1,4-Butane sultone supplier

Name
1,4-Butane sultone
EINECS 216-647-9
CAS No. 1633-83-6
Article Data17
CAS DataBase
Density 1.308 g/cm³
Solubility Water solubility: 54 g/L (20 °C) decomposes
Melting Point 12-15 °C(lit.)
Formula C₄H₈O₃S
Boiling Point 299.9 °C at 760 mmHg
Molecular Weight 136.172
Flash Point 135.2 °C
Transport Information
Appearance clear colorless to yellowish liquid
Safety 22-36/37-45-36
Risk Codes 22-40-68-20/21/22
Molecular Structure
Hazard Symbols Xn
Synonyms 1-Butanesulfonicacid, 4-hydroxy-, d-sultone (7CI);Butane sultone;NSC 71999;d-Butane sultone;d-Valerosultone;
PSA 51.75000
LogP 1.20740

Synthetic route

: 6962-92-1
4-Chlorobutyl acetate

: 1633-83-6
1,4-butane sultone

Conditions

Conditions	Yield
Stage #1: 4-Chlorobutyl acetate With sodium sulfite In water Reflux; Stage #2: With hydrogenchloride In methanol for 4h; Reflux; Stage #3: at 110℃; under 20 Torr; Temperature; Pressure; Solvent;	92%

: 26978-64-3
4-hydroxy-butane-1-sulfonic acid

: 1633-83-6
1,4-butane sultone

Conditions

Conditions	Yield
at 40 - 110℃; for 2h; Temperature;	88%
In water; toluene at 85℃; Temperature; Solvent;	82.77%
With ethanol; xylene Unter Entfernen des entstehenden Wassers;

: 4-hydroxy-1-butylthiouronium chloride

A: 1633-83-6
1,4-butane sultone

B: 113309-30-1
4-hydroxy-1-butanesulfonyl chloride

Conditions

Conditions	Yield
With chlorine In water	A n/a B 51%

: 14970-83-3
4-Mercapto-1-butanol

A: 1633-83-6
1,4-butane sultone

B: 1633-84-7
4-chloro-1-butanesulfonyl chloride

Conditions

Conditions	Yield
With chlorine In chloroform Yields of byproduct given;	A 27% B n/a
With chlorine In chloroform Yields of byproduct given;	A n/a B 27%

: 14970-83-3
4-Mercapto-1-butanol

A: 1633-83-6
1,4-butane sultone

B: 1633-84-7
4-chloro-1-butanesulfonyl chloride

C: 113309-30-1
4-hydroxy-1-butanesulfonyl chloride

Conditions

Conditions	Yield
With chlorine In dichloromethane	A 12% B 14% C 27%

...Expand

: 61161-42-0
4,4'-oxy-bis-butane-1-sulfonic acid

: 1633-83-6
1,4-butane sultone

Conditions

Conditions	Yield
Unter vermindertem Druck;

: 109-69-3
n-Butyl chloride

A: 1633-83-6
1,4-butane sultone

B: 1121-03-5
3-methyloxathiolane 2,2-dioxide

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
With sulfur dioxide; chlorine Im Gluehlampenlicht; Erwaermen des Reaktionsprodukts mit Wasser und Erhitzen des danach isolierten Reaktionsprodukts unter vermindertem Druck;

: 109-99-9
tetrahydrofuran

: 1633-83-6
1,4-butane sultone

Conditions

Conditions	Yield
(i) AcCl, (ii) aq. Na2SO3; Multistep reaction;

: 1633-84-7
4-chloro-1-butanesulfonyl chloride

: 1633-83-6
1,4-butane sultone

Conditions

Conditions	Yield
With thionyl chloride In N,N-dimethyl-formamide for 22h; Ambient temperature;

: 113309-30-1
4-hydroxy-1-butanesulfonyl chloride

: 1633-83-6
1,4-butane sultone

Conditions

Conditions	Yield
With butan-1-ol In chloroform-d1 Rate constant; Ambient temperature; further reagent and solvent : Et3N, EtOD;

: 113309-31-2
sodium 4-hydroxy-1-butanesulfinate

A: 1633-83-6
1,4-butane sultone

B: 113309-30-1
4-hydroxy-1-butanesulfonyl chloride

Conditions

Conditions	Yield
With chlorine In dichloromethane Yield given. Yields of byproduct given;

: 109-69-3
n-Butyl chloride

: 71-36-3
butan-1-ol

A: 1633-83-6
1,4-butane sultone

B: 1121-03-5
3-methyloxathiolane 2,2-dioxide

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 1-butyl-3-methylimidazolium 4-chlorobutylsulfonate:

A: 1633-83-6
1,4-butane sultone

B: 79917-90-1
1-butyl-3-methylimidazolium chloride

Conditions

Conditions	Yield
at 210℃; for 4h;

: 1-ethyl-3-methylimidazolium 4-chlorobutylsulfonate:

A: 1633-83-6
1,4-butane sultone

B: 65039-09-0
1-ethyl-3-methyl-1H-imidazol-3-ium chloride

Conditions

Conditions	Yield
at 100℃; Vacuum;

: 1-ethyl-3-methylimidazolium 4-chlorobutylsulfonate:

: 1374458-56-6
1-methyl-3-(3'-dimethylaminopropyl)imidazolium trifluoromethanesulfonate

A: 1633-83-6
1,4-butane sultone

B: 1374458-57-7
C13H26N3O3S(1+)*Cl(1-)

C: 145022-44-2
1-ethyl-3-methylimidazolium triflate

Conditions

Conditions	Yield
at 100℃; for 2h;

...Expand

: 928-51-8
4-Chloro-1-butanol

: 1633-83-6
1,4-butane sultone

Conditions

Conditions	Yield
With potassium iodide; sodium sulfite In ethanol; water for 6h; Solvent; Reflux;

: 110-86-1
pyridine

: 1633-83-6
1,4-butane sultone

: 21876-43-7
1-(4-sulfonatobutyl)pyridinium

Conditions

Conditions	Yield
at 40℃; for 10h;	100%
at 70℃;	97.6%
at 70℃;	97.6%

: 1633-83-6
1,4-butane sultone

: 1640-39-7
2,3,3-trimethylindoleniune

: 54136-26-4
4-(2,3,3-trimethyl-3H-indolium-1-yl)butane-1-sulfonate

Conditions

Conditions	Yield
With sodium acetate In acetonitrile for 12h; Reflux;	100%
at 120℃; for 0.75h; Neat (no solvent); Microwave irradiation;	99.8%
In 1,2-dichloro-benzene at 118℃; for 25h;	97.4%

: 4316-42-1
1-Butylimidazole

: 1633-83-6
1,4-butane sultone

: 4-(1-butyl-1H-imidazol-3-ium-3-yl)butane-1-sulfonate

Conditions

Conditions	Yield
In toluene at 60℃; for 24h; Inert atmosphere;	100%
In toluene at 60℃; for 24h; Inert atmosphere;	99.7%
In toluene for 24.0833h; Inert atmosphere;	98%

: 1633-83-6
1,4-butane sultone

: 80233-99-4
dimethyl(2-hydroxy-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)amine

: 4-[N,N-dimethyl(2-hydroxy-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)ammonium]butanesulfonate

Conditions

Conditions	Yield
In acetonitrile for 20h; Heating;	100%

: 616-47-7
1-methyl-1H-imidazole

: 1633-83-6
1,4-butane sultone

: 4-(3-methylimidazolium)butanesulfonate

Conditions

Conditions	Yield
at 40℃; for 10h;	100%
at 20℃;	97.1%
at 20℃; for 48h; Inert atmosphere;	96%

: 1739-84-0
1,2-dimethyl-1H-imidazole

: 1633-83-6
1,4-butane sultone

: 1088461-53-3
1,2-dimethyl-3-(4-sulfonatobutyl)-1H-imidazol-3-ium

Conditions

Conditions	Yield
at 40℃; for 10h;	100%
In ethanol at 20℃; for 48h;	95%
In ethanol at 25℃; for 48h;	95%

: 1633-83-6
1,4-butane sultone

: 79917-90-1
1-butyl-3-methylimidazolium chloride

: 1-butyl-3-methylimidazolium 4-chlorobutylsulfonate:

Conditions

Conditions	Yield
at 40℃; for 24h; Product distribution / selectivity;	100%
In Nitroethane Kinetics; Activation energy;

: 1633-83-6
1,4-butane sultone

: 25364-44-7
N-(2,4,6-trimethylphenyl)imidazole

: 1197988-21-8
1-(2,4,6-trimethylphenyl)-3-(4-sulfonatobutyl)imidazolidinium

Conditions

Conditions	Yield
In toluene for 48h; Reflux; Inert atmosphere;	100%

: 1633-83-6
1,4-butane sultone

: 3484-22-8
2,3,3-trimethyl-5-nitro-3H-indole

: 1364016-68-1
2,3,3-trimethyl-1-(sulfonatobutyl)-5-nitroindolium

Conditions

Conditions	Yield
In 1,2-dichloro-benzene at 120℃;	100%
at 110℃; under 0.225023 Torr; for 12h; Sealed tube;

