75714-59-9|(R)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene| Ambeed

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Quality Control of [ 75714-59-9 ] Purity: 98% HPLC(99%ee) SDS Specification

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Product Details of [ 75714-59-9 ]

CAS No. :	75714-59-9
Formula :	C₂₂H₁₆Br₂O₂
M.W :	472.17
SMILES Code :	COC1=C(Br)C=C2C=CC=CC2=C1C3=C4C=CC=CC4=CC(Br)=C3OC
MDL No. :	MFCD04038415

Safety of [ 75714-59-9 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H319-H335
Precautionary Statements:	P261-P305+P351+P338

Computational Chemistry of [ 75714-59-9 ] Show Less

Physicochemical Properties

Num. heavy atoms	26
Num. arom. heavy atoms	20
Fraction Csp3	0.09
Num. rotatable bonds	3
Num. H-bond acceptors	2.0
Num. H-bond donors	0.0
Molar Refractivity	115.27
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	18.46 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	3.94
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	7.37
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	7.2
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	5.63
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	6.98
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	6.22

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-7.78
Solubility	0.0000078 mg/ml ; 0.0000000165 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Poorly soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-7.59
Solubility	0.0000122 mg/ml ; 0.0000000259 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Poorly soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-10.08
Solubility	0.0000000395 mg/ml ; 0.0000000001 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Insoluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	Low
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	No
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	Yes
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	Yes
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	Yes
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-3.95 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	1.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	1.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	1.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	0.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<2.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	2.81

Application In Synthesis of [ 75714-59-9 ]

* 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 [ 75714-59-9 ]

[ 75714-59-9 ] Synthesis Path-Downstream 1~35

1
[ 35294-28-1 ]
[ 75714-59-9 ]

Yield	Reaction Conditions	Operation in experiment
		GA06 (12.6 mmol) obtained in Synthetic example 1 and 200 mL of diethyl ether were put in a three-necked round bottom flask, n-BuLi (37.4 mmol) and TMEDA (30 mmol) were added at room temperature, and the reaction mixture was stirred for 3 hours. The reaction mixture was cooled to -78C. A solution prepared by dissolving bromine (177 mmol) in 50 mL of diethyl ether was added dropwise. The mixture was stirred for 4 hours. Then, an aqueous sodium thiosulfate solution was added to quench the reaction. The mixture was extracted with diethyl ether three times. The extract was washed with a saturated aqueous sodium chloride solution followed by dehydration over anhydrous sodium sulfate. After the dehydration, the extract was filtered. After distilling the solvent away under a reduced pressure, the filtrate was purified by means of column chromatography (Hexane:Ethyl acetate (AcOEt)=5:1) to give GA07.
		To a solution of 7.8 g (67 mmole) of tetramethylethylenediamine in 500 ml of ether stirred under nitrogen was added 30 ml (72 mmole) of 2.4 M n-butyllithium in hexane. The mixture was stirred at 25 C. for 15 minutes. Next, 10.0 g (31.8 mole) of (R)-2,2'-dimethoxy-1,1'-dinaphthyl was added and the mixture was stirred for 3 hours. The suspension was cooled to -78 C. and 15 ml (0.3 mole) of bromine in 50 ml of pentane was added over a 10 minute period. The suspension was then warmed to 25 C. and after 4 hours. About 300 ml of a saturated solution of sodium sulfate in water was cautiously added. The mixture was stirred for an additional 4 hours and shaken with 1 L of chloroform and 1 L of water. Layers formed which were then separated. The organic layer was dried and evaporated under reduced pressure and the residue was dissolved in 40 ml of hot benzene. This solution was then added to an alumina column suspended in cyclcohexane. Product was eluted from the column with a cyclohexane-benzene mixture to give the desired crude dibromide. The combined fractions of the mixture were recrystallized from 250 ml of methylene chloride-pentane to give 9 g of (R)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-dinaphthyl m.p. 174-175 C.

