;
31%	Stage #1: 2,7-dibromo-9,9-dioctylfluorene With iodine; magnesium In tetrahydrofuran Heating; Stage #2: With triethyl borate In tetrahydrofuran at 20℃; for 48h; Further stages.;

	Stage #1: 2,7-dibromo-9,9-dioctylfluorene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃; Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; water
	Multi-step reaction with 2 steps 1.1: Mg; iodine / tetrahydrofuran 1.2: tetrahydrofuran / -78 - 20 °C 2.1: 4.3 g / aq. H₂SO₄ / cooling
	Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere 1.2: 1 h / -78 °C 2.1: hydrogenchloride / tetrahydrofuran; hexane

Reference： [1]Location in patent: experimental part Zhu, Haifeng; Tong, Hui; Gong, Yongyang; Shao, Shiyang; Deng, Chunmei; Yuan, Wang Zhang; Zhang, Yongming [Journal of Polymer Science, Part A: Polymer Chemistry, 2012, vol. 50, # 11, p. 2172 - 2181]
[2]Ding, Jianfu; Day, Michael; Robertson, Gilles; Roovers, Jacques [Macromolecules, 2002, vol. 35, # 9, p. 3474 - 3483]
[3]Chen, Xiwen; Liao, Jin-Long; Liang, Yongmin; Ahmed; Tseng, Hao-En; Chen, Show-An [Journal of the American Chemical Society, 2003, vol. 125, # 3, p. 636 - 637]
[4]Xin, Yu; Wen, Gui-An; Zeng, Wen-Jing; Zhao, Lei; Zhu, Xing-Rong; Fan, Qu-Li; Feng, Jia-Chun; Wang, Lian-Hui; Wei, Wei; Peng, Bo; Cao, Yong; Huang, Wei [Macromolecules, 2005, vol. 38, # 16, p. 6755 - 6758]
[5]Liu, Shu-Juan; Zhao, Qiang; Chen, Run-Feng; Deng, Yun; Fan, Qu-Li; Li, Fu-You; Wang, Lian-Hui; Huang, Chun-Hui; Huang, Wei [Chemistry - A European Journal, 2006, vol. 12, # 16, p. 4351 - 4361]
[6]Yang, Chao; Zheng, Meng; Li, Yiping; Zhang, Deteng; Xue, Shanfeng; Yang, Wenjun [Journal of Polymer Science, Part A: Polymer Chemistry, 2014, vol. 52, # 7, p. 944 - 951]

3
[ 258865-48-4 ]
[ 428865-64-9 ]
poly[(9,9-dioctylfluorene-2,7-diyl)3-alt-([1,3,4]oxadiazol-2,5-diyl)], copolymer, M_n: 25.1 kDa, M_w: 62.8 kDa, PDI: 2.50, DP: 20.4; monomer(s): 2,5-bis(9,9-dioctylfluorene-7,7-Br₂-2,2ddiyl)-[1,3,4]oxadiazole; 9,9-dioctylfluorene-2,7-di[B(OH)2] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
95%	With sodium carbonate In toluene Heating; Suzuki coupling;

Reference： [1]Ding, Jianfu; Day, Michael; Robertson, Gilles; Roovers, Jacques [Macromolecules, 2002, vol. 35, # 9, p. 3474 - 3483]

4
[ 258865-48-4 ]
[ 428865-65-0 ]
poly[(9,9-dioctylfluorene-2,7-diyl)3-co-([1,3,4]oxadiazol-1,5-diyl)-co-(9,9-dioctylfluorene-2,7-diyl)-co-([1,3,4]-oxadiazol-1,5-diyl)], asymmetric copolymer, M_n: 30.4 kDa, M_w: 82.0 kDa, PDI: 2.70, DP: 18.8 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With sodium carbonate In toluene Heating; Suzuki coupling;

Reference： [1]Ding, Jianfu; Day, Michael; Robertson, Gilles; Roovers, Jacques [Macromolecules, 2002, vol. 35, # 9, p. 3474 - 3483]

5
[ 258865-48-4 ]
[ 504-63-2 ]
[ 317802-08-7 ]

