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138-42-1

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138-42-1 Usage

Chemical Properties

BEIGE TO YELLOW-ORANGE CRYSTALLINE POWDER

Uses

4-Nitrobenzenesulfonic acid is used in the preparation of diaryl compounds as antiviral agents.

Check Digit Verification of cas no

The CAS Registry Mumber 138-42-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 8 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 138-42:
(5*1)+(4*3)+(3*8)+(2*4)+(1*2)=51
51 % 10 = 1
So 138-42-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H5NO5S/c8-7(9)5-1-3-6(4-2-5)13(10,11)12/h1-4H,(H,10,11,12)/p-1

138-42-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Nitrobenzenesulfonic Acid

1.2 Other means of identification

Product number -
Other names 4-Nitrobenzenesulfonic acid

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:138-42-1 SDS

138-42-1Synthetic route

di(p-nitrophenyl) disulfide
100-32-3

di(p-nitrophenyl) disulfide

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane; acetonitrile at 20℃; for 1h;96%
With dihydrogen peroxide; trichlorophosphate In water at 80℃; for 1.08333h; Micellar solution;93%
With nitric acid
With nitric acid
2-chloro-4-nitrobenzene sulfonic acid
78846-76-1

2-chloro-4-nitrobenzene sulfonic acid

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 42℃; for 1.25h; Temperature;93%
para-nitrobenzenethiol
1849-36-1

para-nitrobenzenethiol

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII) In chloroform; acetonitrile at 20℃;92%
With dihydrogen peroxide; trichlorophosphate In water at 80℃; for 1.16667h; Micellar solution;91%
4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

Conditions
ConditionsYield
Stage #1: 4-Nitrobenzenesulfonyl chloride With N-ethyl-N,N-diisopropylamine; Wang resin In dichloromethane at 22℃;
Stage #2: With trifluoroacetic acid In dichloromethane for 1h; Further stages.;
74%
With water In 1,4-dioxane at 29.9℃; Rate constant; Mechanism; Thermodynamic data; kinetics; other temperatures; ΔH(excit.), ΔS(excit.);
With water In 1,4-dioxane at 39.9℃; Rate constant;
4-nitrobenzenesulfonyl peroxide
6209-72-9

4-nitrobenzenesulfonyl peroxide

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

Conditions
ConditionsYield
In chloroform for 168h; Ambient temperature;72%
With benzyl alcohol In ethyl acetate; benzene
nitrobenzene
98-95-3

nitrobenzene

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

nitrobenzene
98-95-3

nitrobenzene

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

3-Nitrobenzenesulfonic acid
98-47-5

3-Nitrobenzenesulfonic acid

Conditions
ConditionsYield
beim Sulfurieren;
benzenesulfonic acid
98-11-3

benzenesulfonic acid

A

2-nitrobenzenesulfonic acid
80-82-0

2-nitrobenzenesulfonic acid

B

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

C

3-Nitrobenzenesulfonic acid
98-47-5

3-Nitrobenzenesulfonic acid

Conditions
ConditionsYield
With nitric acid
4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

Conditions
ConditionsYield
With copper(I) oxide; nitric acid; sodium nitrite
With dihydrogen peroxide In acetic acid at 70 - 80℃; for 3.75h;
With Streptomyces thioluteus para-aminobenzoate N-oxygenase
morpholine
110-91-8

morpholine

C12H17N2O5S*H(1+)
114466-93-2

C12H17N2O5S*H(1+)

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

C6H12N*H(1+)

C6H12N*H(1+)

Conditions
ConditionsYield
In tetrahydrofuran; ethyl acetate at -10℃; Kinetics;
morpholine
110-91-8

morpholine

C12H17N2O5S*H(1+)
114466-88-5

C12H17N2O5S*H(1+)

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

C6H12N*H(1+)
62498-21-9

C6H12N*H(1+)

Conditions
ConditionsYield
In tetrahydrofuran; ethyl acetate at -10℃; Kinetics;
morpholine
110-91-8

morpholine

C13H11N2O5S*H(1+)
80953-40-8

C13H11N2O5S*H(1+)

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

Conditions
ConditionsYield
In tetrahydrofuran; ethyl acetate at -10℃; Kinetics;
morpholine
110-91-8

morpholine

C14H13N2O5S*H(1+)
114467-03-7

C14H13N2O5S*H(1+)