References: [1]Journal of the American Chemical Society,1999,vol. 121,p. 8251 - 8259.
[2]Organic and Biomolecular Chemistry,2018,vol. 16,p. 7674 - 7681.
[3]Synlett,2010,p. 2189 - 2192.
[4]Chinese Journal of Chemistry,2017,vol. 35,p. 1037 - 1042.
[5]Organic and Biomolecular Chemistry,2014,vol. 12,p. 5094 - 5097.
[6]Angewandte Chemie - International Edition,2014,vol. 53,p. 1399 - 1403.
Angew. Chem.,2013,vol. 126,p. 1423 - 1427,5.
[7]Journal of Organic Chemistry,1981,vol. 46,p. 393 - 406.
[8]Patent: EP1623971,2006,A1 .Location in patent: Page/Page column 16.
[9]Patent: US6686479,2004,B2 .Location in patent: Page column 13.

2
[ 75714-59-9 ]
phenylmagnesium bromide [ No CAS ]
[ 75684-93-4 ]

References: [1]Journal of Organic Chemistry,1981,vol. 46,p. 393 - 406.

3
[ 75714-59-9 ]
3,3'''-Dibromo-2,2',3'',2'''-tetramethoxy-[1,1';3',2'';4'',1''']quaternaphthalene [ No CAS ]

References: [1]Journal of the Chemical Society. Chemical communications,1992,p. 791 - 793.

4
[ 75714-59-9 ]
[ 78229-16-0 ]
[ 78229-13-7 ]
C₈₈H₆₄O₈ [ No CAS ]

References: [1]Journal of the American Chemical Society,1981,vol. 103,p. 3929 - 3931.

5
[ 75714-59-9 ]
[ 108894-99-1 ]
(R_a)-2,2’-dimethoxy-3,3’-bis(2,4,6-triisopropylphenyl)-1,1’-binaphthalene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	bis(triphenylphosphine)nickel(II) chloride; In diethyl ether; at 20℃; for 24.2833h;Heating / reflux;	GA07 (5.0 mM), Ni(PPh3)2Cl2 (0.51 mM, 0.1 eq.) and diethyl ether (50 mL) were put, in this order, in a dried three-necked round bottom flask (200 mL) under nitrogen atmosphere and stirred. 2,4,6-Triisopropylphenyl MgBr prepared separately was added dropwise over 7 minutes or more at room temperature. After the adding dropwise, the mixture was stirred for additional 10 minutes , and was heated and refluxed for 24 hours. After that, the mixture was cooled to 0C. The reaction was quenched by the addition of 1 N hydrochloric acid and stirring. The reaction mixture was extracted with diethyl ether three times. The combined diethyl ether extracts was washed with brine and dried over anhydrous sodium sulfate. After the drying, the extract was filtered. The filtrate was concentrated to give a crude product, which was used in the subsequent step without purification. The crude product obtained in the previous step and dichloromethane (135 mL) were put, in this order, in a dried three-necked round bottom flask (300 mL) under nitrogen atmosphere and stirred at 0C. A mixture prepared by diluting boron tribromide (23.28 mM, 4.6 eq.) with dichloromethane (23 mL) was added dropwise over 15 minutes or more. After that, the mixture was warmed to room temperature and stirred for 16 hours. After the stirring, the mixture was cooled to 0C. The reaction was quenched by the addition of water. The reaction mixture was extracted with dichloromethane three times. The combined dichloromethane extracts was washed with brine and dried over anhydrous sodium sulfate. After the drying, the extract was filtered. The filtrate was concentrated to give a crude product, which was separated and purified by means of column chromatography to give GC10 (2.04 mM, 41%). [α]D27 88.8(c3.03,THF), literature value [α]D 88.0(c3.00,THF). Rf=0.2(Hexane:CH2Cl2=6:1). 1H NMR(400MHz,CDCl3) δ= 7.87(d,2H,J=8.2Hz), 7.77(s,2H), 7.40-7.12(m,10H), 4.92(s,2H), 2.99-2.91 (m,2H), 4.92(dd,1H,J=2.7,8.4Hz), 4.44(d,1H,J=2.7Hz), 3.89(s,3H), 3.69(s,3H), 0.89(s,9H). 13C NMR(100MHz,CDCl3) δ = 150.63, 149.12, 147.80, 147.74, 133.46, 130.63, 130.37, 129.10, 129.04, 128.227, 126.61, 124.52, 123.76, 121.22, 121.15, 113.11, 34.35, 30.89, 30.84, 24.31, 24.29, 24.07, 24.01, 23.92, 23.73. Anal. Calcd for: C,86.91; H,8.46. found: C,86.83; H, 8.31.

