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Key Documents

242705

Sigma-Aldrich

2-Propanesulfonyl chloride

97%

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About This Item

Linear Formula:
(CH3)2CHSO2Cl
CAS Number:
Molecular Weight:
142.60
Beilstein:
1747497
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

4 (vs air)

Quality Level

vapor pressure

15.5 mmHg ( 25 °C)

Assay

97%

form

liquid

autoignition temp.

865 °F

refractive index

n20/D 1.453 (lit.)

bp

74-75 °C/19 mmHg (lit.)

density

1.27 g/mL at 25 °C (lit.)

SMILES string

CC(C)S(Cl)(=O)=O

InChI

1S/C3H7ClO2S/c1-3(2)7(4,5)6/h3H,1-2H3

InChI key

DRINJBFRTLBHNF-UHFFFAOYSA-N

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General description

The solvolysis of 2-propanesulfonyl chloride by an addition-elimination (association-dissociation) pathway was studied.

Application

2-Propanesulfonyl chloride (isopropylsulfonyl chloride) can be used as a reactant to prepare:
  • 1-Isopropylsulfonyl-2-amine benzimidazole by reacting with 2-aminobenzimidazole via N-sulfonylation reaction in the presence of a base.
  • Bis(isopropylsulfonyl)disulfide, a sulfurizing agent, used to synthesize phosphorothioate oligonucleotide analogs.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

186.8 °F - closed cup

Flash Point(C)

86 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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Dennis N Kevill et al.
Organic & biomolecular chemistry, 4(8), 1580-1586 (2006-04-11)
Contrary to earlier suggestions of an S(N)1 pathway for solvolyses of N,N-dimethylsulfamoyl chloride (1), an extended Grunwald-Winstein equation treatment of the specific rates of solvolysis in 32 solvents shows an appreciable sensitivity towards changes in both solvent nucleophilicity and solvent
New efficient sulfurizing reagents for the preparation of oligodeoxyribonucleotide phosphorothioate analogues
Efimov Vladimir A, et al.
Nucleic Acids Research, 23, 4029-4033 (1995)
Identification of 1-isopropylsulfonyl-2-amine benzimidazoles as a new class of inhibitors of hepatitis B virus
Li, Yun-Fei, et al.
European Journal of Medicinal Chemistry, 42, 1358-1364 (2007)

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