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Merck
CN

242705

2-Propanesulfonyl chloride

97%

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About This Item

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

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

signalword

Danger

hcodes

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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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)



Global Trade Item Number

SKUGTIN
242705-25G04061837803796
242705-100G04061838347855
242705-5G04061837803802