Yield	Reaction Conditions	Operation in experiment
81%	In toluene for 11h; Inert atmosphere; Reflux;
76%	In toluene for 10h; Heating;
72%	In toluene for 10h; Heating;

3.45 g	In toluene for 10h; Heating;
1.36 g	In toluene for 10h; Reflux;

Reference： [1]Location in patent: experimental part Yuan, Chao; Hong, Jia; Liu, Yanmei; Lai, Hua; Fang, Qiang [Journal of Polymer Science, Part A: Polymer Chemistry, 2011, vol. 49, # 18, p. 4098 - 4101]
[2]Chen, Xiwen; Liao, Jin-Long; Liang, Yongmin; Ahmed; Tseng, Hao-En; Chen, Show-An [Journal of the American Chemical Society, 2003, vol. 125, # 3, p. 636 - 637]
[3]Liu, Shu-Juan; Zhao, Qiang; Chen, Run-Feng; Deng, Yun; Fan, Qu-Li; Li, Fu-You; Wang, Lian-Hui; Huang, Chun-Hui; Huang, Wei [Chemistry - A European Journal, 2006, vol. 12, # 16, p. 4351 - 4361]
[4]Xin, Yu; Wen, Gui-An; Zeng, Wen-Jing; Zhao, Lei; Zhu, Xing-Rong; Fan, Qu-Li; Feng, Jia-Chun; Wang, Lian-Hui; Wei, Wei; Peng, Bo; Cao, Yong; Huang, Wei [Macromolecules, 2005, vol. 38, # 16, p. 6755 - 6758]
[5]Bera, Manas Kumar; Chakraborty, Chanchal; Singh, Pradeep Kumar; Sahu, Chandan; Sen, Kaushik; Maji, Samir; Das, Abhijit Kumar; Malik, Sudip [Journal of Materials Chemistry B, 2014, vol. 2, # 29, p. 4733 - 4739]

6
C₃₃H₅₂B₂O₄ [ No CAS ]
[ 258865-48-4 ]

Yield	Reaction Conditions	Operation in experiment
4.3 g	With sulfuric acid cooling;

7
[ 86-73-7 ]
[ 258865-48-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: 85 percent / KOH / tetrahydrofuran / 20 °C 2.1: ferric chloride; bromine / CHCl₃ / 3 h / 20 °C 3.1: Mg; iodine / tetrahydrofuran 3.2: tetrahydrofuran / -78 - 20 °C 4.1: 4.3 g / aq. H₂SO₄ / cooling
	Multi-step reaction with 3 steps 1.1: n-BuLi / hexane; tetrahydrofuran / 0.75 h / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: Br₂; I₂ / CH₂Cl₂ / 20 h / 20 °C 3.1: n-BuLi / diethyl ether / -78 - 20 °C 3.2: triisopropyl boronate / diethyl ether / 20 h / 20 °C 3.3: 65 percent / aq. HCl / diethyl ether / 1 h / 20 °C

Reference： [1]Liu, Shu-Juan; Zhao, Qiang; Chen, Run-Feng; Deng, Yun; Fan, Qu-Li; Li, Fu-You; Wang, Lian-Hui; Huang, Chun-Hui; Huang, Wei [Chemistry - A European Journal, 2006, vol. 12, # 16, p. 4351 - 4361]
[2]Ding, Jianfu; Day, Michael; Robertson, Gilles; Roovers, Jacques [Macromolecules, 2002, vol. 35, # 9, p. 3474 - 3483]

8
[ 111-83-1 ]
[ 258865-48-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: 85 percent / KOH / tetrahydrofuran / 20 °C 2.1: ferric chloride; bromine / CHCl₃ / 3 h / 20 °C 3.1: Mg; iodine / tetrahydrofuran 3.2: tetrahydrofuran / -78 - 20 °C 4.1: 4.3 g / aq. H₂SO₄ / cooling

9
[ 123863-99-0 ]
[ 258865-48-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: ferric chloride; bromine / CHCl₃ / 3 h / 20 °C 2.1: Mg; iodine / tetrahydrofuran 2.2: tetrahydrofuran / -78 - 20 °C 3.1: 4.3 g / aq. H₂SO₄ / cooling
	Multi-step reaction with 2 steps 1.1: Br₂; I₂ / CH₂Cl₂ / 20 h / 20 °C 2.1: n-BuLi / diethyl ether / -78 - 20 °C 2.2: triisopropyl boronate / diethyl ether / 20 h / 20 °C 2.3: 65 percent / aq. HCl / diethyl ether / 1 h / 20 °C

