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Merck
CN

242705

2-Propanesulfonyl chloride

97%

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About This Item

Linear Formula:
(CH3)2CHSO2Cl
CAS Number:
10147-37-2
Molecular Weight:
142.60
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854579
EC Number:
233-415-2
Beilstein/REAXYS Number:
1747497
MDL number:
MFCD00007453
Assay:
97%
Form:
liquid

Key Documents

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Product Name

2-Propanesulfonyl chloride, 97%

InChI key

DRINJBFRTLBHNF-UHFFFAOYSA-N

InChI

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

SMILES string

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

vapor density

4 (vs air)

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.)

Quality Level

100

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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.

General description

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

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

186.8 °F - closed cup

flash_point_c

86 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBN2941V
MKBL5164V
MKBL3955V
S34512V
MKBB1834

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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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