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Sigma-Aldrich

tert-Butyldimethylsilyl chloride

reagent grade, 97%

Synonym(s):

tert-Butyl(chloro)dimethylsilane, tert-Butyldimethylchlorosilane, TBDMSCl

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About This Item

Linear Formula:
(CH3)3CSi(CH3)2Cl
CAS Number:
18162-48-6
Molecular Weight:
150.72
Beilstein/REAXYS Number:
505999
EC Number:
242-042-4
MDL number:
MFCD00000501
UNSPSC Code:
12352103
PubChem Substance ID:
24851442
NACRES:
NA.22

grade

reagent grade

Quality Level

200

assay

97%

form

solid

bp

125 °C (lit.)

mp

86-89 °C (lit.)

SMILES string

CC(C)(C)[Si](C)(C)Cl

InChI

1S/C6H15ClSi/c1-6(2,3)8(4,5)7/h1-5H3

InChI key

BCNZYOJHNLTNEZ-UHFFFAOYSA-N

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Application

tert-Butyldimethylsilyl chloride (TBDMSCl) is an organosilicon compound that can be used as a versatile protecting reagent for alcohols, amines, amides, and various carboxylic acids. It is also used in the preparation of isoxazoline N-oxides from α-bromonitroalkanes and olefins. TBDMSCl is used as a precursor that forms a silicon substrate for Ag/ZnO/graphene-based nanocomposites to form effective photocatalytic system for hydrogen production.

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signalword

Danger

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1 - Flam. Sol. 1 - Skin Corr. 1A

Storage Class

4.1B - Flammable solid hazardous materials

wgk_germany

WGK 2

flash_point_f

71.6 °F - closed cup

flash_point_c

22 °C - closed cup

Certificates of Analysis (COA)

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Greene, T.W. Wuts, P.G.M.
Protective Groups in Organic Synthesis (1991)
New approach for the synthesis of isoxazoline-N-oxides
Kunetsky RA, et al.
Organic Letters, 5(25) (2003)
Effective silylation of carboxylic acids under solvent-free conditions with tert-butyldimethylsilyl chloride (TBDMSCL) and triisopropylsilyl chloride (TIPSCL)
Firouzabadi H, et al.
Phosphorus, Sulfur, and Silicon and the Related Elements, 166(1) (2000)
Journal of the Chemical Society. Chemical Communications, 125-125 (1993)
Ag/ZnO/graphene-tert-butyldimethylsilyl chloride hybrid nanocomposite as highly efficient catalyst for hydrogen production
Attia YA
Materials Express, 6(3) (2016)
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