78303-70-5

Basic information

• Product Name: Ethanesulfonyl chloride, 2-hydroxy-
• CAS NO: 78303-70-5
• Molecular Formula: C2H5ClO3S
• Molecular Weight: 144.579
• Mol File: 78303-70-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Ethanesulfonyl chloride, 2-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanesulfonyl chloride, 2-hydroxy-(78303-70-5)
• EPA Substance Registry System: Ethanesulfonyl chloride, 2-hydroxy-(78303-70-5)

Safety Data

• Hazardous Substances Data: 78303-70-5(Hazardous Substances Data)

Upstream product

• 60-24-2 2-hydroxyethanethiol 

Downstream Products

• 24020-66-4 pyridinebetaine B 
• 1562-00-1 sodium 2-hydroxyethanesulfonate 
• 15484-44-3 Na-salt of 2-chloroethane-1-sulfonic acid 
• 87323-96-4 C₂H₄⁽²⁾HO₄S^(1-)*Na⁽¹⁺⁾ 
• 78303-74-9 butyl 2-hydroxyethanesulfonate 
• 78303-76-1 2-Hydroxy-ethanesulfonic acid; compound with pyridine 
• 19031-02-8 2-Chloro-ethanesulfonic acid; compound with pyridine 
• 87323-97-5 neopentyl 2-hydroxyethanesulfonate 
• 7465-57-8 2-(N,N,N-trimethylamino)ethanesulfonate 
• 78303-73-8 C₆H₁₃⁽²⁾HO₄S 
• 19030-99-0 2-Chloro-ethanesulfonic acid; compound with trimethyl-amine 
• 78303-75-0 2-Hydroxy-ethanesulfonic acid; compound with trimethyl-amine 
• 75391-24-1 2,2-dimethylpropyl ethenesulfonate 
• 1295575-02-8 N-(2-{3-[(ethylsulfonyl)amino]phenoxy}-4-fluoro-6-[(2-fluoro-4-iodophenyl)amino]phenyl)-2-hydroxyethanesulfonamide 

Relevant articles and documents

Organic sulfur mechanisms. 24. Preparation and reaction of 2-hydroxyethanesulfonyl chloride, the first hydroxyalkanesulfonyl chloride

2-Hydroxyethanesulfonyl chloride (1a) is readily made by reaction of an aqeous solution of 2-mercaptoethanol (4a) with chlorine.This is the first clearly proved preparation of a compound which is both an alcohol and a sulfonyl chloride.Reactions of 1a with water and alcohols evidently proceed largely by intramolecular cyclization to the transient β-sultone (2a), which then undergoes nucleophilic ring opening to form the products.In the presence of tertiary amines a minor but significant part of the reaction is shown by deuterium labelling to proceed via hydroxymethylsulfene (14), the principal reaction of which is simply to add the alcohol or water; only a small part, if any, of the sulfene (14) loses the hydroxyl group to give the ethenesulfonate derivatives (13 or 22).Aqueous chlorination of 3-mercapto-1-propanol gave 3-chloro-1-propanesulfonyl chloride (5a) and 1,3-propane sultone (2b) with no sign of any 3-hydroxy-1-propanesulfonyl chloride (1b).A mechanism for the aqueous chlorination process invoking a cyclic chlorooxasulfoxonium ion (27) is discussed.