: 1633-83-6
1,4-butane sultone

: 717110-52-6
1-(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazole

: 1-(2,4,6-trimethylphenyl)-3-(4-sulfonatobutyl)imidazolidinium

Conditions

Conditions	Yield
In toluene for 48h; Reflux;	100%

: 1633-83-6
1,4-butane sultone

: potassium 2,3,3-trimethylindole-5-sulfonate

: C15H21NO6S2*K(1+)

Conditions

Conditions	Yield
With sodium acetate In acetonitrile for 12h; Reflux;	100%

: 1633-83-6
1,4-butane sultone

: 6674-22-2
1,8-diazabicyclo[5.4.0]undec-7-ene

: 1,8-bis(butanesulphonic acid)-diazobicyclo[5.4.0]undec-7-enium hydrogen sulfate

Conditions

Conditions	Yield
Stage #1: 1,4-butane sultone; 1,8-diazabicyclo[5.4.0]undec-7-ene at 20℃; for 0.0833333h; Stage #2: With sulfuric acid at 20℃;	100%

: 1633-83-6
1,4-butane sultone

: 64-19-7
acetic acid

: 6674-22-2
1,8-diazabicyclo[5.4.0]undec-7-ene

: C17H34N2O6S2(2+)*2C2H3O2(1-)

Conditions

Conditions	Yield
Stage #1: 1,4-butane sultone; 1,8-diazabicyclo[5.4.0]undec-7-ene at 20℃; for 0.0833333h; Stage #2: acetic acid at 20℃;	100%

...Expand

: 1633-83-6
1,4-butane sultone

: 6674-22-2
1,8-diazabicyclo[5.4.0]undec-7-ene

: 76-05-1
trifluoroacetic acid

: C17H34N2O6S2(2+)*2C2F3O2(1-)

Conditions

Conditions	Yield
Stage #1: 1,4-butane sultone; 1,8-diazabicyclo[5.4.0]undec-7-ene at 20℃; for 0.0833333h; Stage #2: trifluoroacetic acid at 20℃;	100%

...Expand

: 1633-83-6
1,4-butane sultone

: 124-40-3
dimethyl amine

: 89585-26-2
dimethyl(4-sulfonatobutyl)ammonium

Conditions

Conditions	Yield
In 1,4-dioxane; water at 4 - 20℃;	99%
In water at 20℃; for 24h;	94%
In water at 20℃; for 24h;	94%

: 1633-83-6
1,4-butane sultone

: 41532-84-7
2,3,3-trimethylbenzo[e]indole

: 63149-24-6
4-(1,1,2-trimethyl-1H-benzo[e]indol-3-ium-3-yl)butane-1-sulfonate

Conditions

Conditions	Yield
at 120℃; for 2h;	99%
In sulfolane at 120 - 130℃;	92%
With 1,2-dichloro-benzene In diethyl ether at 120℃; for 18h; Inert atmosphere; Darkness;	90%

: 1633-83-6
1,4-butane sultone

: 80233-98-3
dimethyl(2-hydroxy-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)amine

: 4-[dimethyl(2-hydroxy-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)ammonium]butanesulfonate

Conditions

Conditions	Yield
In acetonitrile for 20h; Heating;	99%

: 1633-83-6
1,4-butane sultone

: 4303-67-7
1-dodecylimidazole

: C19H36N2O3S

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h;	99%
at 0 - 50℃;

: 1633-83-6
1,4-butane sultone

: 1-(3-(trimethoxysilyl)propyl)-1,3,5,7-tetraazaadamantan-1-ium chloride

: C24H51N4O12S3Si(1+)*Cl(1-)

Conditions

Conditions	Yield
at 25℃; for 72h;	99%

: 1633-83-6
1,4-butane sultone

: 64943-90-4
6-phenyl-5H-[1,3]dioxolo[4,5-f]indole

: C19H18NO5S(1-)*Na(1+)

Conditions

Conditions	Yield
Stage #1: 6-phenyl-5H-[1,3]dioxolo[4,5-f]indole With sodium hydride In tetrahydrofuran; mineral oil for 0.666667h; Cooling with ice; Stage #2: 1,4-butane sultone In tetrahydrofuran; mineral oil at 100℃; for 4h;	99%

