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681334

Sigma-Aldrich

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
MDL number:
MFCD09265153
UNSPSC Code:
12352101
PubChem Substance ID:
24885632
NACRES:
NA.22

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

Related Categories

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.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H315,H319,H335

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

681334-BULK:
681334-5G:
681334-VAR:
681334-1G:

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Certificates of Analysis (COA)

Lot/Batch Number
0000216829
0000216834
0000204078
BGBC2906V
BGBC2905V

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2-(Trimethylsilyl)ethanesulfonyl (or SES) group in amine protection and activation.
Patrice Ribière et al.
Chemical reviews, 106(6), 2249-2269 (2006-06-15)

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