10
[ 111-83-1 ]
[ 258865-48-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: n-BuLi / hexane; tetrahydrofuran / 0.75 h / -78 °C 1.2: hexane; tetrahydrofuran / -78 - 20 °C 2.1: Br₂; I₂ / CH₂Cl₂ / 20 h / 20 °C 3.1: n-BuLi / diethyl ether / -78 - 20 °C 3.2: triisopropyl boronate / diethyl ether / 20 h / 20 °C 3.3: 65 percent / aq. HCl / diethyl ether / 1 h / 20 °C
	Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran / 60 °C 1.2: 75.3 percent / tetrahydrofuran / Heating 2.1: magnesium; iodine / tetrahydrofuran / Heating 2.2: 31 percent / triethyl borate / tetrahydrofuran / 48 h / 20 °C

Reference： [1]Ding, Jianfu; Day, Michael; Robertson, Gilles; Roovers, Jacques [Macromolecules, 2002, vol. 35, # 9, p. 3474 - 3483]
[2]Chen, Xiwen; Liao, Jin-Long; Liang, Yongmin; Ahmed; Tseng, Hao-En; Chen, Show-An [Journal of the American Chemical Society, 2003, vol. 125, # 3, p. 636 - 637]

11
[ 16433-88-8 ]
[ 258865-48-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: sodium hydride / tetrahydrofuran / 60 °C 1.2: 75.3 percent / tetrahydrofuran / Heating 2.1: magnesium; iodine / tetrahydrofuran / Heating 2.2: 31 percent / triethyl borate / tetrahydrofuran / 48 h / 20 °C
	Multi-step reaction with 2 steps 1.1: potassium hydroxide; potassium iodide / dimethyl sulfoxide / 20 °C 2.1: n-butyllithium / tetrahydrofuran / -78 °C 2.3: 1 h

Reference： [1]Chen, Xiwen; Liao, Jin-Long; Liang, Yongmin; Ahmed; Tseng, Hao-En; Chen, Show-An [Journal of the American Chemical Society, 2003, vol. 125, # 3, p. 636 - 637]
[2]Irfan, Madiha; Belfield, Kevin D.; Saeed, Aamer [RSC Advances, 2015, vol. 5, # 60, p. 48760 - 48768]

12
[ 110046-60-1 ]
[ 258865-48-4 ]
[ 1446101-17-2 ]

Yield	Reaction Conditions	Operation in experiment
67.4%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In water; N,N-dimethyl-formamide for 4h; Reflux; Inert atmosphere;	6 Synthesis of Compound (6) EXAMPLE 6 Synthesis of Compound (6) The synthesis of Compound (6) was carried out in accordance with Scheme 6 indicated hereunder: For this purpose, a mixture of 9, 9-dioctylfluorene- 2, 7-diboronic acid (1450 mg, 3.04 mmoles) , Compound (5) (1500 mg, 5.52 mmoles) and palladium (tetrakis ) - triphenylphosphine [Pd(Ph3P)4] (176 mg, 0.152 mmoles), in N, -dimethylformamide (N, -DMF) (140 ml) and sodium carbonate (Na2C03) (10 ml of an aqueous solution 2 M) , was heated to reflux temperature for 4 hours, under a stream of argon. The reaction mixture was left to cool to room temperature (25°C) , 100 ml of distilled water were added and the whole mixture was then filtered, obtaining a solid which was recovered. The solid thus obtained was partially dissolved in ethyl acetate (100 ml), subsequently filtered and the liquid phase obtained was concentrated under vacuum obtaining a reaction raw product. The reaction raw product thus obtained was purified by means of column chromatography [silica gel, gradients from n-heptane 100% to n-heptane/ethyl acetate = 8:2 (v/v) as eluent] obtaining 1060 mg (67.4% in moles) of Compound (6). Said Compound (6) was characterized by means of 1H- NMR (400 MHz, CDC13) obtaining the following spectrum: δ = 9.90 ppm (s, 1H, -CHO) ; 7.75-7.72 ppm (d, 2H, Hm-CH- Th) ; 7.72-7.70 ppm (d, 2H, Th-CH-CH-CHO) ; 7.66-7.62 ppm (q, 2H, Hm-CH-Th) ; 7.59-7.57 ppm (d, 2H, Ho-Th) ; 7.41- 7.39 ppm (d, 2H, CH-CH-Th-CHO) ; 7.38-7.36 ppm (d, 2H, CH-CH-Th-CHO); 2.10-2.03 ppm (m, 4H, C- (CH2) 2- (CH2) 12- CH3), 1.22-1.04 ppm (m, 24H, C- (CH2) 2- (C) 12-CH3) ; 0.84- 0.76 ppm (t, 6H, C- (CH2) 2- (CH2) 12-CH3_) . Said Compound (6) was also characterized by means of IR ( Br) spectrum showing the following bands: v = 1662 cm-1 (aldehyde C-0 stretching) ; 1515 cm"1 (ring mode of the thiophenes), 795 cm-1 (deformation conjugated dithienyls) .