References: [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 9266 - 9270.
Angew. Chem.,2013,vol. 125,p. 9436 - 9440.
[2]Journal of the American Chemical Society,1999,vol. 121,p. 8251 - 8259.
[3]Chemistry - A European Journal,2015,vol. 21,p. 2348 - 2352.
[4]Patent: EP1623971,2006,A1 .Location in patent: Page/Page column 27-28.
[5]Organic and Biomolecular Chemistry,2014,vol. 12,p. 5094 - 5097.

6
[ 75714-59-9 ]
(R_a)-3,3’-bis(2,4,6-triisopropylphenyl)-[1,1’-binaphthalene]-2,2’-diol [ No CAS ]

References: [1]Journal of the American Chemical Society,1999,vol. 121,p. 8251 - 8259.
[2]Angewandte Chemie - International Edition,2013,vol. 52,p. 9266 - 9270.
Angew. Chem.,2013,vol. 125,p. 9436 - 9440.
[3]Angewandte Chemie - International Edition,2014,vol. 53,p. 1399 - 1403.
Angew. Chem.,2013,vol. 126,p. 1423 - 1427,5.
[4]Organic and Biomolecular Chemistry,2014,vol. 12,p. 5094 - 5097.
[5]Chemistry - A European Journal,2015,vol. 21,p. 2348 - 2352.
[6]Chemistry - A European Journal,2015,vol. 21,p. 5561 - 5583.

7
[ 75714-59-9 ]
2,2',3'',2'''-Tetramethoxy-[1,1';3',2'';4'',1''']quaternaphthalene-3,3'''-dicarbaldehyde [ No CAS ]

References: [1]Journal of the Chemical Society. Chemical communications,1992,p. 791 - 793.

8
[ 75714-59-9 ]
(3'''-Hydroxymethyl-2,2',3'',2'''-tetramethoxy-[1,1';3',2'';4'',1''']quaternaphthalen-3-yl)-methanol [ No CAS ]

References: [1]Journal of the Chemical Society. Chemical communications,1992,p. 791 - 793.

9
[ 75714-59-9 ]
C₅₄H₄₂O₈ [ No CAS ]

References: [1]Journal of the Chemical Society. Chemical communications,1992,p. 791 - 793.

10
[ 75714-59-9 ]
C₅₆H₄₈O₈ [ No CAS ]

References: [1]Journal of the Chemical Society. Chemical communications,1992,p. 791 - 793.

11
[ 75714-59-9 ]
C₆₀H₄₆N₄O₁₁ [ No CAS ]

References: [1]Journal of the Chemical Society. Chemical communications,1992,p. 791 - 793.

12
[ 75714-59-9 ]
[ 75684-74-1 ]

References: [1]Journal of Organic Chemistry,1981,vol. 46,p. 393 - 406.

13
[ 75714-59-9 ]
(R)-3,3'-dibromo-1,1'-bi-2-naphthol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%		GA07 (5.77 mmol) obtained in Synthetic example 5 and dichloromethane (55 mL) were put in a three-necked round bottom flask and cooled to 0C. To the solution, A solution prepared by dissolving 7.9 g of Boron tribromide (BBr3, 5.47 mmol) in 20 mL of dichloromethane was added dropwise. After the adding dropwise, the mixture was warmed to room temperature and stirred for additional 5 hours. Then, it was cooled to 0C, and the reaction was quenched by the addition of water. The solution was extracted with dichloromethane three times. The combined extracts was washed with brine and dried over anhydrous sodium sulfate. After the drying, the extract was filtered. The filtrate was concentrated to give solid material, and the obtained solid was separated and purified by means of column chromatography to give GA08 (5.39 mmol, yield: 93%). Rf=0.2(Hexane:CH2Cl2=2:1). 1H-NMR(40OMHz,CDCl3) δ = 8.24(s,2H), 7.80(d,2H,J=8.1 Hz), 7.37(dd,2H,J=8.2,8.1 Hz), 7.29(dd,2H,J=8.2,8.4Hz), 7.09(d,2H,J=8.4Hz), 5.54(s,2H). 13C-NMR(100MHz,CDCl3) δ = 148.01, 132.75, 129.72, 127.56, 127.38, 124.84, 124.62, 114.62, 112.25.

References: [1]Patent: EP1623971,2006,A1 .Location in patent: Page/Page column 16.
[2]Chinese Journal of Chemistry,2017,vol. 35,p. 1037 - 1042.