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

Conditions
ConditionsYield
In tetrahydrofuran; ethyl acetate at -10℃; Kinetics;
morpholine
110-91-8

morpholine

C9H8F3N2O5S*H(1+)
114466-98-7

C9H8F3N2O5S*H(1+)

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

C3H3F3N*H(1+)

C3H3F3N*H(1+)

Conditions
ConditionsYield
In tetrahydrofuran; ethyl acetate at -10℃; Kinetics;
morpholine
110-91-8

morpholine

C13H10N3O7S*H(1+)
114467-12-8

C13H10N3O7S*H(1+)

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

C7H5N2O2*H(1+)
67490-46-4

C7H5N2O2*H(1+)

Conditions
ConditionsYield
In tetrahydrofuran; ethyl acetate at -10℃; Kinetics;
morpholine
110-91-8

morpholine

C14H10F3N2O5S*H(1+)
114467-07-1

C14H10F3N2O5S*H(1+)

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

C8H5F3N*H(1+)

C8H5F3N*H(1+)

Conditions
ConditionsYield
In tetrahydrofuran; ethyl acetate at -10℃; Kinetics;
methanol
67-56-1

methanol

allyl-4-nitrophenylsulfonate
33420-11-0

allyl-4-nitrophenylsulfonate

A

methylallylether
627-40-7

methylallylether

B

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

Conditions
ConditionsYield
at 50℃; Rate constant; various solvents, other substituted allyl arenesulfonates;
methanol
67-56-1

methanol

methyl 4-nitrobenzenesulfonate
6214-20-6

methyl 4-nitrobenzenesulfonate

A

Dimethyl ether
115-10-6

Dimethyl ether

B

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

methanol
67-56-1

methanol

4-Nitrobenzenesulfonic acid ethyl ester
15481-55-7

4-Nitrobenzenesulfonic acid ethyl ester

A

ethyl methyl ether
540-67-0

ethyl methyl ether

B

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

methanol
67-56-1

methanol

4-Nitro-benzenesulfonic acid 1-methyl-2-phenyl-ethyl ester
134906-54-0

4-Nitro-benzenesulfonic acid 1-methyl-2-phenyl-ethyl ester

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

methyl 1-phenyl-2-propyl ether
10066-31-6

methyl 1-phenyl-2-propyl ether

Conditions
ConditionsYield
at 65℃; Rate constant; Thermodynamic data; Kinetics; ΔH(excit.), ΔS(excit.); other temperatures; different ratios of acetonitrile-methanol;
methanol
67-56-1

methanol

4-Nitro-benzenesulfonic acid 1-methyl-2-p-tolyl-ethyl ester
134906-51-7

4-Nitro-benzenesulfonic acid 1-methyl-2-p-tolyl-ethyl ester

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

1-(2-Methoxy-propyl)-4-methyl-benzene

1-(2-Methoxy-propyl)-4-methyl-benzene

Conditions
ConditionsYield
at 65℃; Rate constant; Thermodynamic data; Kinetics; ΔH(excit.), ΔS(excit.); other temperatures; different ratios of acetonitrile-methanol;
methanol
67-56-1

methanol

4-Nitro-benzenesulfonic acid 2-(4-chloro-phenyl)-1-methyl-ethyl ester
134906-57-3

4-Nitro-benzenesulfonic acid 2-(4-chloro-phenyl)-1-methyl-ethyl ester

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

1-Chloro-4-(2-methoxy-propyl)-benzene

1-Chloro-4-(2-methoxy-propyl)-benzene

Conditions
ConditionsYield
at 65℃; Rate constant; Thermodynamic data; Kinetics; ΔH(excit.), ΔS(excit.); other temperatures; different ratios of acetonitrile-methanol;
methanol
67-56-1

methanol

4-Nitro-benzenesulfonic acid 2-(4-methoxy-phenyl)-1-methyl-ethyl ester
133586-93-3

