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681334

2-(Trimethylsilyl)ethanesulfonyl chloride

Synonym(s):

2-Trimethylsilylethylsulfonyl chloride, SES-Cl

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About This Item

Linear Formula:
(CH3)3SiCH2CH2SO2Cl
CAS Number:
106018-85-3
Molecular Weight:
200.76
NACRES:
NA.22
PubChem Substance ID:
24885632
UNSPSC Code:
12352101
MDL number:
MFCD09265153
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Quality Segment

200

reaction suitability

reactivity: alcohol reactive, reactivity: amine reactive, reagent type: protection reagent

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

Application

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

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

70.0 °F - closed cup

flash_point_c

21.1 °C - closed cup

ppe

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

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