ChemicalBook--->CAS DataBase List--->6999-03-7

6999-03-7

6999-03-7 Structure

6999-03-7 Structure
IdentificationBack Directory
[Name]

1-BROMO-4-TRIMETHYLSILYLBENZENE
[CAS]

6999-03-7
[Synonyms]

(4-Bromophenyl)trimethylsilane
1-BROMO-4-TRIMETHYLSILYLBENZENE
Silane, (4-bromophenyl)trimethyl-
Benzene, 1-bromo-4-(trimethylsilyl)-
1-Bromo-4-(trimethylsilyl)benzene 97%
1-Bromo-4-(trimethylsilyl)benzene,97%
1-BROMO-4-TRIMETHYLSILYLBENZENE, 97%1-BROMO-4-TRIMETHYLSILYLBENZENE, 97%1-BROMO-4-TRIMETHYLSILYLBENZENE, 97%
[Molecular Formula]

C9H13BrSi
[MDL Number]

MFCD00094165
[MOL File]

6999-03-7.mol
[Molecular Weight]

229.19
Chemical PropertiesBack Directory
[Melting point ]

95-96 °C
[Boiling point ]

229.5 °C752 mm Hg(lit.)
[density ]

1.173 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.529(lit.)
[Fp ]

205 °F
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

clear liquid
[color ]

Colorless to Almost colorless
[InChI]

1S/C9H13BrSi/c1-11(2,3)9-6-4-8(10)5-7-9/h4-7H,1-3H3
[InChIKey]

UKTSSJJZFVGTCG-UHFFFAOYSA-N
[SMILES]

C[Si](C)(C)c1ccc(Br)cc1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[WGK Germany ]

3
[HS Code ]

2931.90.6000
[Storage Class]

10 - Combustible liquids
Spectrum DetailBack Directory
[Spectrum Detail]

1-BROMO-4-TRIMETHYLSILYLBENZENE(6999-03-7)1HNMR
Hazard InformationBack Directory
[Synthesis]

Chlorotrimethylsilane

75-77-4

1,4-Dibromobenzene

106-37-6

1-BROMO-4-TRIMETHYLSILYLBENZENE

6999-03-7

The general procedure for the synthesis of 1-bromo-4-trimethylsilylbenzene from trimethylchlorosilane and 1,4-dibromobenzene was as follows: the synthesis was carried out using the photoinitiator PI-1 as shown in Scheme 1. The specific operation was as follows: 1,4-dibromobenzene (23.6 g, 100 mmol) was dissolved in 200 mL of anhydrous ether in a 500 mL three-necked flask equipped with a thermometer, a condensing device and a dropping funnel. Slowly n-butyllithium (41.7 mL, 2.4 M in THF) was added dropwise at -78 °C. After completion of the reaction, the reaction was quenched by the addition of trimethylchlorosilane (5.2 mL, 40 mmol) at the same temperature to give the intermediate IM-1 (22 g, 96% yield) as an oil.

[References]

[1] Journal of the American Chemical Society, 2003, vol. 125, # 20, p. 6058 - 6059
[2] Bulletin of the Chemical Society of Japan, 2004, vol. 77, # 11, p. 2071 - 2080
[3] Angewandte Chemie - International Edition, 2018, vol. 57, # 36, p. 11688 - 11691
[4] Angew. Chem., 2018, vol. 130, # 36, p. 11862 - 11865,4
[5] European Journal of Organic Chemistry, 1999, # 9, p. 2079 - 2085
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