4-Nitro-benzenesulfonic acid 2-(4-methoxy-phenyl)-1-methyl-ethyl ester

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

1-(4-Methoxyphenyl)-2-methoxypropane
65725-89-5

1-(4-Methoxyphenyl)-2-methoxypropane

Conditions
ConditionsYield
at 65℃; Rate constant; Thermodynamic data; Kinetics; ΔH(excit.), ΔS(excit.); other temperatures; different ratios of acetonitrile-methanol;
methanol
67-56-1

methanol

4-Nitro-benzenesulfonic acid 1-methyl-2-(4-nitro-phenyl)-ethyl ester
134906-60-8

4-Nitro-benzenesulfonic acid 1-methyl-2-(4-nitro-phenyl)-ethyl ester

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

1-(2-Methoxy-propyl)-4-nitro-benzene

1-(2-Methoxy-propyl)-4-nitro-benzene

Conditions
ConditionsYield
at 65℃; Rate constant; Thermodynamic data; Kinetics; ΔH(excit.), ΔS(excit.); other temperatures; different ratios of acetonitrile-methanol;
methanol
67-56-1

methanol

(indan-2-yl) 4-nitrobenzenesulfonate

(indan-2-yl) 4-nitrobenzenesulfonate

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

indan-2-yl methyl ether
81887-53-8

indan-2-yl methyl ether

C

1-indene
95-13-6

1-indene

Conditions
ConditionsYield
at 45℃; Rate constant; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.); var. temp.; also in the aq. MeOH;
methanol
67-56-1

methanol

5-bromoindan-2-yl nitrobenzene-p-sulfonate

5-bromoindan-2-yl nitrobenzene-p-sulfonate

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

6-bromo-1H-indene
33065-61-1

6-bromo-1H-indene

C

5-bromo-2-methoxy-2,3-dihydro-1H-indene

5-bromo-2-methoxy-2,3-dihydro-1H-indene

Conditions
ConditionsYield
at 45℃; Rate constant; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.); var. temp.; also in the aq. MeOH;
methanol
67-56-1

methanol

5-nitroindan-2-yl nitrobenzene-p-sulfonate

5-nitroindan-2-yl nitrobenzene-p-sulfonate

A

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

B

6-Nitroindene
75476-80-1

6-Nitroindene

C

2-methoxy-5-nitro-2,3-dihydro-1H-indene
119273-93-7

2-methoxy-5-nitro-2,3-dihydro-1H-indene

Conditions
ConditionsYield
at 45℃; Rate constant; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.); also with aq. MeOH;
formic acid
64-18-6

formic acid

allyl-4-nitrophenylsulfonate
33420-11-0

allyl-4-nitrophenylsulfonate

A

3-formyloxy-propene
1838-59-1

3-formyloxy-propene

B

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

Conditions
ConditionsYield
at 50℃; Rate constant; various solvents, other substituted allyl arenesulfonates;
ethanol
64-17-5

ethanol

allyl-4-nitrophenylsulfonate
33420-11-0

allyl-4-nitrophenylsulfonate

A

3-ethoxyprop-1-ene
557-31-3

3-ethoxyprop-1-ene

B

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

Conditions
ConditionsYield
at 50℃; Rate constant; various solvents, other substituted allyl arenesulfonates;
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

Conditions
ConditionsYield
With hydrazine In ethanol at 80℃; for 0.166667h; Catalytic behavior; chemoselective reaction;99.9%
With ammonium sulfide
With hydrogenchloride; tin(ll) chloride
C23H30N2O2*ClH
84255-05-0

C23H30N2O2*ClH

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

4-[(1-oxopropyl)phenylamino]-4-methoxymethyl piperidine nosylate
1225323-79-4

4-[(1-oxopropyl)phenylamino]-4-methoxymethyl piperidine nosylate

Conditions
ConditionsYield
Stage #1: C23H30N2O2*ClH With hydrogen; palladium 10% on activated carbon In water; acetic acid at 60℃; under 863.483 - 915.2 Torr; for 12h;
Stage #2: With sodium hydroxide In water at 5 - 30℃;
Stage #3: p-nitrobenzenesulfonic acid In n-heptane; ethyl acetate at 40 - 50℃; Product distribution / selectivity;
97%
2-acetylpropanoic acid ethyl ester
609-14-3

2-acetylpropanoic acid ethyl ester

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

Ethyl 2-<<(p-nitrophenyl)sulfonyl>oxy>-2-methylacetoacetate
124716-85-4

Ethyl 2-<<(p-nitrophenyl)sulfonyl>oxy>-2-methylacetoacetate

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;95%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