Reference： [1]Current Patent Assignee: ENI SPA - WO2013/98746, 2013, A1 Location in patent: Page/Page column 62; 63

13
[ 4701-17-1 ]
[ 258865-48-4 ]
[ 1445721-14-1 ]

Yield	Reaction Conditions	Operation in experiment
57.9%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate In water; N,N-dimethyl-formamide for 4h; Reflux; Inert atmosphere;	1 Synthesis of Compound (1) Synthesis of Compound (1) The synthesis of Compound (1) was carried out in accordance with Scheme 1 indicated hereunder: Compound (1) heme 1 For this purpose, a mixture of 9, 9-dioctylfluorene- 2 , 7-diboronic acid (730 mg, 1.52 mmoles) , 5-bromo-2- thiophene carbaldehyde (530 mg, 2.76 mmoles), and palladium (tetrakis) triphenylphosphine [Pd(Ph3P)4] (36 mg, 0.03 mmoles), in N, N-dimethylformamide (N,N-DMF) (15 ml) and sodium carbonate (Na2C03) (2 ml of an aqueous solution 2 M) , was heated to reflux temperature for 4 hours, under a stream of argon. The reaction mixture was left to cool to room temperature (25°C), 100 ml of distilled water were added and the whole mixture was then filtered, obtaining a solid which was recovered . The solid thus obtained was partially dissolved in ethyl acetate (100 ml), subsequently filtered and the liquid phase obtained was concentrated under vacuum obtaining a reaction raw product. The reaction raw product thus obtained was purified by means of column chromatography [silica gel, gradients from n-heptane 100% to n- heptane/ethyl acetate = 8:2 (v/v) as eluent] obtaining 537 mg (57.9% in moles) of Compound (1). Said Compound (1) was characterized by means of ""- NMR (400 MHz, CDC13) obtaining the following spectrum: δ = 9.93 ppm (s, 2H, -CHO) ; 7.80-7.75 ppm (m, 4H, H^-CH-Th + Ph-CH-CH-CHO) ; 7.72 - 7.70 ppm (q, 2H, Hm-CH-T.h) ; 7.67 - 7.63 ppm (d, 2H, Ho~Th) ; 7.52-7.49 ppm (d, 2H, Ph-CH- CH-CHO) ; 2.10-2.03 ppm (m, 4H, C- (C) 2- (CH2) 12-CH3) ; 1.22-1.04 ppm (m, 24H, C- (CH2) 2- (CH2) 12-CH3) ; 0.84-0.76 ppm (t, 6H, C- (CH2)2- (CH2) 12-CH3) . Said Compound (1) was also characterized by means of IR (KBr) spectrum showing the following bands: v = 1660 cm"1 (aldehyde C-0 stretching) ; 1527 cm"1 (thienyl stretching) .

