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Merck
CN

384410

Chlorotrimethylsilane solution

1.0 M in THF

Synonym(s):

Trimethylchlorosilane

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About This Item

Linear Formula:
(CH3)3SiCl
CAS Number:
Molecular Weight:
108.64
UNSPSC Code:
12352302
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1209232
Form:
liquid
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form

liquid

Quality Level

concentration

1.0 M in THF

density

0.88 g/mL at 25 °C

SMILES string

C[Si](C)(C)Cl

InChI

1S/C3H9ClSi/c1-5(2,3)4/h1-3H3

InChI key

IJOOHPMOJXWVHK-UHFFFAOYSA-N

General description

Chlorotrimethylsilane (TMSCl) is a silylating agent employed in the silylation of alcohols, amines, carboxylic acids, thiols, and other functional groups. Silyl group serves as a protecting group for these original functional groups.

Application

Chlorotrimethylsilane (TMSCl) can be used as a reagent:
  • To synthesize allenylsilane via carbolithiation of conjugated enynes with aryllithium.
  • In the reductive coupling of aldehydes and ketones to produce corresponding 1,2 diols in the presence of zirconocene dichloride and magnesium.
  • To prepare 4,4′-bis(trimethylsilyl)bicyclohexyl-2,2′-diene from 1,3-cyclohexadiene by reductive disilylation reaction.



Storage Class

3 - Flammable liquids

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1A - STOT SE 3

target_organs

Respiratory system

supp_hazards

wgk

WGK 1

flash_point_f

-4.0 °F - closed cup

flash_point_c

-20 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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Zirconocene dichloride-catalyzed pinacol coupling of aromatic aldehydes and ketones
Lakshmi Kantam M, et al.
Synthetic Communications, 36(10), 1437-1445 (2006)
Carbolithiation of conjugated enynes with aryllithiums in microflow system and applications to synthesis of allenylsilanes
Tomida Y, et al.
Organic Letters, 11(16), 3614-3617 (2009)
Malin Persson et al.
Langmuir : the ACS journal of surfaces and colloids, 26(12), 9927-9936 (2010-03-27)
In the in vitro motility assay, actin filaments are propelled by surface-adsorbed myosin motors, or rather, myosin motor fragments such as heavy meromyosin (HMM). Recently, efforts have been made to develop actomyosin powered nanodevices on the basis of this assay



Global Trade Item Number

SKUGTIN
384410-100ML04061831965865