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1633-83-6

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1633-83-6 Usage

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

Different sources of media describe the Uses of 1633-83-6 differently. You can refer to the following data:
1. 1,4-Butane Sultone is an alkylating agent with weak carcinogenic activity.
2. 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).

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

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.

Check Digit Verification of cas no

The CAS Registry Mumber 1633-83-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,3 and 3 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1633-83:
(6*1)+(5*6)+(4*3)+(3*3)+(2*8)+(1*3)=76
76 % 10 = 6
So 1633-83-6 is a valid CAS Registry Number.
InChI:InChI=1/C4H8O3S/c5-8(6)4-2-1-3-7-8/h1-4H2

1633-83-6 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (L03992)  1,4-Butanesultone, 99%   

  • 1633-83-6

  • 25g

  • 264.0CNY

  • Detail
  • Alfa Aesar

  • (L03992)  1,4-Butanesultone, 99%   

  • 1633-83-6

  • 100g

  • 870.0CNY

  • Detail
  • Aldrich

  • (B85501)  1,4-Butanesultone  ≥99%

  • 1633-83-6

  • B85501-25G

  • 625.95CNY

  • Detail
  • Aldrich

  • (B85501)  1,4-Butanesultone  ≥99%

  • 1633-83-6

  • B85501-100G

  • 1,732.77CNY

  • Detail

1633-83-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,4-Butane Sultone

1.2 Other means of identification

Product number -
Other names 1,4-Butane sultone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1633-83-6 SDS

1633-83-6Synthetic route

4-Chlorobutyl acetate
6962-92-1

4-Chlorobutyl acetate

1,4-butane sultone
1633-83-6

1,4-butane sultone

Conditions
ConditionsYield
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%
4-hydroxy-butane-1-sulfonic acid
26978-64-3

4-hydroxy-butane-1-sulfonic acid

1,4-butane sultone
1633-83-6

1,4-butane sultone

Conditions
ConditionsYield
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

4-hydroxy-1-butylthiouronium chloride

A

1,4-butane sultone
1633-83-6

1,4-butane sultone

B

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

4-hydroxy-1-butanesulfonyl chloride

Conditions
ConditionsYield
With chlorine In waterA n/a
B 51%
4-Mercapto-1-butanol
14970-83-3

4-Mercapto-1-butanol

A

1,4-butane sultone
1633-83-6

1,4-butane sultone

B

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

4-chloro-1-butanesulfonyl chloride

Conditions
ConditionsYield
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%
4-Mercapto-1-butanol
14970-83-3

4-Mercapto-1-butanol

A

1,4-butane sultone
1633-83-6

1,4-butane sultone

B

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

4-chloro-1-butanesulfonyl chloride

C

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

4-hydroxy-1-butanesulfonyl chloride

Conditions
ConditionsYield
With chlorine In dichloromethaneA 12%
B 14%
C 27%
4,4'-oxy-bis-butane-1-sulfonic acid
61161-42-0

4,4'-oxy-bis-butane-1-sulfonic acid

1,4-butane sultone
1633-83-6

1,4-butane sultone

Conditions
ConditionsYield
Unter vermindertem Druck;
n-Butyl chloride
109-69-3

n-Butyl chloride

A

1,4-butane sultone
1633-83-6

1,4-butane sultone

B

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

3-methyloxathiolane 2,2-dioxide

Conditions
ConditionsYield
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;
tetrahydrofuran
109-99-9

tetrahydrofuran

1,4-butane sultone
1633-83-6

1,4-butane sultone

Conditions
ConditionsYield
(i) AcCl, (ii) aq. Na2SO3; Multistep reaction;
4-chloro-1-butanesulfonyl chloride
1633-84-7

4-chloro-1-butanesulfonyl chloride

1,4-butane sultone
1633-83-6

1,4-butane sultone

Conditions
ConditionsYield
With thionyl chloride In N,N-dimethyl-formamide for 22h; Ambient temperature;
4-hydroxy-1-butanesulfonyl chloride
113309-30-1

4-hydroxy-1-butanesulfonyl chloride

1,4-butane sultone
1633-83-6

1,4-butane sultone

Conditions
ConditionsYield
With butan-1-ol In chloroform-d1 Rate constant; Ambient temperature; further reagent and solvent : Et3N, EtOD;
sodium 4-hydroxy-1-butanesulfinate
113309-31-2

sodium 4-hydroxy-1-butanesulfinate

A

1,4-butane sultone
1633-83-6

1,4-butane sultone

B

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

4-hydroxy-1-butanesulfonyl chloride

Conditions
ConditionsYield
With chlorine In dichloromethane Yield given. Yields of byproduct given;
n-Butyl chloride
109-69-3

n-Butyl chloride

butan-1-ol
71-36-3

butan-1-ol

A

1,4-butane sultone
1633-83-6

1,4-butane sultone

B

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

3-methyloxathiolane 2,2-dioxide

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
1-butyl-3-methylimidazolium 4-chlorobutylsulfonate:

1-butyl-3-methylimidazolium 4-chlorobutylsulfonate:

A

1,4-butane sultone
1633-83-6

1,4-butane sultone

B

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

1-butyl-3-methylimidazolium chloride

Conditions
ConditionsYield
at 210℃; for 4h;
1-ethyl-3-methylimidazolium 4-chlorobutylsulfonate:

1-ethyl-3-methylimidazolium 4-chlorobutylsulfonate:

A

1,4-butane sultone
1633-83-6

1,4-butane sultone

B

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

1-ethyl-3-methyl-1H-imidazol-3-ium chloride

Conditions
ConditionsYield
at 100℃; Vacuum;
1-ethyl-3-methylimidazolium 4-chlorobutylsulfonate:

1-ethyl-3-methylimidazolium 4-chlorobutylsulfonate:

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

1-methyl-3-(3'-dimethylaminopropyl)imidazolium trifluoromethanesulfonate

A

1,4-butane sultone
1633-83-6

1,4-butane sultone

B

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

C13H26N3O3S(1+)*Cl(1-)

C

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

1-ethyl-3-methylimidazolium triflate

Conditions
ConditionsYield
at 100℃; for 2h;
4-Chloro-1-butanol
928-51-8

4-Chloro-1-butanol

1,4-butane sultone
1633-83-6

1,4-butane sultone

Conditions
ConditionsYield
With potassium iodide; sodium sulfite In ethanol; water for 6h; Solvent; Reflux;
pyridine
110-86-1

pyridine

1,4-butane sultone
1633-83-6

1,4-butane sultone

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

1-(4-sulfonatobutyl)pyridinium

Conditions
ConditionsYield
at 40℃; for 10h;100%
at 70℃;97.6%
at 70℃;97.6%
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

2,3,3-trimethylindoleniune

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

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

Conditions
ConditionsYield
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%
1-Butylimidazole
4316-42-1

1-Butylimidazole

1,4-butane sultone
1633-83-6

1,4-butane sultone

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

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

Conditions
ConditionsYield
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%
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

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
ConditionsYield
In acetonitrile for 20h; Heating;100%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

1,4-butane sultone
1633-83-6

1,4-butane sultone

4-(3-methylimidazolium)butanesulfonate

4-(3-methylimidazolium)butanesulfonate

Conditions
ConditionsYield
at 40℃; for 10h;100%
at 20℃;97.1%
at 20℃; for 48h; Inert atmosphere;96%
1,2-dimethyl-1H-imidazole
1739-84-0

1,2-dimethyl-1H-imidazole

1,4-butane sultone
1633-83-6

1,4-butane sultone

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

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

Conditions
ConditionsYield
at 40℃; for 10h;100%
In ethanol at 20℃; for 48h;95%
In ethanol at 25℃; for 48h;95%
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

1-butyl-3-methylimidazolium chloride

1-butyl-3-methylimidazolium 4-chlorobutylsulfonate:

1-butyl-3-methylimidazolium 4-chlorobutylsulfonate:

Conditions
ConditionsYield
at 40℃; for 24h; Product distribution / selectivity;100%
In Nitroethane Kinetics; Activation energy;
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

N-(2,4,6-trimethylphenyl)imidazole

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

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

Conditions
ConditionsYield
In toluene for 48h; Reflux; Inert atmosphere;100%
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

2,3,3-trimethyl-5-nitro-3H-indole

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

2,3,3-trimethyl-1-(sulfonatobutyl)-5-nitroindolium

Conditions
ConditionsYield
In 1,2-dichloro-benzene at 120℃;100%
at 110℃; under 0.225023 Torr; for 12h; Sealed tube;
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

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

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

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

Conditions
ConditionsYield
In toluene for 48h; Reflux;100%
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

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

C15H21NO6S2*K(1+)

C15H21NO6S2*K(1+)

Conditions
ConditionsYield
With sodium acetate In acetonitrile for 12h; Reflux;100%
1,4-butane sultone
1633-83-6

1,4-butane sultone

1,8-diazabicyclo[5.4.0]undec-7-ene
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

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

Conditions
ConditionsYield
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%
1,4-butane sultone
1633-83-6

1,4-butane sultone

acetic acid
64-19-7

acetic acid

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

1,8-diazabicyclo[5.4.0]undec-7-ene

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

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

Conditions
ConditionsYield
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%
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

1,8-diazabicyclo[5.4.0]undec-7-ene

trifluoroacetic acid
76-05-1

trifluoroacetic acid

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

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

Conditions
ConditionsYield
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%
1,4-butane sultone
1633-83-6

1,4-butane sultone

dimethyl amine
124-40-3

dimethyl amine

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

dimethyl(4-sulfonatobutyl)ammonium

Conditions
ConditionsYield
In 1,4-dioxane; water at 4 - 20℃;99%
In water at 20℃; for 24h;94%
In water at 20℃; for 24h;94%
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

2,3,3-trimethylbenzo[e]indole

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

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

Conditions
ConditionsYield
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%
1,4-butane sultone
1633-83-6

1,4-butane sultone

dimethyl(2-hydroxy-4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononyl)amine
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

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

Conditions
ConditionsYield
In acetonitrile for 20h; Heating;99%
1,4-butane sultone
1633-83-6

1,4-butane sultone

1-dodecylimidazole
4303-67-7

1-dodecylimidazole

C19H36N2O3S

C19H36N2O3S

Conditions
ConditionsYield
In acetonitrile at 80℃; for 48h;99%
at 0 - 50℃;
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

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

C24H51N4O12S3Si(1+)*Cl(1-)

C24H51N4O12S3Si(1+)*Cl(1-)

Conditions
ConditionsYield
at 25℃; for 72h;99%
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

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

C19H18NO5S(1-)*Na(1+)

C19H18NO5S(1-)*Na(1+)

Conditions
ConditionsYield
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%
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

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

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

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

Conditions
ConditionsYield
In 1,2-dichloro-benzene at 118℃; for 25h;98.9%
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

1-ethyl-3-methyl-1H-imidazol-3-ium chloride

1-ethyl-3-methylimidazolium 4-chlorobutylsulfonate:

1-ethyl-3-methylimidazolium 4-chlorobutylsulfonate:

Conditions
ConditionsYield
In acetonitrile for 12h; Inert atmosphere; Reflux;98%
at 40℃; for 24h; neat (no solvent);
1,4-butane sultone
1633-83-6

1,4-butane sultone

2,5-dibromohydroquinone
14753-51-6

2,5-dibromohydroquinone

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

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

Conditions
ConditionsYield
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%
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

N,N,N',N'-tetramethylguanidine

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

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

Conditions
ConditionsYield
In toluene at 80 - 85℃; for 4h;98%
1,4-butane sultone
1633-83-6

1,4-butane sultone

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

1-tetradecylimidazole
54004-47-6

1-tetradecylimidazole

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

3-tetradecyl-1-(4-sulfobutyl)imidazolium trifluoromethanesulfonate

Conditions
ConditionsYield
Stage #1: 1,4-butane sultone; 1-tetradecylimidazole at 40℃; for 10h;
Stage #2: trifluorormethanesulfonic acid at 80℃; for 12h;
98%
1,4-butane sultone
1633-83-6

1,4-butane sultone

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

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
ConditionsYield
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%
1,4-butane sultone
1633-83-6

1,4-butane sultone

calix[8]arene
82452-93-5

calix[8]arene

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

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

Conditions
ConditionsYield
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%
1,2-dimethyl-1H-imidazole
1739-84-0

1,2-dimethyl-1H-imidazole

1,4-butane sultone
1633-83-6

1,4-butane sultone

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

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

1-butylsulfonic-2,3-dimethylimidazolium trifluoromethanesulfonate

Conditions
ConditionsYield
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
1-vinylimidazole
1072-63-5

1-vinylimidazole

1,4-butane sultone
1633-83-6

1,4-butane sultone

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

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

Conditions
ConditionsYield
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;
piperidine
110-89-4

piperidine

carbon disulfide
75-15-0

carbon disulfide

1,4-butane sultone
1633-83-6

1,4-butane sultone

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

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

Conditions
ConditionsYield
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%

1633-83-6Relevant articles and documents

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Harpp,Gleason

, p. 1314 (1971)

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Synthesis method of high-purity 1,4-butane sultone

-

Paragraph 0024-0033, (2019/02/13)

The invention discloses a synthesis method of high-purity 1,4-butane sultone. The synthesis method comprises the steps: 1, adding 4-chlorobutanol and a sodium sulfite solution into an alcohol solvent,raising the temperature until carrying out reflowing for 6 h, ending the reflowing to obtain a mixed solution A, concentrating the mixed solution A to recover the alcohol solvent, then, adding hydrochloric acid for acidification, carrying out concentration until a material becomes viscous, then, adding the alcohol solvent, separating out a sodium chloride crystal, carrying out filtration, and concentrating filtrate to recover the alcohol solvent so as to obtain 4-hydroxybutane sulfonic acid; 2, carrying out continuous flash evaporation dehydration on 4-hydroxybutane sulfonic acid at the vacuum degree of 1-8 mmHg and the temperature of 130-165 DEG C to obtain industrial-grade 1,4-butane sultone; and 3, adding an azeotrope into industrial-grade 1,4-butane sultone, carrying out normal-pressure fractional distillation to recover the azeotrope, then, carrying out reduced-pressure fractional distillation at the vacuum degree of 2-4 mmHg, and collecting fractions with the temperature of 120-121 DEG C to obtain high-purity 1,4-butane sultone. The method is simple and environment-friendly, the sulfonation yield is greatly increased, and the purity and yield of 1,4-butane sultone are greatly increased.

1,4-butane sultone and synthesis process thereof

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Paragraph 0050; 0056; 0062; 0067; 0073; 0078; 0084; 0095, (2017/07/23)

1,4-butane sultone and a synthesis process thereof relate to the field of fine chemical engineering. The synthesis process comprises the steps: 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. The synthesis process of the 1,4-butane sultone, provided by the invention, is easily available in raw materials, few in synthesis steps, high in yield, high in product purity and suitable for industrialized production. The invention also provides the 1,4-butane sultone which is prepared by the synthesis process and has high purity.

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