Conditions
ConditionsYield
With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; potassium chloride at 25℃; for 0.0333333h; Neat (no solvent);95%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

N,N-diethyl-3-oxobutanamide
2235-46-3

N,N-diethyl-3-oxobutanamide

N,N-diethyl-2-((p-nitrobenzenesulfonyl)oxy)-3-oxobutanamide
135878-39-6

N,N-diethyl-2-((p-nitrobenzenesulfonyl)oxy)-3-oxobutanamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;93%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

acetylacetone
123-54-6

acetylacetone

2-<<(p-Nitrophenyl)sulfonyl>oxy>-2,4-pentanedione
124716-87-6

2-<<(p-Nitrophenyl)sulfonyl>oxy>-2,4-pentanedione

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;93%
tetrahydrofuran
109-99-9

tetrahydrofuran

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

benzalacetophenone
94-41-7

benzalacetophenone

4-(2-bromo-3-oxo-1,3-diphenylpropoxy)butyl 4-nitrobenzenesulfonate

4-(2-bromo-3-oxo-1,3-diphenylpropoxy)butyl 4-nitrobenzenesulfonate

Conditions
ConditionsYield
With N-Bromosuccinimide; zinc(II) chloride for 40h; Inert atmosphere; diastereoselective reaction;93%
tetrahydrofuran
109-99-9

tetrahydrofuran

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

benzalacetophenone
94-41-7

benzalacetophenone

C25H24BrNO7S

C25H24BrNO7S

Conditions
ConditionsYield
With N-chloro-succinimide at -35℃; for 24h; Inert atmosphere;93%
(2'S,5S)-9-fluoro-6,7-dihydro-8-(4-(N-tert-butoxycarbonyl-L-alaninyl-oxy)-piperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid
948895-92-9

(2'S,5S)-9-fluoro-6,7-dihydro-8-(4-(N-tert-butoxycarbonyl-L-alaninyl-oxy)-piperidin-1-yl)-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

(2'S,5S)-9-fluoro-6,7-dihydro-8-{4-(L-alaninyloxy)-piperidin-1-yl}-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid nitrobenzenesulfonic acid salt

(2'S,5S)-9-fluoro-6,7-dihydro-8-{4-(L-alaninyloxy)-piperidin-1-yl}-5-methyl-1-oxo-1H,5H-benzo[i,j]quinolizine-2-carboxylic acid nitrobenzenesulfonic acid salt

Conditions
ConditionsYield
In acetone Heating / reflux;92.43%
2-oxo-propionic acid ethyl ester
617-35-6

2-oxo-propionic acid ethyl ester

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

3-(4-nitro-benzenesulfonyloxy)-2-oxo-propionic acid ethyl ester

3-(4-nitro-benzenesulfonyloxy)-2-oxo-propionic acid ethyl ester

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;92%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

cyclohexanone
108-94-1

cyclohexanone

2-<(4-Nitrobenzenesulfonyl)oxy>cyclohexanone
98990-62-6

2-<(4-Nitrobenzenesulfonyl)oxy>cyclohexanone

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;90%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

para-methylacetophenone
122-00-9

para-methylacetophenone

4-nitro-benzenesulfonic acid 2-oxo-2-p-tolyl-ethyl ester
335163-16-1

4-nitro-benzenesulfonic acid 2-oxo-2-p-tolyl-ethyl ester

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;90%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

2,4-dimethylpentan-3-one
565-80-0

2,4-dimethylpentan-3-one

2,4-dimethyl-2-<(p-nitrophenyl)sulfonyloxy>-3-pentanone
98990-67-1

2,4-dimethyl-2-<(p-nitrophenyl)sulfonyloxy>-3-pentanone

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;90%
2-iodo-1-phenylpropan-1-one
6084-15-7

2-iodo-1-phenylpropan-1-one

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

4-Nitro-benzenesulfonic acid 1-methyl-2-oxo-2-phenyl-ethyl ester
98990-64-8

4-Nitro-benzenesulfonic acid 1-methyl-2-oxo-2-phenyl-ethyl ester

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In acetonitrile at 80℃; for 24h; Inert atmosphere; Schlenk technique;90%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

ethyl 3-oxo-3-phenylpropionate
94-02-0

ethyl 3-oxo-3-phenylpropionate

Ethyl 2-<<(p-nitrophenyl)sulfonyl>oxy>-2-benzoylacetate
124716-83-2

Ethyl 2-<<(p-nitrophenyl)sulfonyl>oxy>-2-benzoylacetate

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;89%
1-(2-furyl)-1-ethanone
1192-62-7