14
[ 75714-59-9 ]
[ 100-58-3 ]
[ 75684-93-4 ]

Yield	Reaction Conditions	Operation in experiment
63%		To a suspension of 7.7 g (16.3 mmol) of <strong>[75714-59-9](R)-3,3'-dibromo-2,2'-dimethoxy-1,1'-dinaphthyl</strong> and 0.6 g (0.92 mmole) of dichlorobis (triphenylphosphine) nickel (II) in 100 ml of ether stirred under nitrogen was added (after 20 minutes) a solution of 45 mmol of phenylmagnesium bromide in 60 ml of ether. The mixture was refluxed for 20 hours, cooled, and shaken with 600 ml each of chloroform and 1 M hydrochloric acid. The organic layer was dried, evaporated, and dissolved in 50 ml of hot benzene and then chromatographed as 300 g of silica gel suspended in benzene. The combined fractions (7 g) were dissolved in 600 ml of methylene chloride and cooled to 0 C. About 26 g (96 mol) of tribromoborane was then added. After being stirred for 26 hours at 25 C., the mixture was cooled to 0 C. and the excess of tribromoborane was decomposed by dropwise addition of water. The mixture was shaken with 300 ml of water and the organic layer was dried, concentrated to 30 ml, and chromatographed in 300 g of silica. Washing the column with benzene-ethyl ether gave 4.4 g (63% overall) of (R)-3,3'-diphenyl-2,2'-dihydroxy-1,1'-dinaphthyl. The compound was recrystalized from methylene chloride-cyclohexane m.p. 197-198 C. 1HNMR(δ), 5.48(s,2H), 7.6 (m.20H).

References: [1]Patent: US6686479,2004,B2 .Location in patent: Page column 14.

15
[ 21524-34-5 ]
[ 75714-59-9 ]
(R_a)-2,2’-dimethoxy-3,3’-bis(2,4,6-triisopropylphenyl)-1,1’-binaphthalene [ No CAS ]

References: [1]Chemistry - A European Journal,2015,vol. 21,p. 5561 - 5583.
[2]Synlett,2010,p. 2189 - 2192.
[3]Angewandte Chemie - International Edition,2014,vol. 53,p. 1399 - 1403.
Angew. Chem.,2013,vol. 126,p. 1423 - 1427,5.

16
[ 75714-59-9 ]
C₅₀H₅₆ClO₃P [ No CAS ]

References: [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 9266 - 9270.
Angew. Chem.,2013,vol. 125,p. 9436 - 9440.
[2]Angewandte Chemie - International Edition,2014,vol. 53,p. 1399 - 1403.
Angew. Chem.,2013,vol. 126,p. 1423 - 1427,5.
[3]Chemistry - A European Journal,2015,vol. 21,p. 5561 - 5583.

17
tyriphenyl(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)silane [ No CAS ]
[ 75714-59-9 ]
C₇₀H₅₄O₂Si₂ [ No CAS ]

References: [1]Chemistry - A European Journal,2013,vol. 19,p. 13823 - 13837.

18
[ 75714-59-9 ]
C₆₄H₅₆N₄O₂P₂ [ No CAS ]

References: [1]Chemistry - A European Journal,2013,vol. 19,p. 13823 - 13837.

19
[ 75714-59-9 ]
C₅₆H₄₀N₂O₂ [ No CAS ]

References: [1]Chemistry - A European Journal,2013,vol. 19,p. 13823 - 13837.

20
[ 75714-59-9 ]
[ 201802-67-7 ]
C₅₈H₄₄N₂O₂ [ No CAS ]

References: [1]Chemistry - A European Journal,2013,vol. 19,p. 13823 - 13837.

21
[ 75714-59-9 ]
1,1,1-trifluoro-N-(4-oxido-2,6-bis(2,4,6-triisopropylphenyl)dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl)methanesulfonamide [ No CAS ]

References: [1]Organic and Biomolecular Chemistry,2014,vol. 12,p. 5094 - 5097.

22
[ 75714-59-9 ]
C₅₁H₅₆F₃NO₅PS^(1-)*Ag⁽¹⁺⁾ [ No CAS ]

References: [1]Organic and Biomolecular Chemistry,2014,vol. 12,p. 5094 - 5097.

