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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:
Molecular Weight:
150.72
Beilstein:
505999
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

grade

reagent grade

Quality Level

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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Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

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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Journal of the Chemical Society. Chemical Communications, 125-125 (1993)
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)
Ag/ZnO/graphene-tert-butyldimethylsilyl chloride hybrid nanocomposite as highly efficient catalyst for hydrogen production
Attia YA
Materials Express, 6(3) (2016)
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)

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