1-(2-furyl)-1-ethanone

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

4-nitro-benzenesulfonic acid 2-furan-2-yl-2-oxo-ethyl ester

4-nitro-benzenesulfonic acid 2-furan-2-yl-2-oxo-ethyl ester

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;88%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

acetophenone
98-86-2

acetophenone

2-<(4-Nitrobenzenesulfonyl)oxy>-1-phenylethanone
55660-72-5

2-<(4-Nitrobenzenesulfonyl)oxy>-1-phenylethanone

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;88%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

1-phenyl-propan-1-one
93-55-0

1-phenyl-propan-1-one

4-Nitro-benzenesulfonic acid 1-methyl-2-oxo-2-phenyl-ethyl ester
98990-64-8

4-Nitro-benzenesulfonic acid 1-methyl-2-oxo-2-phenyl-ethyl ester

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;87%
phenyl benzyl ketone
451-40-1

phenyl benzyl ketone

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

2-<(4-Nitrobenzenesulfonyl)oxy>-1,2-diphenylethanone
87119-38-8

2-<(4-Nitrobenzenesulfonyl)oxy>-1,2-diphenylethanone

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;85%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

inden-1-one
83-33-0

inden-1-one

4-Nitro-benzenesulfonic acid 1-oxo-indan-2-yl ester
155060-13-2

4-Nitro-benzenesulfonic acid 1-oxo-indan-2-yl ester

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;85%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

3,4-dihydronaphthalene-1(2H)-one
529-34-0

3,4-dihydronaphthalene-1(2H)-one

2-<(4-Nitrobenzenesulfonyl)oxy>-1-tetralone
98990-65-9

2-<(4-Nitrobenzenesulfonyl)oxy>-1-tetralone

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;85%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

diethyl malonate
105-53-3

diethyl malonate

2-(4-nitro-benzenesulfonyloxy)-malonic acid diethyl ester

2-(4-nitro-benzenesulfonyloxy)-malonic acid diethyl ester

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene Microwave irradiation;85%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

5-Methyl-2-hexanone
110-12-3

5-Methyl-2-hexanone

4-Nitro-benzenesulfonic acid 1-acetyl-3-methyl-butyl ester

4-Nitro-benzenesulfonic acid 1-acetyl-3-methyl-butyl ester

Conditions
ConditionsYield
With copper(II) oxide In acetonitrile for 13h; Heating;84%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

butanone
78-93-3

butanone

4-Nitro-benzenesulfonic acid 1-methyl-2-oxo-propyl ester

4-Nitro-benzenesulfonic acid 1-methyl-2-oxo-propyl ester

Conditions
ConditionsYield
With copper(II) oxide In acetonitrile for 13h; Heating;84%
p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

(1S,2S)-trans-2-azidocyclopentanol
125356-51-6

(1S,2S)-trans-2-azidocyclopentanol

4-Nitrobenzenesulfonyl chloride
98-74-8

4-Nitrobenzenesulfonyl chloride

(+/-)-trans-4-nitro-benzenesulfonic acid 2-azido-cyclopentyl ester

(+/-)-trans-4-nitro-benzenesulfonic acid 2-azido-cyclopentyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane84%
tetrahydrofuran
109-99-9

tetrahydrofuran

(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

4-(2-bromo-1,2-diphenylethoxy)butyl 4-nitrobenzenesulfonate

4-(2-bromo-1,2-diphenylethoxy)butyl 4-nitrobenzenesulfonate

Conditions
ConditionsYield
With N-Bromosuccinimide at 25℃; for 24h; Inert atmosphere; diastereoselective reaction;84%
tetrahydrofuran
109-99-9

tetrahydrofuran

(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

p-nitrobenzenesulfonic acid
138-42-1

p-nitrobenzenesulfonic acid

C24H24BrNO6S

C24H24BrNO6S

Conditions
ConditionsYield
With N-Bromosuccinimide at 25℃; for 24h;84%

138-42-1Relevant articles and documents

Two pathways of arenesulfonyl chlorides hydrolysis. Anionic intermediates in SAN-hydrolysis of 4-nitrobenzenesulfonyl chloride

