| Identification | More | [Name]
1,4-Butane sultone | [CAS]
1633-83-6 | [Synonyms]
1,4-butylenesulfone
1,4-Butylsultone
4-Hydroxy-1-butanesulfonicacid
butanesulfone
butanesultone
delta-butanesultone
delta-valerosultone
-Sultone
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
4-hydroxybutane-1-sulfonic acid δ-sultone
1,4-BUTANESULPHONE
1,4-BUTANE SULTON
1,4-Butane sultone
4-Hydroxy-1-butanesulfonic acid delta-sultone
1,4-BUTANESULTONE 98+% | [EINECS(EC#)]
216-647-9 | [Molecular Formula]
C4H8O3S | [MDL Number]
MFCD00006584 | [Molecular Weight]
136.17 | [MOL File]
1633-83-6.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to yellowish liquid | [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 | [Detection Methods]
GC,NMR | [BRN ]
110588 | [InChI]
1S/C4H8O3S/c5-8(6)4-2-1-3-7-8/h1-4H2 | [InChIKey]
MHYFEEDKONKGEB-UHFFFAOYSA-N | [SMILES]
O=S1(=O)CCCCO1 | [CAS DataBase Reference]
1633-83-6(CAS DataBase Reference) | [EPA Substance Registry System]
1633-83-6(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS07,GHS08 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H317-H319-H335-H351 | [Precautionary statements ]
P201-P280-P301+P312-P302+P352-P305+P351+P338-P308+P313 | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R40:Limited evidence of a carcinogenic effect.
R68:Possible risk of irreversible effects.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36:Wear suitable protective clothing . | [RIDADR ]
2810 | [WGK Germany ]
3
| [RTECS ]
RP4300000
| [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29349990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Carc. 2
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1
STOT SE 3 | [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 | [Hazardous Substances Data]
1633-83-6(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 500 mg/kg |
| Hazard Information | Back Directory | [Description]
1,4-Butane sultone(1633-83-6) 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(1633-83-6) is an alkylating agent with weak carcinogenic activity.
| [Application]
1,4-Butane sultone(1633-83-6) 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).
| [Chemical Reactivity]
The reactivity of 1,4-butane sultone:
Under conditions involving an excess of diol, the reaction of 1,4-butanesultone (BS) with 1,4-butanediol (BD) yields only a negligible amount of (4-hydroxybutoxy)butane-1-sulfonic acid (BDSA), and the formation of tetrahydrofuran (THF) (accounting for 30 mol% of the initial BD) is observed.
BD was reacted with Na₂CO₃, used as the base, at a molar ratio of 10:1 for 1 hour at room temperature. After distilling off the unreacted BD, BS was added. The resulting BDSS was purified by precipitation, yielding a 45% yield[3].
 | [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.
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