384410

Chlorotrimethylsilane solution

1.0 M in THF

• Synonym(s): Trimethylchlorosilane
• Linear Formula: (CH₃)₃SiCl
• CAS Number: 75-77-4
• Molecular Weight: 108.64
• Beilstein/REAXYS Number: 1209232
• MDL number: MFCD00000502
• UNSPSC Code: 12352302
• PubChem Substance ID: 24863995
• NACRES: NA.22

Properties

• form: liquid
• Quality Level: 100
• 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

Description

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.

Safety Information

• pictograms: GHS02,GHS08,GHS05,GHS07
• signalword: Danger
• hcodes: H225,H302,H314,H335,H351
• pcodes: P201 - P210 - P233 - P261 - P280 - P370 + P378
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1A - STOT SE 3
• target_organs: Respiratory system
• supp_hazards: EUH014,EUH019
• Storage Class: 3 - Flammable liquids
• wgk_germany: 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