1,4-Butane sultone

HCID 15411CAS 1633-83-6

Basic information

Standard SMILES
O=S1(=O)CCCCO1
InChIKey
MHYFEEDKONKGEB-UHFFFAOYSA-N
Molecular formula
C4H8O3S
Average molar mass
136.17 g/mol
Monoisotopic mass
136.01941529

Names & identifiers

Preferred name
1,4-Butane sultone
IUPAC
oxathiane 2,2-dioxide
English name
1,4-Butane sultone
Molecular formula
C4H8O3S
Molecular weight
136.17

Names & synonyms

1,4-BUTANE SULTONE1,4-ButanesultoneButane sultone1,2-Oxathiane, 2,2-dioxide1,2-Oxathiane 2,2-dioxideButanesultoneButanesulfone1,4-Butylene sulfone1,4-Butanesulfone1(4)-ButanesultoneBRN 0110588HSDB 5846
Show more names
-Sultone1,4-Butane1,4-BUTANE SULTON1,4-butylenesulfoneBusulfan Impurity 71,4-Butane suLJACS-1633-83-6δ-Valerosultone
UNII-4E0C1CLI2CEINECS 216-647-9NSC 71999DTXSID4061836NSC-719995-19-01-00010 (Beilstein Handbook Reference)1,4-BUTANE SULTONE [HSDB]1-BUTANESULFONIC ACID, 4-HYDROXY-, .DELTA.-SULTONE

Database identifiers

CAS
1633-83-6
PubChem CID
15411
DTXSID
DTXSID4061836
UNII
4E0C1CLI2C
EC Number
216-647-9
Nikkaji
J3.676E

Properties

Computed structural properties

XLogP
0.1
Topological polar surface area
51.8 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
8

Experimental & physicochemical properties

Physical Description · 2 items

Liquid

Clear faintly brownish-yellow liquid; [MSDSonline]

Physicochemical properties

Melting point
12 · 12-15 °C (lit.)
Boiling point
165 °C/25 · >165 °C/25 mmHg (lit.)
Density
1.331 g/mL · 1.331 g/mL at 25 °C (lit.)
refractive index
20 · n20/D 1.464(lit.)
Flash point
230 °F · >230 °F
storage temp.
30 °C · Store below +30°C.

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 0.6% (1 of 167) of reports.

Warning

H302 (99.4%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (65.3%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (65.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (65.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H341 (66.5%): Suspected of causing genetic defects [Warning Germ cell mutagenicity];H351 (95.8%): Suspected of causing cancer [Warning Carcinogenicity];H412 (62.9%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 167 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 1 of 167 reports by companies.;There are 11 notifications provided by 166 of 167 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 3 items

1,2-Oxathiane, 2,2-dioxide is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Oxathiane, 2,2-dioxide are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 30-07-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/26087

1,4-Butanesultone: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA mutagen and equivocal tumorigen; [RTECS] May cause irritation; [MSDSonline] See Propane sultone.
Special Reports · 1 item

THIS IS A REVIEW OF THE HOST MEDIATED ASSAY AND BODY FLUID ASSAY AS REPORTED FOR 208 CHEMICALS. 1,4-BUTANE SULTONE WAS POSITIVE FOR AN UNSPECIFIED STRAIN OF SALMONELLA TYPHIMURIUM.[LEGATOR MS ET AL; AN EVALUATION OF THE HOST MEDIATED ASSAY AND BODY FLUID ANALYSIS A REPORT OF THE USA ENVIRONMENTAL PROTECTION AGENCY GENE-TOX PROGRAM; MUTAT RES 98 (3): 319-74 (1982)]

Hazard Classes and CategoriesAcute Tox. 4 (99.4%);Skin Irrit. 2 (65.3%);Eye Irrit. 2 (65.3%);STOT SE 3 (65.3%);Muta. 2 (66.5%);Carc. 2 (95.8%);Aquatic Chronic 3 (62.9%)

Toxicology

Non-Human Toxicity Excerpts · 5 items

FEMALE ICR/HA SWISS MICE WERE INJECTED SC WITH 1,4-BUTANE SULTONE ONCE/WK FOR 580 DAYS @ 1.0 MG/0.05 ML TRICAPRYLIN. NO SIGNIFICANT TUMORIGENIC EFFECT WAS NOTED.

1,4-BUTANE SULTONE WAS TESTED IN THE IP HOST-MEDIATED ASSAY, USING ADULT MALE SWISS-WEBSTER MICE AS THE HOST ANIMAL AND SALMONELLA TYPHIMURIUM AS A TEST ORGANISM. IT TESTED POS @ A CONCN OF 106.4 MG/KG IN STRAINS TA1530 AND TA1538 & @ A CONCN OF 138 MG/KG IN STRAIN TA1535.

1,4-BUTANE SULTONE WAS POS FOR RECOMBINOGENIC ACTIVITY IN SACCHAROMYCES CEREVISIAE D3 WHEN ADMIN @ A CONCN OF 1.0% WITHOUT METABOLIC ACTIVATION.

1,4-BUTANE SULTONE WAS TESTED IN THE AMES REVERSION TEST IN SALMONELLA TYPHIMURIUM STRAINS TA1535, TA1536, TA1537, TA1538, TA98 AND TA100 WITHOUT ACTIVATION @ 100 UG (0.73 UMOL/PLATE). IT WAS MUTAGENIC IN STRAINS TA1535, TA1537, AND TA100, CAUSING 500, 66, AND 470 HIS+ REVERTANTS/PLATE (MINUS BACKGROUND), RESPECTIVELY.

For more Non-Human Toxicity Excerpts (Complete) data for 1,4-BUTANE SULTONE (6 total), please visit the HSDB record page.

Regulatory information

Regulatory Information · 3 items

1,2-Oxathiane, 2,2-dioxide is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Oxathiane, 2,2-dioxide are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 30-07-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/26087

1,4-Butanesultone: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
RP4300000
ridadr
2810
hs_code
29349990

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as research chemical (alkylating agent); Not commercially produced in the US; [HSDB]

RESEARCH CHEMICAL (ALKYLATING AGENT)

U.S. Exports · 2 items

(1979) No Data

(1981) No Data

U.S. Imports · 2 items

(1979) No Data

(1981) No Data

U.S. Production · 3 items

2023: <50,000 lb;2022: 50,000 - <250,000 lb;2021: 50,000 - <250,000 lb;2020: 50,000 - <250,000 lb

(1979) NOT PRODUCED COMMERCIALLY IN U.S.

(1981) NOT PRODUCED COMMERCIALLY IN U.S.

Industry UsesIntermediate
Methods of ManufacturingPROBABLY BY DEHYDRATION OF 4-HYDROXY-1-BUTANESULFONIC ACID
Applications · 3 items

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 Brnsted 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].

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.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
中节能万润股份有限公司0535-6101880 · [email protected]

Related reactions

71 records

Linked notes

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