• Name

  thionitrobenzoic acid

• EINECS
• CAS No. 15139-21-6
• Article Data46
• CAS DataBase
• Density 1.575 g/cm³
• Solubility
• Melting Point
• Formula C₇H₅NO₄S
• Boiling Point 419.2 °C at 760 mmHg
• Molecular Weight 199.187
• Flash Point 207.4 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 2-Nitro-5-mercaptobenzoicacid;2-Nitro-5-thiobenzoic acid;2-Nitro-5-thiolbenzoic acid;3-Carboxy-4-nitrobenzenethiol;5-Mercapto-2-nitrobenzoic acid;
• PSA 121.92000
• LogP 2.10490

Synthetic route

69-78-3

5,5'-dithiobis-(2-nitrobenzoic acid)

15139-21-6

5-thio-2-nitrobenzoic acid

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol; water at 0 - 20℃;	97%
With dithionite(2-); cetyltrimethylammonim bromide In water Kinetics; Equilibrium constant; further reagents, catalysts;
With 2-(N,N-dimethylamino)ethanol; 2-mercaptoethylamine hydrochloride In water at 25℃; for 1h; Yield given;

5,5’-dithiobis-(2-nitrobenzoic acid)

15139-21-6

5-thio-2-nitrobenzoic acid

Conditions

Conditions	Yield
With hydrogenchloride; 2-amino-2-hydroxymethyl-1,3-propanediol; diothiothreitol In water at 20℃; for 2h; pH=8;	55%

921-01-7, 3374-22-9, 4371-52-2, 40143-64-4, 40143-66-6, 40143-69-9, 52-90-4

rac-cysteine

69-78-3

5,5'-dithiobis-(2-nitrobenzoic acid)

A

15139-21-6

5-thio-2-nitrobenzoic acid

B

5-(2-Amino-2-carboxy-ethyldisulfanyl)-2-nitro-benzoic acid

Conditions

Conditions	Yield
In water at 25℃; Rate constant; spectroscopic method, variation of the pH: the rate constant for the thiol-disulfide exchange (kSH) and for the thiolate ion-disulfide exchange (Ks-) as well as the activation energy were determined;

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52-90-4

L-Cysteine

149997-68-2

5-(2-cyanoethyldithio)-2-nitrobenzoic acid

A

15139-21-6

5-thio-2-nitrobenzoic acid

B

(R)-2-Amino-3-(2-cyano-ethyldisulfanyl)-propionic acid

Conditions

Conditions	Yield
With sodium phosphate buffer In ethanol Rate constant;

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7218-04-4, 26117-28-2, 616-91-1

N-Acetylcysteine

69-78-3

5,5'-dithiobis-(2-nitrobenzoic acid)

A

B

5-(2-Acetylamino-2-carboxy-ethyldisulfanyl)-2-nitro-benzoic acid

Conditions

Conditions	Yield
In water at 25℃; Rate constant; spectroscopic method, variation of the pH: the rate constant for the thiol-disulfide exchange (kSH) and for the thiolate ion-disulfide exchange (Ks-) as well as the activation energy were determined;

...Expand

52-66-4

DL-Penicillamin

69-78-3

5,5'-dithiobis-(2-nitrobenzoic acid)

A

15139-21-6

5-thio-2-nitrobenzoic acid

B

5-(2-Amino-2-carboxy-1,1-dimethyl-ethyldisulfanyl)-2-nitro-benzoic acid

Conditions

Conditions	Yield
In water at 25℃; Rate constant; spectroscopic method, variation of the pH: the rate constant for the thiol-disulfide exchange (kSH) and for the thiolate ion-disulfide exchange (Ks-) as well as the activation energy were determined;

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552-24-9

5,5’-dithiobis(2-nitrobenzoate)

A

15139-21-6

5-thio-2-nitrobenzoic acid

B

77874-90-9

3-carboxylate-4-nitrothiophenoxide ion

Conditions

Conditions	Yield
With sodium dithionite; di-C18 vesicles; Tris buffer; potassium chloride at 25℃; Rate constant; also Di-C16 vesicles, also laced with varying ammounts cholesterol;

69-78-3

5,5'-dithiobis-(2-nitrobenzoic acid)

3411-58-3, 69685-04-7, 85950-53-4, 89830-80-8

L-cysteine ethylester

A

15139-21-6

5-thio-2-nitrobenzoic acid

B

5-(2-Amino-2-ethoxycarbonyl-ethyldisulfanyl)-2-nitro-benzoic acid

Conditions

Conditions	Yield
In water at 25℃; Rate constant; spectroscopic method, variation of the pH: the rate constant for the thiol-disulfide exchange (kSH) and for the thiolate ion-disulfide exchange (Ks-) as well as the activation energy were determined;

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5-(2-Cyano-ethylsulfanyl)-2-nitro-benzoic acid

A

15139-21-6

5-thio-2-nitrobenzoic acid

B

107-13-1

acrylonitrile

Conditions

Conditions	Yield
hydroxide In water; dimethyl sulfoxide at 25℃; Rate constant; elimination, other base;

5-(1,2-Dicyano-ethylsulfanyl)-2-nitro-benzoic acid

A

15139-21-6

5-thio-2-nitrobenzoic acid

B

764-42-1

1,2-Dicyanoethylene

Conditions

Conditions	Yield
piperidine In water; dimethyl sulfoxide at 25℃; Rate constant; elimination, other bases;

69-78-3

5,5'-dithiobis-(2-nitrobenzoic acid)

60-23-1

Cysteamine

A

15139-21-6

5-thio-2-nitrobenzoic acid

B

71899-86-0

S-<(3-carboxy-4-nitrophenyl)thio>-2-aminoethanethiol

Conditions

Conditions	Yield
In water at 25℃; Rate constant; spectroscopic method, variation of the pH: the rate constant for the thiol-disulfide exchange (kSH) and for the thiolate ion-disulfide exchange (Ks-) as well as the activation energy were determined;

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69-78-3

5,5'-dithiobis-(2-nitrobenzoic acid)

107-96-0

3-mercaptopropionic acid

A

15139-21-6

5-thio-2-nitrobenzoic acid

B

5-(2-Carboxy-ethyldisulfanyl)-2-nitro-benzoic acid

Conditions

Conditions	Yield
In water at 25℃; Rate constant; spectroscopic method, variation of the pH: the rate constant for the thiol-disulfide exchange (kSH) and for the thiolate ion-disulfide exchange (Ks-) as well as the activation energy were determined;
With ethylenediaminetetraacetic acid; MES buffer Rate constant; ionic strength dependency;

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Thionitrobenzoic acid Specification