190500
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
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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
Precautionary 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
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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)
Roman A Kunetsky et al.
Organic letters, 5(25), 4907-4909 (2003-12-05)
A strategy for the synthesis of isoxazoline-N-oxides (cyclic five-membered nitronates) from primary nitro compounds and olefins is described. The key step of the process involves 1,3-dipolar cycloaddition of corresponding 1-bromosilyl nitronates with alkenes. [reaction: see text]
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)
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