1,2-Oxathian-2,2-dioxid

Bezeichnung:1,2-Oxathian-2,2-dioxid

CAS-Nr1633-83-6

Englisch Name:1,4-Butane sultone

CBNumberCB1497155

SummenformelC4H8O3S

Molgewicht136.17

MOL-Datei1633-83-6.mol

Synonyma

1(4)-Butansulton

1,2-Oxathian-2,2-dioxid

1,2-Oxathian-2,2-dioxid physikalisch-chemischer Eigenschaften

Schmelzpunkt	12-15 °C (lit.)
Siedepunkt	>165 °C/25 mmHg (lit.)
Dichte	1.331 g/mL at 25 °C (lit.)
Brechungsindex	n20/D 1.464(lit.)
Flammpunkt	>230 °F
storage temp.	Store below +30°C.
Löslichkeit	54g/l (decomposition)
Aggregatzustand	Liquid
Farbe	Clear colorless to yellow
Wasserlöslichkeit	54 g/L (20 ºC) decomposes
Sensitive	Moisture Sensitive
BRN	110588
InChIKey	MHYFEEDKONKGEB-UHFFFAOYSA-N
CAS Datenbank	1633-83-6(CAS DataBase Reference)
EPA chemische Informationen	1,2-Oxathiane, 2,2-dioxide (1633-83-6)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-40-68-20/21/22
S-Sätze:	22-36/37-45-36
RIDADR	2810
WGK Germany	3
RTECS-Nr.	RP4300000
TSCA	Yes
HazardClass	6.1(b)
PackingGroup	III
HS Code	29349990
Giftige Stoffe Daten	1633-83-6(Hazardous Substances Data)
Toxizität	LD50 orally in Rabbit: 500 mg/kg

Gefahreninformationscode (GHS)

1,4-Butane sultone Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R40:Verdacht auf krebserzeugende Wirkung.
R68:Irreversibler Schaden möglich.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
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].
Chemische Eigenschaften
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.
Verwenden
1,4-Butane Sultone is an alkylating agent with weak carcinogenic activity.
Verwenden
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).
Sicherheitsprofil
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
Synthese
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.
Einzelnachweise
[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.

1,4-Butane sultone Upstream-Materialien And Downstream Produkte

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