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125199

Sigma-Aldrich

3-Chloropropanesulfonyl chloride

98%

Synonym(s):

γ-Chloropropanesulfonyl chloride, 1-Chloro-3-propanesulfonyl chloride, 3-Chloro-1-propanesulfonyl chloride, 3-Chloro-n-propanesulfonyl chloride, 3-Chloropropylsulfonyl chloride

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About This Item

Linear Formula:
Cl(CH2)3SO2Cl
CAS Number:
1633-82-5
Molecular Weight:
177.05
Beilstein:
1754119
EC Number:
216-646-3
MDL number:
MFCD00007463
UNSPSC Code:
12352100
PubChem Substance ID:
24847653
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.489 (lit.)

bp

70 °C/0.5 mmHg (lit.)

density

1.456 g/mL at 25 °C (lit.)

SMILES string

ClCCCS(Cl)(=O)=O

InChI

1S/C3H6Cl2O2S/c4-2-1-3-8(5,6)7/h1-3H2

InChI key

GPKDGVXBXQTHRY-UHFFFAOYSA-N

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Application

3-Chloropropanesulfonyl chloride was used as starting reagent in the synthesis of the pyrrolidine-based chiral imidazolium ionic liquid. It was also used in sulfonation of cross-linked polyethylenimine for selective removal of Hg. It was used in generation and trapping of the derived sulfene with imines and glyoxylates in the presence of chinchona alkaloids to yield chiral sultams and sultones.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °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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Functionalized chiral ionic liquid as recyclable organocatalyst for asymmetric Michael addition to nitrostyrenes.
Ni B, et al.
Green Chemistry, 9(7), 737-739 (2007)
Xolisiwe Sebutsoe et al.
Chemosphere, 266, 128975-128975 (2020-11-25)
Arsenic and selenium are both carcinogenic and their presence in fresh water has attracted the development of robust and accurate monitoring techniques. A new diffusive gradients in thin-films (DGT) sampler was developed and evaluated for the in situ measurements of
Sulfonated cross-linked polyethylenimine for selective removal of mercury from aqueous solutions.
Saad DMG, et al.
Toxicological & Environmental Chemistry, 94(10), 1916-1929 (2012)
Catalytic enantio- and diastereoselective formation of beta-sultones: ring-strained precursors for enantioenriched beta-hydroxysulfonyl derivatives.
Florian M Koch et al.
Angewandte Chemie (International ed. in English), 46(15), 2685-2689 (2007-03-03)
Marian Zajac et al.
Organic letters, 9(10), 2007-2010 (2007-04-24)
beta-Sultams, highly strained sulfonyl analogues of beta-lactams, were prepared enantio- and diastereoselectively by tertiary amine catalyzed [2 + 2] cycloaddition reactions. The title compounds are practical precursors of highly enantioenriched biologically interesting beta-aminosulfonyl derivatives.

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