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
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
Related Categories
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.
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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Rate and product studies in the solvolyses of N,N-dimethylsulfamoyl and 2-propanesulfonyl chlorides.
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
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)
New efficient sulfurizing reagents for the preparation of oligodeoxyribonucleotide phosphorothioate analogues
Efimov Vladimir A, et al.
Nucleic Acids Research, 23, 4029-4033 (1995)
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