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Merck
CN

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
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
EC Number:
242-042-4
Beilstein/REAXYS Number:
505999
MDL number:
Assay:
97%
Form:
solid
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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

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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Danger

Hazard Classifications

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

Storage Class

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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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]
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)



Global Trade Item Number

SKUGTIN
190500-100G04061835554508
190500-5G04061838759856
190500-1KG04061826732021
190500-25G04061838759832
190500-500G04061838759849