: 1633-83-6
1,4-butane sultone

: 5-(2,3-dimethyl-3H-indol-3-yl)pentanoic acid

: 3-(4-carboxybutyl)-2,3-dimethyl-1-(4-sulfonatobutyl)indoleninium

Conditions

Conditions	Yield
In 1,2-dichloro-benzene at 118℃; for 25h;	98.9%

: 1633-83-6
1,4-butane sultone

: 65039-09-0
1-ethyl-3-methyl-1H-imidazol-3-ium chloride

: 1-ethyl-3-methylimidazolium 4-chlorobutylsulfonate:

Conditions

Conditions	Yield
In acetonitrile for 12h; Inert atmosphere; Reflux;	98%
at 40℃; for 24h; neat (no solvent);

: 1633-83-6
1,4-butane sultone

: 14753-51-6
2,5-dibromohydroquinone

: 2,5-dibromo-1,4-bis(4-sulfonatobutoxy)phenylene disodium salt

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 80℃; for 21h;	98%
With sodium hydroxide In ethanol at 90℃; for 20h;	96%
With sodium hydroxide In ethanol for 20h; Reflux;	96%
With sodium hydroxide In ethanol for 20h; Reflux;	90.8%

: 1633-83-6
1,4-butane sultone

: 80-70-6
N,N,N',N'-tetramethylguanidine

: 1294516-89-4
4-(1,1,3,3-tetramethylguanidine-2-yl)butylsulfonic acid

Conditions

Conditions	Yield
In toluene at 80 - 85℃; for 4h;	98%

: 1633-83-6
1,4-butane sultone

: 1493-13-6
trifluorormethanesulfonic acid

: 54004-47-6
1-tetradecylimidazole

: 1374561-43-9
3-tetradecyl-1-(4-sulfobutyl)imidazolium trifluoromethanesulfonate

Conditions

Conditions	Yield
Stage #1: 1,4-butane sultone; 1-tetradecylimidazole at 40℃; for 10h; Stage #2: trifluorormethanesulfonic acid at 80℃; for 12h;	98%

...Expand

: 1633-83-6
1,4-butane sultone

: 68971-82-4
5,11,17,23,29,35,41,47-octakis(tert-butyl)-49,50,51,52,53,54,55,56-octakis(hydroxy)calix[8]arene

: 5,11,17,23,29,35,41,47-octa-tert-butyl-49,50,51,52,53,54,55,56-octakis-(4-butylsulphonic acid)calix[8]arene

Conditions

Conditions	Yield
Stage #1: 5,11,17,23,29,35,41,47-octakis(tert-butyl)-49,50,51,52,53,54,55,56-octakis(hydroxy)calix[8]arene With n-butyllithium In dimethyl sulfoxide at 0℃; Stage #2: 1,4-butane sultone at 25℃; for 96h;	98%
Stage #1: 5,11,17,23,29,35,41,47-octakis(tert-butyl)-49,50,51,52,53,54,55,56-octakis(hydroxy)calix[8]arene With n-butyllithium In hexane; dimethyl sulfoxide at 0 - 25℃; for 24h; Inert atmosphere; Stage #2: 1,4-butane sultone In hexane; dimethyl sulfoxide at 25℃; Inert atmosphere;	86%

: 1633-83-6
1,4-butane sultone

: 82452-93-5
calix[8]arene

: 49,50,51,52,53,54,55,56-octakis-(4-butylsulphonic acid)calix[8]arene

Conditions

Conditions	Yield
Stage #1: calix[8]arene With n-butyllithium In hexane; dimethyl sulfoxide at 0 - 25℃; for 24h; Inert atmosphere; Stage #2: 1,4-butane sultone In hexane; dimethyl sulfoxide at 25℃; Inert atmosphere;	98%
Stage #1: calix[8]arene With n-butyllithium In dimethyl sulfoxide at 0℃; Stage #2: 1,4-butane sultone at 25℃; for 96h;	86%

: 1739-84-0
1,2-dimethyl-1H-imidazole

: 1633-83-6
1,4-butane sultone

: 1493-13-6
trifluorormethanesulfonic acid

: 1402671-71-9
1-butylsulfonic-2,3-dimethylimidazolium trifluoromethanesulfonate

Conditions

Conditions	Yield
Stage #1: 1,2-dimethyl-1H-imidazole; 1,4-butane sultone at 60℃; for 2h; Stage #2: trifluorormethanesulfonic acid at 60℃; for 1h;	98%
Stage #1: 1,2-dimethyl-1H-imidazole; 1,4-butane sultone at 30℃; Stage #2: trifluorormethanesulfonic acid

