(4-Bromobenzyl)trimethylsilane

Base Information

• Chemical Name: (4-Bromobenzyl)trimethylsilane
• CAS No.: 17095-20-4
• Molecular Formula: C10H15 Br Si
• Molecular Weight: 243.219
• Hs Code.: 2931900090
• European Community (EC) Number: 685-411-9
• DSSTox Substance ID: DTXSID30407725
• Nikkaji Number: J925.012C
• Wikidata: Q82213054
• Mol file: 17095-20-4.mol

Synonyms:(4-Bromobenzyl)trimethylsilane;17095-20-4;(4-bromophenyl)methyl-trimethylsilane;Benzene,1-bromo-4-[(trimethylsilyl)methyl]-;[(4-BROMOPHENYL)METHYL]TRIMETHYLSILANE;p-bromobenzyltrimethylsilane;DTXSID30407725;MFCD01862961;F87647;(4-Bromobenzyl)trimethylsilane, >=97.0% (GC);EN300-7868467

Chemical Property of (4-Bromobenzyl)trimethylsilane

Chemical Property:

• Vapor Pressure: 0.0467mmHg at 25°C
• Melting Point: 26-29 °C(lit.)
• Refractive Index: n20/D 1.531
• Boiling Point: 244.7°C at 760 mmHg
• Flash Point: >230 °F
• PSA: 0.00000
• Density: 1.190 g/mL at 20 °C(lit.)
• LogP: 4.13540
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 242.01264
• Heavy Atom Count: 12
• Complexity: 131

Purity/Quality:

98%,99%, ^*data from raw suppliers

(4-Bromobenzyl)trimethylsilane ≥97.0% (GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)CC1=CC=C(C=C1)Br

Technology Process of (4-Bromobenzyl)trimethylsilane

There total 7 articles about (4-Bromobenzyl)trimethylsilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

benzyltrimethylsilane (770-09-2) → p-<(trimethylsilyl)methyl>bromobenzene (17095-20-4)

Guidance literature:

With bromine; iodine; In tetrachloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.1016/j.tet.2013.05.078

Reference yield:

benzyltrimethylsilane (770-09-2) → 1-bromo-2-((trimethylsilyl)methyl)benzene (1833-44-9) + benzyl bromide (100-39-0) + p-<(trimethylsilyl)methyl>bromobenzene (17095-20-4)

Guidance literature:

With bromine; iodine(I) bromide; iodine; In tetrachloromethane; acetonitrile; at 0 ℃; for 0.5h; Mechanism; Product distribution; product yield/distribution in terms of the molar ratio educt/reagent;

DOI:10.1016/0022-328X(87)80018-9

Reference yield:

1-bromomethyl-4-bromobenzene (589-15-1) → p-<(trimethylsilyl)methyl>bromobenzene (17095-20-4)

Guidance literature:

Multi-step reaction with 2 steps

1: / tetrahydrofuran / 0.5 h / 20 °C / using 1eq.

With ; In tetrahydrofuran;

DOI:10.1039/c39880000289

upstream raw materials:

chloro-trimethyl-silane

1-bromomethyl-4-bromobenzene

4-bromobenzylmagnesium bromide

benzyltrimethylsilane

Downstream raw materials:

2-(4-bromophenyl)-1-(4-methoxyphenyl)ethan-1-ol

(E)-1-(4-bromophenyl)-4-phenylbut-3-en-2-ol

1-(4-bromophenyl)-4-phenylbutan-2-ol

2-(4-bromobenzyl)benzo[d]oxazole

Refernces

• 1、 d'Alessandro, Nicola,Albini, Angelo,Mariano, Patrick S.. "Methylbenzene Cation Radical α-Fragmentation Selectivities Revealed in SET-Photoadditions of p-Xylene Derivatives to 1,4-Dicyanonaphthalene". . p. 937 - 942. Retrieved 2007/10/02.
• 2、 Bordeau, Michel,Villeneuve, Patrice,Bennetau, Bernard,Dunogues, Jacques. "Substitution electrophile originale (en position benzylique), avec le benzyltrimethylsilane". . p. 169 - 174. Retrieved 2007/10/02.