| Identification | Back 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 Properties | Back 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 |
| Hazard Information | Back Directory | [Synthesis]
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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