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1,4-Butane sultone

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Related articles

  • Applications of 1,4-Butane sultone
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  • Nov 30,2023
1,4-Butane sultone Basic information
Product Name:1,4-Butane sultone
Synonyms:1,4-butylenesulfone;1,4-Butylsultone;1,4-BUTANE SULTONE, 99+%;1,4-Bs1,4-ButaneSultone;2,2-Dioxide-1,2-oxathiane;δ-Valerosultone;1,4-Butane;4-hydroxy-1-butanesulfonic acid sultone
CAS:1633-83-6
MF:C4H8O3S
MW:136.17
EINECS:216-647-9
Product Categories:Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Others;S-Containing;Heterocycles
Mol File:1633-83-6.mol
1,4-Butane sultone Structure
1,4-Butane sultone Chemical Properties
Melting point 12-15 °C (lit.)
Boiling point >165 °C/25 mmHg (lit.)
density 1.331 g/mL at 25 °C (lit.)
refractive index n20/D 1.464(lit.)
Fp >230 °F
storage temp. Store below +30°C.
solubility 54g/l (decomposition)
form Liquid
color Clear colorless to yellow
Water Solubility 54 g/L (20 ºC) decomposes
Sensitive Moisture Sensitive
BRN 110588
InChIKeyMHYFEEDKONKGEB-UHFFFAOYSA-N
CAS DataBase Reference1633-83-6(CAS DataBase Reference)
EPA Substance Registry System1,2-Oxathiane, 2,2-dioxide (1633-83-6)
Safety Information
Hazard Codes Xn
Risk Statements 22-40-68-20/21/22
Safety Statements 22-36/37-45-36
RIDADR 2810
WGK Germany 3
RTECS RP4300000
TSCA Yes
HazardClass 6.1(b)
PackingGroup III
HS Code 29349990
Hazardous Substances Data1633-83-6(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 500 mg/kg
MSDS Information
ProviderLanguage
1,4-Butane sultone English
1,4-Butane sultone Usage And Synthesis
Description1,4-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 PropertiesButanesultone 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.
Uses1,4-Butane Sultone is an alkylating agent with weak carcinogenic activity.
Uses1,4-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.
Application1,4-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 ProfileSuspected 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
SynthesisPerforming 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.
Tag:1,4-Butane sultone(1633-83-6) Related Product Information
CHLOROPHOSPHONAZO III 1,3-Propane sultone Spironolactone 4-Methoxyphenylhydrazine hydrochloride 1,1,2-Trimethyl-1H-benz[e]indole Glutacondianil hydrochloride Sulfamic acid BETA-BUTYROLACTONE Taurine Potassium nonafluoro-1-butanesulfonate p-Toluenesulfonic acid N-BUTANE 1,4-Butane sultone