Ivanov,Gnedin,Kislov

, p. 733 - 739 (2004)

Arenesulfonyl chlorides undergo the hydrolysis in water and binary aqueous solvents along two pathways of SAN mechanism involving cyclic intermediate with pentacoordinate sulfur atom (H2O) nSO2(Cl)Ar and through anionic intermediate HO -SO2(Cl)Ar(H2 O)n. The contribution of the process involving anionic intermediates grows with increasing σp constant and attained maximum value for 4- nitrobenzenesulfonyl chloride. In water and 17 water-dioxane mixtures the relation of apparent first-order rate constants and activation parameters to the molar fraction of dioxane in the mixture (0-0.25) are not monotonic, and the hydrolysis process is catalyzed by dioxane.

Karusu et al.

, p. 1553,1556 (1970)

Accurate Kinetic Studies by High-Performance Liquid Chromatography

Bentley, T. William,Gream, George E.

, p. 1776 - 1778 (1985)

-

Vicary, D. R.,Hinshelwood, C. N.

, (1939)

The through-bond interaction of a sulfur lone pair with oxygenated substituents in the thiacyclohexane framework

Andrau, Laura,White, Jonathan M.

, p. 531 - 534 (2005)

Low-temperature X-ray crystal structures were determined on a range of derivatives of 4-thiacyclohexanol 5a of varying electron demand with a view to finding evidence for a through-bond interaction between the sulfur lone pair and the oxygenated substituent. In contrast to earlier suggestions, plots of C-OR bond distance versus pKa (ROH) showed that any interaction between the sulfur and the OR group is unlikely to be of a through-bond origin. Furthermore, unimolecular solvolysis rate measurements on the nosylate ester derivative 5g showed that the sulfur actually retards the reaction slightly in comparison with the corresponding sulfur-free analogue 6. CSIRO 2005.

Preparation method of aromatic sulfonic acid compound

-

Paragraph 0021; 0025, (2016/11/17)

The invention discloses a preparation method of an aromatic sulfonic acid compound, and aims to provide the preparation method of the aromatic sulfonic acid compound, wherein the method is simple in process, low in equipment requirements, high in capacity, wide in raw material sources and small in environmental influence. The method is characterized by comprising the steps: with a starting material aromatic amine compound, dissolving in an acid, carrying out a diazotization reaction with sodium nitrite to prepare a diazocompound; carrying out a reaction of a catalyst cuprous salt with a thionyl chloride aqueous solution, and carrying out a sulfonylation reaction with the prepared diazocompound to obtain an aromatic sulfonyl chloride compound or an aromatic sulfonyl chloride hydrochloride compound, next hydrolyzing to obtain a crude product aromatic sulfonic acid compound, finally purifying through a beating way by an acidic solvent and an alcohol solution, and thus obtaining the high-purity aromatic sulfonic acid compound. The method is friendly to environment, has certain cost advantages, avoids use of more expensive aromatic thiol compounds as starting materials, and is beneficial for industrial production.

Synthesis method of 3-cloro-5-bromoaniline

-

Paragraph 0013, (2017/01/23)

The invention discloses a synthesis method of 3-cloro-5-bromoaniline, and belongs to the technical field of organic synthesis. According to the method, benzenesulfonic acid is used as raw materials; firstly, concentrated nitric acid and a manganese dioxide catalyst are added for generating p-nitrobenzenesulphonic acid; then, NBS is added to generate 2-bromine p-nitrophenyl sulfonic acid; next, HCl is added for generating 2-cloro-6-bromine p-nitrophenyl sulfonic acid; next, a CH3COOH solution is added; benzenesulfonic acid in the 2-cloro-6-bromine p-nitrophenyl sulfonic acid is removed to obtain 3-cloro-5-bromonitrobenzene; finally, reducing Na2S and Zn are added for reduction, so that the 3-cloro-5-bromoaniline prepared by the method is obtained. Examples prove that the synthesis method has the advantages that the preparation is convenient and simple; the environment is protected; no pollution is caused; the equipment investment is low; any pollution does not exist; the yield reaches more than 85 percent.

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