...Expand

: 1072-63-5
1-vinylimidazole

: 1633-83-6
1,4-butane sultone

: 1-(butyl-4-sulfonate)-3-vinylimidazolium

Conditions

Conditions	Yield
at 70℃; for 10h; Inert atmosphere;	98%
In acetonitrile at 0 - 85℃; for 72h;	63%
In acetonitrile at 85℃; for 120h; Inert atmosphere;
In toluene at 60℃; for 24h;

: 110-89-4
piperidine

: 75-15-0
carbon disulfide

: 1633-83-6
1,4-butane sultone

: potassium 4-((piperidine-1-carbonothioyl)thio)butane-1-sulfonate

Conditions

Conditions	Yield
Stage #1: piperidine; carbon disulfide With potassium phosphate In water at 20℃; for 0.166667h; Stage #2: 1,4-butane sultone In water at 20℃;	98%

...Expand

1,4-Butane sultone Chemical Properties

Molecular Formula: C₄H₈O₃S
Molecular Weight: 136.18 g/mol
EINECS: 216-647-9
Index of Refraction: 1.47
Density: 1.308 g/cm³
Flash Point: 135.2 °C
Melting point: 12-15 °C(lit.)
Sensitive: Moisture Sensitive
Enthalpy of Vaporization: 51.84 kJ/mol
Boiling Point: 299.9 °C at 760 mmHg
Vapour Pressure: 0.00206 mmHg at 25 °C
Water solubility: 54 g/L (20 ºC) decomposes
Appearance: Clear colorless to yellowish liquid
Structure of 1,4-Butane sultone (CAS NO.1633-83-6):

IUPAC Name: Oxathiane 2,2-dioxide
Product Category of 1,4-Butane sultone (CAS NO.1633-83-6): Heterocycles

1,4-Butane sultone Uses

1,4-Butane sultone (CAS NO.1633-83-6) is mainly used as the intermediates of organic sulfonation agent and fine chemicals. It is the raw material of electroplating intermediate, ande can be applicable to medicine, photographic materials, lithium battery, surface active agents.

1,4-Butane sultone Toxicity Data With Reference

1.	mmo-sat 100 µg/plate	JNCIAM Journal of the National Cancer Institute. 62 (1979),893.
2.	dnr-esc 10 µL/disc	JNCIAM Journal of the National Cancer Institute. 62 (1979),873.
3.	hma-mus/sat 138 mg/kg	JNCIAM Journal of the National Cancer Institute. 62 (1979),911.
4.	orl-rat TDLo:1300 mg/kg/1Y-I:ETA,REP	ZEKBAI Zeitschrift fuer Krebsforschung. 75 (1970),69.
5.	orl-rat LD50:500 mg/kg	ZEKBAI Zeitschrift fuer Krebsforschung. 75 (1970),69.
6.	scu-rat LD50:350 mg/kg	ZEKBAI Zeitschrift fuer Krebsforschung. 75 (1970),69.
7.	ivn-rat LD50:270 mg/kg	ZEKBAI Zeitschrift fuer Krebsforschung. 75 (1970),69.
8.	ipr-mus LD50:138 mg/kg	JJIND8 JNCI, Journal of the National Cancer Institute. 62 (1979),911.

1,4-Butane sultone Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

1,4-Butane sultone 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 SO_x.
Hazard Codes: Xn
Risk Statements: 22-40-68-20/21/22
22: Harmful if swallowed
40: Limited evidence of a carcinogenic effect
68: Possible risk of irreversible effects
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 22-36/37-45-36
22: Do not breathe dust
36/37: Wear suitable protective clothing and gloves
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
36: Wear suitable protective clothing

1,4-Butane sultone Standards and Recommendations

DFG MAK: Animal Carcinogen, Suspected Human Carcinogen

1,4-Butane sultone Specification

1,4-Butane sultone , its cas register number is 1633-83-6. It also can be called 4-Hydroxy-1-butanesulfonic acid delta-sultone ; and Butanesultone .

Product Name

1,4-Butane sultone

Synthetic route

1,4-Butane sultone Chemical Properties

1,4-Butane sultone Uses

1,4-Butane sultone Toxicity Data With Reference

1,4-Butane sultone Consensus Reports

1,4-Butane sultone Safety Profile

1,4-Butane sultone Standards and Recommendations

1,4-Butane sultone Specification

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