Description
1,4-Butane sultone is an impurity in sulfobutyl ether β-cyclodextrin (SBE-β-CD), and has been reported to be a weak carcinogen. 1,4-Butane sultone can be used for preparation of Br?nsted acidic ionic liquids and the ionic liquid is green, highly water soluble, thermally stable, specific and catalytically stable, and can be used for the preparation of symmetrical 3,3'-diaryloxyoctanone compounds
[1-2].
Chemical Properties
Butanesultone is a viscous, clear, colourless – or yellowish/brown – and odourless liquid. When heated, vapours of butanesultone are known to form explosive mixtures with air and are reported to cause explosion hazards.
Uses
1,4-Butane Sultone is an alkylating agent with weak carcinogenic activity.
Uses
1,4-Butane sultone can be employed as a reactant in the preparation of conjugated polymers which include polybetaine, poly[2-ethynyl-
N-(4-sulfobutyl)pyridinium betaine] (PESPB).
It can also be used in the preparation of Bronsted acid catalysts such as 4-(succinimido)-1-butane sulfonic acid and poly(4-vinylpyridinium butane sulfonic acid) hydrogen sulfate. These catalysts facilitate the synthesis of 1-amidoalkyl-2-naphthols, substituted quinolines, and pyrano[4,3-
b]pyran derivatives.
Application
1,4-Butane sultone is an intermediate widely used for sulfonated surfactants.It is also applied in photo development and electroplating.It is
used as the Intermediate for the production of APIs.It used in
sulfobutylether-β-cyclodextrin（SEBCD).
Safety Profile
Suspected carcinogen
with experimental tumorigenic data. Poison
by subcutaneous, intravenous, and
intraperitoneal routes. Moderately toxic by
ingestion. Experimental reproductive
effects. Human mutation data reported. See
also SULFONATES. When heated to
decomposition it emits toxic fumes of SOx
Synthesis
Performing sulfonation on 3-butylene-1-alcohol or 3-butylene-1-chlorine serving as a raw material and a sulfonating agent under the oxidation-reduction of an initiator;performing acidification after the reaction is finished;performing lactonization by high vacuum dehydration cyclization and azeotropic dehydration cyclization;and finally refining to obtain a 1,4-butane sultone finished product.
References
[1] LAYLA A. TAIB; Mosadegh K. Introduction of novel br?nsted acidic ionic liquids with perchlorate counter-anion for one-pot synthesis of symmetric 3,3′-diaryloxindoles[J]. Research on Chemical Intermediates, 2021. DOI:10.1007/s11164-021-04419-5.
[2] MENG WANG. Determination of Low-ppm Levels of 1,4-Butane Sultone in Sulfobutyl Ether β-Cyclodextrin Using Liquid–Liquid Extraction and GC–MS[J]. Chromatographia, 2012. DOI:10.1007/s10337-012-2275-8.
