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Sigma-Aldrich

(4-Bromobenzyl)trimethylsilane

≥97.0% (GC)

Synonym(s):

4-Bromo-α-(trimethylsilyl)toluene

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About This Item

Linear Formula:
BrC6H4CH20Si(CH3)3
CAS Number:
Molecular Weight:
243.22
Beilstein:
774733
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97.0% (GC)

SMILES string

C[Si](C)(C)Cc1ccc(Br)cc1

InChI

1S/C10H15BrSi/c1-12(2,3)8-9-4-6-10(11)7-5-9/h4-7H,8H2,1-3H3

InChI key

YOBIYNREFRBEGA-UHFFFAOYSA-N

General description

(4-Bromobenzyl)trimethylsilane is the precursor for preparing a polymer bound fluoride labile benzhydryl linker.

Application

(4-Bromobenzyl)trimethylsilane was used as starting reagent during the synthesis of:
  • 2-(4-bromophenyl)-1-(4-methoxyphenyl)ethanol
  • (E)-1-(4-bromophenyl)-4-phenylbut-3-en-2-ol
  • 1-(4-bromophenyl)-2-phenylpropan-2-ol

Other Notes

Precursor for preparing a polymer bound fluoride labile benzhydryl linker

Hazard Statements

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and application of benzyl-TMS derivatives as bench stable benzyl anion equivalents.
Das M and O'Shea DF.
Tetrahedron, 69(31), 6448-6460 (2013)
A. Routledge et al.
Tetrahedron Letters, 38, 8287-8287 (1997)

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