23
[ 75714-59-9 ]
2C₅₁H₅₆F₃NO₅PS^(1-)*Cu⁽²⁺⁾ [ No CAS ]

References: [1]Organic and Biomolecular Chemistry,2014,vol. 12,p. 5094 - 5097.

24
[ 75714-59-9 ]
(R)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate [ No CAS ]

References: [1]Chemistry - A European Journal,2015,vol. 21,p. 2348 - 2352.

25
[ 76-86-8 ]
[ 75714-59-9 ]
(R)-1-(2-hydroxy-3-(triphenylsilyl)naphthalen-1-yl)-3-(triphenylsilyl)naphthalen-2-ol [ No CAS ]

References: [1]Chemistry - A European Journal,2015,vol. 21,p. 2348 - 2352.

26
[ 75714-59-9 ]
C₃₀H₃₀Br₂O₆ [ No CAS ]

References: [1]Chinese Journal of Chemistry,2017,vol. 35,p. 1037 - 1042.

27
[ 75714-59-9 ]
(R)-3-bromo-2,2'-dimethoxy-1,1'-binaphthalene [ No CAS ]

References: [1]Angewandte Chemie - International Edition,2021,vol. 60,p. 5136 - 5140.
Angew. Chem.,2021,vol. 133,p. 5196 - 5200,5.
[2]Chemistry - A European Journal,2017,vol. 23,p. 10058 - 10067.

28
[ 75714-59-9 ]
C₅₆H₄₂O₄ [ No CAS ]

References: [1]Chemistry - A European Journal,2017,vol. 23,p. 10058 - 10067.

29
[ 75714-59-9 ]
(R)-3,3’-bis(9H-carbazol-9-yl)-1,1’-binaphthalene-2,2’-diol [ No CAS ]

References: [1]Organic Letters,2017,vol. 19,p. 6072 - 6075.

30
[ 75714-59-9 ]
(R)-3,3'-bis(9H-carbazol-9-yl)-1,1'-binaphthalen-2,2'-diyl-phosphoric acid [ No CAS ]

References: [1]Organic Letters,2017,vol. 19,p. 6072 - 6075.

31
[ 75714-59-9 ]
(R)-3,3'-bis(9H-carbazol-9-yl)-1,1'-binaphthalen-2,2'-diyl-phosphoric acid chloride [ No CAS ]

References: [1]Organic Letters,2017,vol. 19,p. 6072 - 6075.

32
[ 86-74-8 ]
[ 75714-59-9 ]
(R)-3,3’-bis(9H-carbazol-9-yl)-2,2’-dimethoxy-1,1’-binaphthyl [ No CAS ]

References: [1]Organic Letters,2017,vol. 19,p. 6072 - 6075.

33
[ 75714-59-9 ]
[ 75684-93-4 ]

References: [1]Organic and Biomolecular Chemistry,2018,vol. 16,p. 7674 - 7681.

34
[ 75714-59-9 ]
[ 98-80-6 ]
(R_a)-2,2’-dimethoxy-3,3’-diphenyl-1,1’-binaphthalene [ No CAS ]

References: [1]Organic and Biomolecular Chemistry,2018,vol. 16,p. 7674 - 7681.

35
3-(4-(dimethylamino)phenyl)-2-(4-(4,4,5,5-tetramethyl-1,3,2- Dioxaborolan-2-yl)phenyl)acrylonitrile [ No CAS ]
[ 75714-59-9 ]
2,2'-((2,2'-dimethoxy-[1,1'-binaphthalene]-3,3'-diyl)bis(4,1-phenylene))bis(3-(4-(dimethylamino)phenyl)acrylonitrile) [ No CAS ]

References: [1]Chemical Communications,2019,vol. 55,p. 5914 - 5917.

Historical Records

Technical Information

• Alkyl Halide Occurrence • General Reactivity • Grignard Reaction • Hiyama Cross-Coupling Reaction • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Nomenclature of Ethers • Preparation of Ethers • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Dihalides • Reactions of Ethers • Stille Coupling • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling

Similar Product of
[ 75714-59-9 ]

A522831 [75714-60-2]

(S)-3,3'-Dibromo-2,2'-dimethoxy-1,1'-binaphthalene

Reason: Optical isomers

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.
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P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
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P251	Pressurized container: Do not pierce or burn, even after use.
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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.
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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:
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P311	Call a POISON CENTER or doctor/physician.
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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

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CAS No.: 75714-59-9

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