Reference： [1]Current Patent Assignee: ENI SPA - WO2013/98746, 2013, A1 Location in patent: Page/Page column 51; 52

14
[ 1448344-15-7 ]
[ 258865-48-4 ]
[ 1448344-16-8 ]

Yield	Reaction Conditions	Operation in experiment
65%	With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; tris-(o-tolyl)phosphine In tetrahydrofuran; water at 80℃; for 72h; Inert atmosphere;

Reference： [1]Schwartz, Pierre-Olivier; Zaborova, Elena; Bechara, Rony; Leveque, Patrick; Heiser, Thomas; Mery, Stephane; Leclerc, Nicolas [New Journal of Chemistry, 2013, vol. 37, # 8, p. 2317 - 2323]

15
[ 126-30-7 ]
[ 258865-48-4 ]
2,7-bis(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-9,9-dioctylfluorene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1.12 g	In toluene for 6h; Reflux; Dean-Stark;

Reference： [1]Yang, Chao; Zheng, Meng; Li, Yiping; Zhang, Deteng; Xue, Shanfeng; Yang, Wenjun [Journal of Polymer Science, Part A: Polymer Chemistry, 2014, vol. 52, # 7, p. 944 - 951]

16
C₃₃H₅₂B₂O₄ [ No CAS ]
[ 7732-18-5 ]
[ 258865-48-4 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride In tetrahydrofuran; hexane

Reference： [1]Yang, Chao; Zheng, Meng; Li, Yiping; Zhang, Deteng; Xue, Shanfeng; Yang, Wenjun [Journal of Polymer Science, Part A: Polymer Chemistry, 2014, vol. 52, # 7, p. 944 - 951]

17
[ 258865-48-4 ]
[ 1620054-41-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: toluene / 10 h / Reflux 2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; tetrahydrofuran / 24 h / 90 °C / Inert atmosphere

Reference： [1]Bera, Manas Kumar; Chakraborty, Chanchal; Singh, Pradeep Kumar; Sahu, Chandan; Sen, Kaushik; Maji, Samir; Das, Abhijit Kumar; Malik, Sudip [Journal of Materials Chemistry B, 2014, vol. 2, # 29, p. 4733 - 4739]

18
[ 121-43-7 ]
[ 198964-46-4 ]
[ 258865-48-4 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 2,7-dibromo-9,9-dioctylfluorene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Stage #2: Trimethyl borate In tetrahydrofuran; hexane at -78 - 20℃;

19
[ 258865-48-4 ]
[ 1033589-89-7 ]

Yield	Reaction Conditions	Operation in experiment
87%	With sodium azide; copper(ll) sulfate pentahydrate In methanol at 20℃; for 30h;	2.2 4.2.2 Synthesis of 2,7-diazido-9,9-dioctyl-9H-fluorene To a solution of sodium azide (2.50 mmol; 0.16 g) and copper(II) sulfate pentahydrate (0.20 mmol; 0.05 g) in methanol (3 mL), 9,9-dioctyl-9H-fluorene-2,7-diyldiboronic acid (1.00 mmol; 0.48 g) was added. The reaction mixture was left stirring at room temperature for 30 h. The solvent was removed under reduced pressure and the residue treated with petroleum ether. The solvent was removed to give the 2,7-diazido-9,9-dioctyl-9H-fluorene (0.41 g; 87%) as a green solid. Mp 64.0-66.0 °C (from petroleum ether). IR (Nujol): ν=2954 (C-H), 2925 (C-H), 2854 (C-H), 2103 (N3) cm-1. 1H NMR (400 MHz, CDCl3): δ=0.57-0.61 (4H, m, CH2), 0.82-0.89 (6H, m, 2CH3), 1.05-1.06 (8H, m, CH2), 1.11-1.15 (8H, m, CH2), 1.20-1.23 (4H, m, CH2), 1.91-1.96 (4H, m, CH2), 6.96 (2H, d, J=2.0 Hz, 2ArH), 7.01 (2H, dd, J=2.0 and 8.0 Hz, 2ArH), 7.61 (2H, d, J=8.0 Hz, 2ArH) ppm. 13C NMR (100.6 MHz, CDCl3): δ=14.03 (CH3), 22.56 (CH2), 23.60 (CH2), 29.16 (CH2), 29.86 (CH2), 31.74 (CH2), 40.35 (CH2), 55.43 (C), 113.56 (2CH), 117.85 (2CH), 120.52 (2CH), 137.58 (2C), 138.71 (2C), 152.56 (2C) ppm.

