681334

2-(Trimethylsilyl)ethanesulfonyl chloride

• Synonym(s): 2-Trimethylsilylethylsulfonyl chloride, SES-Cl
• Linear Formula: (CH₃)₃SiCH₂CH₂SO₂Cl
• CAS Number: 106018-85-3
• Molecular Weight: 200.76
• MDL number: MFCD09265153
• UNSPSC Code: 12352101
• PubChem Substance ID: 24885632
• NACRES: NA.22

Properties

• refractive index: n20/D 1.4444
• bp: 146.8 °C/760 mmHg
• density: 1.059 g/mL at 25 °C
• storage temp.: 2-8°C
• SMILES string: C[Si](C)(C)CCS(Cl)(=O)=O
• InChI: 1S/C5H13ClO2SSi/c1-10(2,3)5-4-9(6,7)8/h4-5H2,1-3H3
• InChI key: BLPMCIWDCRGIJV-UHFFFAOYSA-N

Description

Application

Reactant involved in:

• Nucleophilic substitution for synthesis of nicotinamine and its analogs
• Regioselective metal-free oxidative cyclization of sulfonamides
• Annulation reactions
• Tin-free radical carbonylation of alkylsulfonyl derivatives
• Asymmetric aziridination

Reagent used for protection of an amino group as a SES-amide. The SES group can be conveniently removed by fluoride ion.

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H315,H319,H335
• Precautionary Statements: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 70.0 °F - closed cup
• Flash Point(C): 21.1 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves