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657-84-1

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657-84-1 Usage

Chemical Properties

white powder

Uses

Different sources of media describe the Uses of 657-84-1 differently. You can refer to the following data:
1. Usually used as a supporting electrolyte for depositing polypyrrole membranes, ang also used as a solute to study the performance of resin particles.
2. Sodium?p-Toluenesulfonate can be used for high-efficiency for cleaning explosives.
3. Sodium p-toluenesulfonate was used as a supporting electrolyte for depositing polypyrrole membranes. It was also used as a solute to study the performance of resin particles.

Flammability and Explosibility

Nonflammable

Purification Methods

Dissolve it in distilled water, filter it to remove insoluble impurities and evaporate it to dryness. Then recrystallise it from MeOH or EtOH, and dry it at 110o. Its solubility in EtOH is not high (maximum 2.5%), so that Soxhlet extraction with EtOH may be preferable. Sodium p-toluenesulfonate has also been crystallised from Et2O and dried under a vacuum at 50o. [Beilstein 11 I 4, 11 II 6, cf Gibson & Reid J Chem Soc 879 1923.]

Check Digit Verification of cas no

The CAS Registry Mumber 657-84-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,5 and 7 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 657-84:
(5*6)+(4*5)+(3*7)+(2*8)+(1*4)=91
91 % 10 = 1
So 657-84-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H8O3S.Na.H/c1-6-2-4-7(5-3-6)11(8,9)10;;/h2-5H,1H3,(H,8,9,10);;/rC7H8O3S.HNa/c1-6-2-4-7(5-3-6)11(8,9)10;/h2-5H,1H3,(H,8,9,10);1H

657-84-1 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (A19332)  p-Toluenesulfonic acid sodium salt, 90+%   

  • 657-84-1

  • 50g

  • 240.0CNY

  • Detail
  • Alfa Aesar

  • (A19332)  p-Toluenesulfonic acid sodium salt, 90+%   

  • 657-84-1

  • 250g

  • 636.0CNY

  • Detail
  • Aldrich

  • (152536)  Sodiump-toluenesulfonate  95%

  • 657-84-1

  • 152536-5G

  • 475.02CNY

  • Detail
  • Aldrich

  • (152536)  Sodiump-toluenesulfonate  95%

  • 657-84-1

  • 152536-100G

  • 872.82CNY

  • Detail
  • Aldrich

  • (152536)  Sodiump-toluenesulfonate  95%

  • 657-84-1

  • 152536-500G

  • 3,396.51CNY

  • Detail

657-84-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name p-Toluenesulfonic Acid, Sodium Salt

1.2 Other means of identification

Product number -
Other names Sodium p-toluenesulfonate

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:657-84-1 SDS

657-84-1Synthetic route

magnesium para-toluenesulfonate

magnesium para-toluenesulfonate

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With sodium carbonate In water at 5 - 90℃; for 4h;99%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

A

di(p-tolyl) disulfide
103-19-5

di(p-tolyl) disulfide

B

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With trifluoroacetic anhydride; sodium iodide In acetone for 13h; Ambient temperature;A 6%
B 84%
2,2,2-Trifluoroethyl p-toluenesulfonate
433-06-7

2,2,2-Trifluoroethyl p-toluenesulfonate

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With sodium hydroxide In methanol; dichloromethane at 20℃; for 16h;82%
toluene-4-sulfonic acid 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester
67674-48-0

toluene-4-sulfonic acid 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With sodium hydroxide In methanol; dichloromethane at 20℃; for 16h;82%
toluene-4-sulfonic acid 2,2,2-trichloro-ethyl ester
57392-61-7

toluene-4-sulfonic acid 2,2,2-trichloro-ethyl ester

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With sodium hydroxide In methanol; dichloromethane at 20℃; for 16h;80%
toluene-4-sulfonic acid phenyl ester
640-60-8

toluene-4-sulfonic acid phenyl ester

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With sodium hydroxide In methanol; dichloromethane at 20℃; for 16h;72%
C44H52NO14S(1-)*Na(1+)

C44H52NO14S(1-)*Na(1+)

A

sodium tosylate
657-84-1

sodium tosylate

B

rifamycin S
13553-79-2

rifamycin S

Conditions
ConditionsYield
In ethyl acetate at 70℃; for 5.75h; Product distribution;A 71%
B 46%
toluene-4-sulfonic acid 2,2,2-trifluoro-1-phenyl-ethyl ester
13652-13-6

toluene-4-sulfonic acid 2,2,2-trifluoro-1-phenyl-ethyl ester

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With sodium hydroxide In methanol; dichloromethane at 20℃; for 16h;65%
monochloronitromethane
1794-84-9

monochloronitromethane

sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

A

di(p-tolyl) disulfide
103-19-5

di(p-tolyl) disulfide

B

nitromethyl p-tolyl sulfone
51351-89-4

nitromethyl p-tolyl sulfone

C

sodium tosylate
657-84-1

sodium tosylate

D

p-tolylsulphenyl toluene-p-sulphonate

p-tolylsulphenyl toluene-p-sulphonate

Conditions
ConditionsYield
With nitromethane In N,N-dimethyl-formamide for 24h; Ambient temperature;A 2%
B 7%
C 64%
D 26%
methanol
67-56-1

methanol

nitromethane anion
18137-96-7

nitromethane anion

p-toluenesulfonyl fluoride
455-16-3

p-toluenesulfonyl fluoride

A

sodium tosylate
657-84-1

sodium tosylate

B

methyl p-toluene sulfonate
80-48-8

methyl p-toluene sulfonate

Conditions
ConditionsYield
at 20℃; for 20h;A 54%
B 37%
ethanol
64-17-5

ethanol

toluene-p-sulfonyl bromide
1950-69-2

toluene-p-sulfonyl bromide

A

sodium tosylate
657-84-1

sodium tosylate

B

ethyl ester of p-toluenesulfonic acid
80-40-0

ethyl ester of p-toluenesulfonic acid

Conditions
ConditionsYield
In water at 23℃; for 24h;A 47%
B 51%
toluene-p-sulfonyl bromide
1950-69-2

toluene-p-sulfonyl bromide

A

sodium tosylate
657-84-1

sodium tosylate

B

ethyl ester of p-toluenesulfonic acid
80-40-0

ethyl ester of p-toluenesulfonic acid

Conditions
ConditionsYield
In ethanol; water at 23℃; for 24h;A 47%
B 51%
ethanol
64-17-5

ethanol

sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

A

bis(4-methylphenyl)disulfone
10409-07-1

bis(4-methylphenyl)disulfone

B

nitromethyl p-tolyl sulfone
51351-89-4

nitromethyl p-tolyl sulfone

C

sodium tosylate
657-84-1

sodium tosylate

D

ethyl ester of p-toluenesulfonic acid
80-40-0

ethyl ester of p-toluenesulfonic acid

Conditions
ConditionsYield
With bromonitromethane In water at 24℃; for 2h;A 15%
B 24%
C 42%
D 18%
bromonitromethane
563-70-2

bromonitromethane

sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

A

bis(4-methylphenyl)disulfone
10409-07-1

bis(4-methylphenyl)disulfone

B

nitromethyl p-tolyl sulfone
51351-89-4

nitromethyl p-tolyl sulfone

C

sodium tosylate
657-84-1

sodium tosylate

D

ethyl ester of p-toluenesulfonic acid
80-40-0

ethyl ester of p-toluenesulfonic acid

Conditions
ConditionsYield
In ethanol; water at 24℃; for 2h;A 15%
B 24%
C 42%
D 18%
sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

A

bis(4-methylphenyl)disulfone
10409-07-1

bis(4-methylphenyl)disulfone

B

nitromethyl p-tolyl sulfone
51351-89-4

nitromethyl p-tolyl sulfone

C

sodium tosylate
657-84-1

sodium tosylate

D

ethyl ester of p-toluenesulfonic acid
80-40-0

ethyl ester of p-toluenesulfonic acid

Conditions
ConditionsYield
With bromonitromethane In ethanol; water at 24℃; for 2h;A 15%
B 24%
C 42%
D 18%
toluene-p-sulfonyl bromide
1950-69-2

toluene-p-sulfonyl bromide

sodium nitromethane
25854-38-0

sodium nitromethane

A

bis(4-methylphenyl)disulfone
10409-07-1

bis(4-methylphenyl)disulfone

B

nitromethyl p-tolyl sulfone
51351-89-4

nitromethyl p-tolyl sulfone

C

sodium tosylate
657-84-1

sodium tosylate

D

ethyl ester of p-toluenesulfonic acid
80-40-0

ethyl ester of p-toluenesulfonic acid

Conditions
ConditionsYield
In ethanol; water at 23℃; for 24h; Further byproducts given;A 17%
B 8%
C 41%
D 30%
toluene-p-sulfonyl bromide
1950-69-2

toluene-p-sulfonyl bromide

A

bis(4-methylphenyl)disulfone
10409-07-1

bis(4-methylphenyl)disulfone

B

nitromethyl p-tolyl sulfone
51351-89-4

nitromethyl p-tolyl sulfone

C

sodium tosylate
657-84-1

sodium tosylate

D

ethyl ester of p-toluenesulfonic acid
80-40-0

ethyl ester of p-toluenesulfonic acid

Conditions
ConditionsYield
With sodium nitromethane In ethanol; water at 23℃; for 24h; Further byproducts given;A 17%
B 8%
C 41%
D 30%
2-bromo-2-nitropropane
5447-97-2

2-bromo-2-nitropropane

sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

A

α-nitroisopropyl p-tolyl sulfone
21272-86-6

α-nitroisopropyl p-tolyl sulfone

B

sodium tosylate
657-84-1

sodium tosylate

C

p-tolylsulphenyl toluene-p-sulphonate

p-tolylsulphenyl toluene-p-sulphonate

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 0.333333h;A 31%
B 36%
C 15%
(2,12-dimethyl-3,11-bis(1-(methylamino)ethylidene)-1,5,9,13-tetraazacyclohexadeca-1,4,9,12-tetraene-κ4N)nickel(II) hexafluorophosphate

(2,12-dimethyl-3,11-bis(1-(methylamino)ethylidene)-1,5,9,13-tetraazacyclohexadeca-1,4,9,12-tetraene-κ4N)nickel(II) hexafluorophosphate

decane-1,10-diyl bis(4-methylbenzenesulfonate)
36247-33-3

decane-1,10-diyl bis(4-methylbenzenesulfonate)

{(2,3,14,15,17,23-hexamethyl-3,14,18,22,25,29-hexaazabicyclo{14.7.7}triaconta-1,15,17,22,24,29-hexaene-κ(4)N)nickel(II)} hexafluorophosphate*acetonitrile

{(2,3,14,15,17,23-hexamethyl-3,14,18,22,25,29-hexaazabicyclo{14.7.7}triaconta-1,15,17,22,24,29-hexaene-κ(4)N)nickel(II)} hexafluorophosphate*acetonitrile

B

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With Na; MeOH In tetrahydrofuran; acetonitrile simultaneous addn. of solns. of Ni-complex and Na/MeOH to boiling MeCN (6 h), refluxing (36 h, pptn.), cooling to room temp.; chromy., crystn. (MeCN/MeOH); elem.anal.;A 36%
B n/a
(2,12-dimethyl-3,11-bis(1-(methylamino)ethylidene)-1,5,9,13-tetraazacyclohexadeca-1,4,9,12-tetraene-κ4N)nickel(II) hexafluorophosphate

(2,12-dimethyl-3,11-bis(1-(methylamino)ethylidene)-1,5,9,13-tetraazacyclohexadeca-1,4,9,12-tetraene-κ4N)nickel(II) hexafluorophosphate

nonane-1,9-diyl bis(4-methylbenzenesulfonate)
73992-42-4

nonane-1,9-diyl bis(4-methylbenzenesulfonate)

{(2,3,13,14,16,22-hexamethyl-3,13,17,21,24,28-hexaazabicyklo{13.7.7}nonacosa-1,14,16,21,23,28-hexaene-κ(4)N)nickel(II)} hexafluorophosphate

{(2,3,13,14,16,22-hexamethyl-3,13,17,21,24,28-hexaazabicyklo{13.7.7}nonacosa-1,14,16,21,23,28-hexaene-κ(4)N)nickel(II)} hexafluorophosphate

B

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With Na; MeOH In acetonitrile simultaneous addn. of solns. of Ni-complex and Na/MeOH to boiling MeCN (over 4 h), refluxing (24 h, pptn.), cooling to room temp.; filtration, volume reduction, repeated chromy. (Al2O3,MeCN), EtOH addn., crystn. (12 h, freezer), washing (EtOH), drying (vac.); elem. anal.;A 36%
B n/a
butyl para-toluenesulfonate
778-28-9

butyl para-toluenesulfonate

A

1-bromo-butane
109-65-9

1-bromo-butane

B

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With cetyltrimethylammonim bromide; sodium bromide In water at 25℃; Rate constant; Equilibrium constant; Kinetics;
With sodium bromide In water at 25℃; Rate constant;
With (CTA)2SO4; sodium bromide In water at 25℃; Rate constant;
butyl para-toluenesulfonate
778-28-9

butyl para-toluenesulfonate

A

n-Butyl chloride
109-69-3

n-Butyl chloride

B

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With cetyltrimethylammonium chloride; sodium chloride In water at 25℃; Rate constant; Equilibrium constant; Kinetics;
With sodium chloride In water at 25℃; Rate constant;
With (CTA)2SO4; sodium chloride In water at 25℃; Rate constant;
chlorosulfonate de trimethylsilyle
4353-77-9

chlorosulfonate de trimethylsilyle

4-tolyltrimethylstannane
937-12-2

4-tolyltrimethylstannane

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With sodium hydrogencarbonate 1) CCl4, rt, 1 h, 2) H2O, 20 min; Yield given. Multistep reaction;
thiophenolate
13133-62-5

thiophenolate

toluene-4-sulfonic acid 2-isocyano-ethyl ester
20647-85-2

toluene-4-sulfonic acid 2-isocyano-ethyl ester

A

sodium tosylate
657-84-1

sodium tosylate

B

(2-Isocyano-ethylsulfanyl)-benzene
3126-28-1

(2-Isocyano-ethylsulfanyl)-benzene

Conditions
ConditionsYield
With sodium ethanolate Rate constant; Product distribution; multistep reaction, 1.) ethanol, 25 deg C; 2.) ethanol;
p-tolylsulfonylmethyl p-toluenesulfonate
14894-58-7

p-tolylsulfonylmethyl p-toluenesulfonate

A

formaldehyd
50-00-0

formaldehyd

B

sodium tosylate
657-84-1

sodium tosylate

C

sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

Conditions
ConditionsYield
With sodium hydroxide; cetyltrimethylammonim bromide In water at 32.1℃; Rate constant; Mechanism; oder SDS, Igepal catalysis (25 deg C); solvolysis in H2O, H2O-dioxane;
N-methyl-N-nitrosotoluene-p-sulfonamide
80-11-5

N-methyl-N-nitrosotoluene-p-sulfonamide

B

sodium tosylate
657-84-1

sodium tosylate

Conditions
ConditionsYield
With sodium hydroxide; cetyltrimethylammonim bromide In ethanol at 25℃;
With sodium hydroxide; sodium dodecyl-sulfate In ethanol at 25℃; Kinetics; other micellar aggregates; other solvent;
α-p-Tolylsulfonylbenzyl-p-toluenesulfonat
62586-47-4

α-p-Tolylsulfonylbenzyl-p-toluenesulfonat

A

sodium tosylate
657-84-1

sodium tosylate

B

benzaldehyde
100-52-7

benzaldehyde

C

sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

Conditions
ConditionsYield
With sodium hydroxide; cetyltrimethylammonim bromide In water at 32.1℃; Rate constant; Mechanism;
1-phenyl-2-(p-tolylsulfonyloxy)ethanone
7257-94-5

1-phenyl-2-(p-tolylsulfonyloxy)ethanone

sodium phenylsulfonate
515-42-4

sodium phenylsulfonate

A

sodium tosylate
657-84-1

sodium tosylate

B

α-phenylsulfonyloxyacetophenone
98475-06-0

α-phenylsulfonyloxyacetophenone

Conditions
ConditionsYield
With 18-crown-6 ether In sulfolane at 50℃; Rate constant; Equilibrium constant;
Toluene-4-sulfonic acid 4-nitro-benzenesulfonylmethyl ester
31081-08-0

Toluene-4-sulfonic acid 4-nitro-benzenesulfonylmethyl ester

A

formaldehyd
50-00-0

formaldehyd

B

sodium tosylate
657-84-1

sodium tosylate

C

sodium 4-nitrobenzenesulfinate
15959-31-6

sodium 4-nitrobenzenesulfinate

Conditions
ConditionsYield
With sodium hydroxide; cetyltrimethylammonim bromide In water at 32.1℃; Rate constant; Mechanism; solvolysis in H2O-dioxane;
C42H60N4(4+)*C7H7O3S(1-)*4Cl(1-)*Na(1+)
121625-38-5

C42H60N4(4+)*C7H7O3S(1-)*4Cl(1-)*Na(1+)

A

sodium tosylate
657-84-1

sodium tosylate

B

QCP44
103901-40-2

QCP44

Conditions
ConditionsYield
Equilibrium constant;
sodium tosylate
657-84-1

sodium tosylate

p-toluenesulfonyl iodide
1950-78-3

p-toluenesulfonyl iodide

Conditions
ConditionsYield
With iodine100%
sodium tosylate
657-84-1

sodium tosylate

2,2-difluoro-1,3-dimethyl-imidazolidine
220405-40-3

2,2-difluoro-1,3-dimethyl-imidazolidine

2-fluoro-1,3-dimethylimidazolinium p-toluenesulfonate
960508-05-8

2-fluoro-1,3-dimethylimidazolinium p-toluenesulfonate

Conditions
ConditionsYield
In acetonitrile at 0 - 30℃; for 3h; Product distribution / selectivity;100%
In [D3]acetonitrile at 20 - 30℃; for 3h; Product distribution / selectivity;
sodium tosylate
657-84-1

sodium tosylate

(8S,9R)-(-)-N-benzylcinchonidinium chloride
69221-14-3, 69257-04-1, 95189-65-4

(8S,9R)-(-)-N-benzylcinchonidinium chloride

N-9-benzylcinchonidinium p-toluenesulfonate
1092983-01-1

N-9-benzylcinchonidinium p-toluenesulfonate

Conditions
ConditionsYield
In dichloromethane; water100%
18-crown-6 ether
17455-13-9

18-crown-6 ether

sodium tosylate
657-84-1

sodium tosylate

C12H24O6*C7H7O3S(1-)*Na(1+)

C12H24O6*C7H7O3S(1-)*Na(1+)

Conditions
ConditionsYield
In methanol at 60℃; for 1h;100%
dibenzo-18-crown-6
14187-32-7

dibenzo-18-crown-6

sodium tosylate
657-84-1

sodium tosylate

C20H24O6*C7H7O3S(1-)*Na(1+)

C20H24O6*C7H7O3S(1-)*Na(1+)

Conditions
ConditionsYield
In methanol at 60℃; for 1h;100%
p-N,N-dimethylaminobenzamidopropyl(dimethyl)(lauryl)ammonium chloride
849699-52-1

p-N,N-dimethylaminobenzamidopropyl(dimethyl)(lauryl)ammonium chloride

sodium tosylate
657-84-1

sodium tosylate

(p-methoxycinnamidopropyl)dimethylamine
104040-44-0

(p-methoxycinnamidopropyl)dimethylamine

Conditions
ConditionsYield
In water99.93%
p-methoxy cinnamidopropyldimethyllauryl ammonium chloride
104024-25-1

p-methoxy cinnamidopropyldimethyllauryl ammonium chloride

sodium tosylate
657-84-1

sodium tosylate

p-methoxy cinnamidopropyldimethyllauryl ammonium tosylate

p-methoxy cinnamidopropyldimethyllauryl ammonium tosylate

Conditions
ConditionsYield
In water99.83%
sodium tosylate
657-84-1

sodium tosylate

1-phenyl-acetone
103-79-7

1-phenyl-acetone

1-phenyl-1-tosylpropan-2-one
14195-17-6

1-phenyl-1-tosylpropan-2-one

Conditions
ConditionsYield
With iodine; triethylamine In methanol at 20℃; for 6h;98%
[(bpy)PdIV(CH2CMe2-o-C6H4)(F)(OTf)]

[(bpy)PdIV(CH2CMe2-o-C6H4)(F)(OTf)]

sodium tosylate
657-84-1

sodium tosylate

tetramethylammonium toluene-p-sulphonate
3983-91-3

tetramethylammonium toluene-p-sulphonate

C27H27FN2O3PdS

C27H27FN2O3PdS

Conditions
ConditionsYield
In [D3]acetonitrile at 25℃; for 12h;98%
sodium tosylate
657-84-1

sodium tosylate

3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
4568-71-2

3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride

3-benzyl-5-(2-hydroxyethyl)-4-methylthiazolium paratoluenesulfonate

3-benzyl-5-(2-hydroxyethyl)-4-methylthiazolium paratoluenesulfonate

Conditions
ConditionsYield
In water at 20℃; for 4h; Inert atmosphere;98%
norborn-2-ene
498-66-8

norborn-2-ene

sodium tosylate
657-84-1

sodium tosylate

bicyclo[2.2.1]heptan-2-yl(p-tolyl)sulfane

bicyclo[2.2.1]heptan-2-yl(p-tolyl)sulfane

Conditions
ConditionsYield
With sulfuric acid; triphenylphosphine In water at 50℃; for 10h;98%
titanium(IV) isopropylate
546-68-9

titanium(IV) isopropylate

water
7732-18-5

water

sodium tosylate
657-84-1

sodium tosylate

citric acid
77-92-9

citric acid

3C6H5O7(3-)*Ti(4+)*5Na(1+)*19.5H2O

3C6H5O7(3-)*Ti(4+)*5Na(1+)*19.5H2O

Conditions
ConditionsYield
Stage #1: titanium(IV) isopropylate; water; citric acid In tetrahydrofuran at 90℃; for 1h;
Stage #2: sodium tosylate With sodium hydroxide In tetrahydrofuran pH=4.75;
98%
(4-methoxy-3-(trifluoromethyl)phenyl)boronic acid
149507-36-8

(4-methoxy-3-(trifluoromethyl)phenyl)boronic acid

2-(diacetoxyiodo)mesitylene
33035-41-5

2-(diacetoxyiodo)mesitylene

sodium tosylate
657-84-1

sodium tosylate

C17H17F3IO(1+)*C7H7O3S(1-)

C17H17F3IO(1+)*C7H7O3S(1-)

Conditions
ConditionsYield
Stage #1: (4-methoxy-3-(trifluoromethyl)phenyl)boronic acid With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 0.166667h; Sealed tube; Inert atmosphere;
Stage #2: 2-(diacetoxyiodo)mesitylene In dichloromethane at 0 - 20℃; Sealed tube; Inert atmosphere;
Stage #3: sodium tosylate In dichloromethane; water for 0.005h; Inert atmosphere;
98%
sodium tosylate
657-84-1

sodium tosylate

tert-butyl 2-(2-methoxyethoxymethyl)acrylate
133208-86-3

tert-butyl 2-(2-methoxyethoxymethyl)acrylate

C18H26O6S

C18H26O6S

Conditions
ConditionsYield
Stage #1: sodium tosylate; tert-butyl 2-(2-methoxyethoxymethyl)acrylate With iodine In ethyl acetate
Stage #2: With triethylamine
97%
allylbenzene
300-57-2

allylbenzene

sodium tosylate
657-84-1

sodium tosylate

(3-phenylpropyl)(p-tolyl)sulfane
38644-97-2

(3-phenylpropyl)(p-tolyl)sulfane

Conditions
ConditionsYield
With sulfuric acid; triphenylphosphine In water at 50℃; for 10h;97%
1-(2-chlorophenyl)ethanone
2142-68-9

1-(2-chlorophenyl)ethanone

sodium tosylate
657-84-1

sodium tosylate

1-(2-chlorophenyl)-2-(p-tosyl)ethanone
710984-18-2

1-(2-chlorophenyl)-2-(p-tosyl)ethanone

Conditions
ConditionsYield
With iodine; triethylamine In methanol at 20℃; for 6h;96%
Cinnamyl acetate
21040-45-9

Cinnamyl acetate

sodium tosylate
657-84-1

sodium tosylate

trans-cinnamyl p-tolyl sulfone
16215-11-5

trans-cinnamyl p-tolyl sulfone

Conditions
ConditionsYield
With palladium 10% on activated carbon; cetyltrimethylammonim bromide; triphenylphosphine In water at 70℃; for 3h; Tsuji-Trost Allylation; Micellar solution; Green chemistry;96%
2,4,6-trimethylstyrene
769-25-5

2,4,6-trimethylstyrene

sodium tosylate
657-84-1

sodium tosylate

p-tolyl(2,4,6-trimethylphenethyl)sulfane

p-tolyl(2,4,6-trimethylphenethyl)sulfane

Conditions
ConditionsYield
With sulfuric acid; triphenylphosphine In water at 50℃; for 10h;96%
sodium tosylate
657-84-1

sodium tosylate

β-naphthol
135-19-3

β-naphthol

1-(4-methylphenylsulfenyl)naphthalen-2-ol
799764-32-2

1-(4-methylphenylsulfenyl)naphthalen-2-ol

Conditions
ConditionsYield
With hydrogenchloride In water at 80℃; for 6h;96%
sodium tosylate
657-84-1

sodium tosylate

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

1,3,5-trimethyl-2-(toluene-4-sulfonyl)-benzene
5184-64-5

1,3,5-trimethyl-2-(toluene-4-sulfonyl)-benzene

Conditions
ConditionsYield
With methanesulfonic acid; phosphorus pentoxide at 20℃; for 24h;95%
(μ-pyrazine)decaamminediruthenium(II,III) pentachloride
94780-98-0

(μ-pyrazine)decaamminediruthenium(II,III) pentachloride

sodium tosylate
657-84-1

sodium tosylate

Creutz-Taube complex
87922-21-2

Creutz-Taube complex

Conditions
ConditionsYield
In water under Ar, a satd. aq. soln. of Na(tos) was added to a soln. of ((NH3)5Ru(N2C4H4)Ru(NH3)5)Cl5*5H2O in water; ppt. was filtered off, washed with ethanol and ether, dried in vac.; elem. anal.;95%
2,6-dichlorostyrene
28469-92-3

2,6-dichlorostyrene

sodium tosylate
657-84-1

sodium tosylate

(E)-1,3-dichloro-2-(2-tosylvinyl)benzene
1346705-02-9

(E)-1,3-dichloro-2-(2-tosylvinyl)benzene

Conditions
ConditionsYield
With sodium periodate; acetic acid; potassium iodide In acetonitrile at 20℃; for 3h;95%
1-hexadecyl-3-(6-hydroxyhexyl)imidazolium chloride
1354971-75-7

1-hexadecyl-3-(6-hydroxyhexyl)imidazolium chloride

sodium tosylate
657-84-1

sodium tosylate

1-hexadecyl-3-(6-hydroxyhexyl)imidazolium tosylate
1354971-77-9

1-hexadecyl-3-(6-hydroxyhexyl)imidazolium tosylate

Conditions
ConditionsYield
In dichloromethane; water95%
ethyl 2-benzoylacrylate
22415-01-6

ethyl 2-benzoylacrylate

sodium tosylate
657-84-1

sodium tosylate

2-(4-methylbenzyl)-3-oxo-3-phenylpropionic acid ethyl ester

2-(4-methylbenzyl)-3-oxo-3-phenylpropionic acid ethyl ester

Conditions
ConditionsYield
With copper dichloride; palladium dichloride In 1,4-dioxane at 90℃; for 8h; Baylis-Hillman Reaction;95%
C14H16O3

C14H16O3

sodium tosylate
657-84-1

sodium tosylate

butyl 2-(4-methylbenzyl)-3-oxo-3-phenylpropanoate
1407163-01-2

butyl 2-(4-methylbenzyl)-3-oxo-3-phenylpropanoate

Conditions
ConditionsYield
With copper dichloride; palladium dichloride In 1,4-dioxane at 90℃; for 8h; Baylis-Hillman Reaction;95%
sodium tosylate
657-84-1

sodium tosylate

para-bromoacetophenone
99-90-1

para-bromoacetophenone

1-(4-bromophenyl)-2-tosylethanone
31377-97-6

1-(4-bromophenyl)-2-tosylethanone

Conditions
ConditionsYield
With iodine; triethylamine In methanol at 20℃; for 6h;95%
sodium tosylate
657-84-1

sodium tosylate

acetone
67-64-1

acetone

4-toluenesulfonylacetone
5366-49-4

4-toluenesulfonylacetone

Conditions
ConditionsYield
With iodine; triethylamine at 20℃; for 6h;95%
2-vinylpyridine
100-69-6

2-vinylpyridine

sodium tosylate
657-84-1

sodium tosylate

4-methylphenyl 2-(2-pyridyl)ethyl sulfide
109845-78-5

4-methylphenyl 2-(2-pyridyl)ethyl sulfide

Conditions
ConditionsYield
With sulfuric acid; triphenylphosphine In water at 50℃; for 10h;95%
sodium tosylate
657-84-1

sodium tosylate

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; 18-crown-6 ether In acetone for 20h; Heating;94%
Stage #1: sodium tosylate With potassium phosphate; bis(trichloromethyl) carbonate In dichloromethane at 0 - 5℃; for 0.0833333h;
Stage #2: With triethylamine In dichloromethane at 20℃; for 0.5h;
93%
With trichlorophosphate In sulfolane; acetonitrile at 68 - 72℃; for 0.666667h;87%

657-84-1Relevant articles and documents

Predicting the hydrolytic breakdown rates of organophosphorus chemical warfare agent simulants using association constants derived from hydrogen bonded complex formation events

Chu, Dominique F.,Clark, Ewan R.,Ellaby, Rebecca J.,Hiscock, Jennifer,Pépés, Antigoni

, (2021/11/22)

Organophosphorus (OP) chemical warfare agents (CWAs) represent an ongoing global threat, through either purposeful environmental release or the need to dispose of historic stockpiles. This presents a need for the development of novel decontamination technologies. Due to the toxic nature and legal limitations placed on OP CWAs, the use of appropriate OP simulants that mimic the reactivity but not the toxicity of the agents themselves is vital to decontamination studies. Herein, we show that association constants derived from non-specific hydrogen bonded complexation events may be used as parameters within models to predict simulant reactivity. We also discuss the limitations that should be placed on such data.

Method for recycling byproduct p-toluene magnesium sulfonate to synthesize tenofovir

-

Paragraph 0035; 0036, (2019/10/01)

The invention relates to the technical field of medicine chemicals and in particular discloses a method for recycling a byproduct p-toluene magnesium sulfonate to synthesize tenofovir. According to the method, hydroxymethylphosphonic acid diethyl ester and paratoluensulfonyl chloride are adopted as raw materials, magnesium carbonate is adopted as an acid-binding agent, p-toluenesulfonyl oxymethyldiethyl phosphate is synthesized, tenofovir is synthesized from the p-toluenesulfonyl oxymethyl diethyl phosphate and R-9-(2-hydroxypropyl), and meanwhile, a byproduct p-toluene magnesium sulfonate isgenerated; and magnesium carbonate and sodium p-toluenesulfonate are generated through a reaction of the p-toluene magnesium sulfonate and sodium carbonate. According to the method, the byproduct p-toluene magnesium sulfonate is mainly recycled, process treatment difficulties are reduced, byproducts p-toluene magnesium sulfonate and magnesium chloride which are obtained after treatment are high in purity, export sales can be achieved, the magnesium carbonate can be applied to synthesis of the p-toluenesulfonyl oxymethyl diethyl phosphate, and the production cost can be reduced.

Profiling sulfonate ester stability: Identification of complementary protecting groups for sulfonates

Miller, Stephen C.

scheme or table, p. 4632 - 4635 (2010/09/17)

(Figure presented) Sulfonation is prized for its ability to impart water-solubility to hydrophobic molecules such as dyes. This modification is usually performed as a final step, since sulfonated molecules are poorly soluble in most organic solvents, which complicates their synthesis and purification. This work compares the intrinsic lability of different sulfonate esters, identifying new sulfonate protecting groups and mild, selective cleavage conditions.

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