Skip to Content
MilliporeSigma
All Photos(3)

Documents

681334

Sigma-Aldrich

2-(Trimethylsilyl)ethanesulfonyl chloride

Synonym(s):

2-Trimethylsilylethylsulfonyl chloride, SES-Cl

Sign Into View Organizational & Contract Pricing
All Photos(3)

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

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_germany

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

3-(Trimethylsilyl)-1-propanesulfonic acid sodium salt 97%

Sigma-Aldrich

178837

3-(Trimethylsilyl)-1-propanesulfonic acid sodium salt

Chlorosulfonic acid 99%

Sigma-Aldrich

571024

Chlorosulfonic acid

Triethylamine ≥99.5%

Sigma-Aldrich

471283

Triethylamine

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service