Reference： [1]Vilaҫa, Helena; Ferreira, Paula M.T.; Micaelo, Nuno M. [Tetrahedron, 2014, vol. 70, # 35, p. 5420 - 5427]

20
[ 258865-48-4 ]
tert-butyl 2,2'-[1,1'-(9,9-octyl-9H-fluorene-2,7-diyl)bis(1H-1,2,3-triazole-4,1-diyl)]bis(methylene)bis(azanediyl)bis(2-oxoethane-2,1-diyl)dicarbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: sodium azide; copper(ll) sulfate pentahydrate / methanol / 30 h / 20 °C 2: copper(II) sulfate; sodium L-ascorbate / methanol; water / 24 h / 20 °C

Reference： [1]Vilaҫa, Helena; Ferreira, Paula M.T.; Micaelo, Nuno M. [Tetrahedron, 2014, vol. 70, # 35, p. 5420 - 5427]

21
[ 7647-01-0 ]
[ 5419-55-6 ]
[ 198964-46-4 ]
[ 258865-48-4 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: 2,7-dibromo-9,9-dioctylfluorene With n-butyllithium In tetrahydrofuran at -78℃; Stage #2: Triisopropyl borate In tetrahydrofuran Stage #3: hydrogenchloride In tetrahydrofuran; water for 1h;

Reference： [1]Irfan, Madiha; Belfield, Kevin D.; Saeed, Aamer [RSC Advances, 2015, vol. 5, # 60, p. 48760 - 48768]

22
[ 111-83-1 ]
[ 258865-48-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: potassium hydroxide; potassium iodide / dimethyl sulfoxide / 20 °C 2.1: n-butyllithium / tetrahydrofuran / -78 °C 2.3: 1 h

Reference： [1]Irfan, Madiha; Belfield, Kevin D.; Saeed, Aamer [RSC Advances, 2015, vol. 5, # 60, p. 48760 - 48768]

23
9-(7-bromo-9,9-dioctyl-9H-fluoren-2-yl)-9H-carbazole [ No CAS ]
[ 258865-48-4 ]
9-(7-(7-(7-(9H-carbazol-9-yl)-9,9-dioctyl-9H-fluoren-2-yl)-9,9-dioctyl-9H-fluoren-2-yl)-9,9-dioctyl-9H-fluoren-2-yl)-9H-carbazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In toluene for 72h; Reflux; Inert atmosphere;

Reference： [1]Irfan, Madiha; Belfield, Kevin D.; Saeed, Aamer [RSC Advances, 2015, vol. 5, # 60, p. 48760 - 48768]

24
9-(6-bromo-9-octyl-9H-carbazol-3-yl)-9H-carbazole [ No CAS ]
[ 258865-48-4 ]
C₉₃H₁₀₂N₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%	With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate In toluene for 72h; Reflux; Inert atmosphere;

Reference： [1]Irfan, Madiha; Belfield, Kevin D.; Saeed, Aamer [RSC Advances, 2015, vol. 5, # 60, p. 48760 - 48768]

25
C₁₉H₂₁N₃O₃ [ No CAS ]
[ 258865-48-4 ]
C₆₇H₇₈B₂N₆O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%	In acetonitrile at 80℃; for 2h; Sealed tube;

Reference： [1]Alcaide, María M.; Santos, Fabio M. F.; Pais, Vânia F.; Carvalho, Joana Inês; Collado, Daniel; Pérez-Inestrosa, Ezequiel; Arteaga, Jesús F.; Boscá, Francisco; Gois, Pedro M.P.; Pischel, Uwe [Journal of Organic Chemistry, 2017, vol. 82, # 14, p. 7151 - 7158]

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P322
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P378
P380	Evacuate area.
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P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
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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.
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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.
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P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
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P401
P402	Store in a dry place.
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P420	Store away from other materials.
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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 -

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. 258865-48-4 ] {[proInfo.proName]}

Quality Control of [ 258865-48-4 ]

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Safety of [ 258865-48-4 ]

Application In Synthesis of [ 258865-48-4 ]

[ 258865-48-4 ] Synthesis Path-Downstream 1~25

Related Functional Groups of [ 258865-48-4 ]

Organoboron

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 258865-48-4 ]