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150-13-0

Basic Information
CAS No.: 150-13-0
Name: 4-Aminobenzoic acid
Molecular Structure:
Molecular Structure of 150-13-0 (4-Aminobenzoic acid)
Formula: C7H7NO2
Molecular Weight: 137.14
Synonyms: Benzoic acid,4-amino-;para-aminobenzoate;Benzoic acid, 4-amino-;Anti-Chromotrichia factor;Acidum paraminobenzoicum;para-Aminobenzoic acid;Trichochromogenic factor;P.A.B.A. ( Para Aminobenzoic Acid );
EINECS: 205-753-0
Density: 1.315 g/cm3
Melting Point: 186-189 °C
Boiling Point: 339.9 °C at 760 mmHg
Flash Point: 159.4 °C
Solubility: water:4.7 g/L (20 °C)
Appearance: White to off white crystalline powder
Hazard Symbols: IrritantXi,HarmfulXn
Risk Codes: 22-36/37/38-43
Safety: 26-36/37/39
Transport Information:
PSA: 63.32000
LogP: 1.54820
Synthetic route
62-23-7

4-nitro-benzoic acid

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With sodium tetrahydroborate In water at 50℃; for 0.0833333h; Green chemistry;100%
With hydrogen In ethanol; water at 25℃; under 11251.1 Torr; for 6h; chemoselective reaction;99%
With hydrazine hydrate In water at 110℃; Sealed tube; Green chemistry;99%
6427-66-3

4-azidobenzoic acid

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With diphenyl sulfide; hydrogen; palladium on activated charcoal In methanol at 20℃; under 760 Torr; for 24h;100%
With palladium on activated charcoal; hydrogen In methanol at 20℃; for 24h; chemoselective reaction;100%
With formic acid; tris(2,2'-bipyridyl)ruthenium dichloride; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; Irradiation; chemoselective reaction;99%
623-04-1

4-aminobenzenemethanol

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With silica-supported Jones reagent In dichloromethane for 0.035h;99.8%
With potassium hydroxide In 1,3,5-trimethyl-benzene at 160℃; for 24h; Inert atmosphere;75%
Stage #1: 4-aminobenzenemethanol With C27H29BrFIrN2O; potassium hydroxide In toluene for 10h; Inert atmosphere; Reflux;
Stage #2: With hydrogenchloride In water
67%
Stage #1: 4-aminobenzenemethanol With ((CH3C6H4CH(CH3)2)RuI(C6H4NC3H2NCH3)); potassium hydroxide In m-xylene for 6h; Schlenk technique; Reflux; Inert atmosphere;
Stage #2: With hydrogenchloride In water; m-xylene pH=6; Schlenk technique; Inert atmosphere;
10%
62-23-7

4-nitro-benzoic acid

12percent nickel/Al-SBA-15 fiber

12percent nickel/Al-SBA-15 fiber

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With hydrogen In ethanol at 109.84℃; under 18751.9 Torr; for 7.5h; Autoclave; Green chemistry; chemoselective reaction;99%
619-58-9

4-iodobenzoic acid

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With copper(l) iodide; ascorbic acid In ammonia at 25℃; for 18h; liquid NH3;97%
With ammonium hydroxide; copper(l) iodide; phosphate potassium salt In N,N-dimethyl-formamide at 20℃; for 36h; Inert atmosphere;88%
586-91-4

azobenzene-4,4'-dicarboxylic acid

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With aminomethylpolystyrene-supported formate; palladium on activated charcoal In methanol at 20℃; for 4h;96%
With polystyrene-CH2-HN3(+)HCO2(-); magnesium In methanol at 20℃; for 0.283333h;95%
With aminomethyl polysterene resin formic acid salt; zinc In methanol at 20℃; for 0.333333h;94%
With sodium dithionite; water In dimethyl sulfoxide at 20℃; pH=7.4; Kinetics; phosphate buffer;
With sodium tetrahydroborate; water; fullerene-C60; sodium hydroxide at 20℃; for 5h; pH=11; UV-irradiation;
14786-27-7

benzyl 4-nitrobenzoate

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With formic acid; potassium hydroxide In ethanol at 70℃; for 1h;96%
1562-93-2

4-(2-phenyldiazen-1-yl)benzoic acid

A

150-13-0

4-amino-benzoic acid

B

62-53-3

aniline

Conditions
ConditionsYield
With formic acid; zinc In methanol at 20℃; for 0.166667h;A 80%
B 95%
With hydrazine hydrate; aluminium In ethanol Heating;A 87%
B 95%
With zinc; hydrazinium monoformate In methanol for 0.15h; Heating;A 90%
B n/a
7681-52-9

sodium hypochlorite

6757-31-9

methyl-4-carbamoylbenzoate

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
Stage #1: methyl-4-carbamoylbenzoate With sodium hydroxide In water at 0℃; Hofmann Degradation;
Stage #2: sodium hypochlorite In water at 0 - 50℃; for 3.5h; Product distribution / selectivity;
95%
619-45-4

4-methoxycarbonyl aniline

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With AlBrCl3(1-)*C5H5N*H(1+) at 140℃; for 3h;95%
With water; potassium hydroxide In methanol at 55℃; for 3h; Inert atmosphere;78%
With sodium hydroxide for 1h;
873-74-5

4-Aminobenzonitrile

A

2835-68-9

4-aminobenzamide

B

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With water at 140℃; for 6h; Sealed tube;A 94%
B 6%
With potassium phosphate buffer at 30℃; for 9h; Rhodococcus sp. AJ270 cells;A 63.7%
B 9.7%
With phosphate buffer at 30℃; for 48h; rhodococcus rhodocrous AJ270, pH 7.0;A 30%
B 38%
With potassium phosphate buffer at 30℃; for 48h; Rhodococcus sp. AJ270 cells;A 30.1%
B 37.5%
556-08-1

p-(acetylamino)benzoic acid

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With pepsin immobilized on terephthalaldehyde functionalized chitosan magnetic nanoparticle In acetonitrile at 20℃; for 48h; pH=2;90%
With ammonium bromide; ethylenediamine at 70℃; for 5h; Microwave irradiation; Inert atmosphere; neat (no solvent);81%
With hydrogenchloride
With ethanol at 60℃; Acidic conditions;
586-76-5

4-Bromobenzoic acid

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With copper(I) oxide; 1-D-O-Methyl-chiro-inositol; ammonia; sodium hydroxide In water at 100℃; for 12h;88%
With ammonium hydroxide; diethylenetriaminopentaacetic acid; copper(II) oxide; potassium hydroxide In water at 100℃; for 12h; Sealed tube;87%
With ammonium hydroxide; copper at 125℃;
1562-93-2

4-(2-phenyldiazen-1-yl)benzoic acid

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With hydrazine hydrate In ethanol Heating;87%
With ammonium formate; nickel In methanol at 20℃; for 0.166667h;80%
106-49-0

p-toluidine

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With tert.-butylhydroperoxide In water at 60℃; for 4.5h; Green chemistry;86%
With urea-hydrogen peroxide at 125 - 127℃; for 0.0138889h; microwave irradiation;79%
Multi-step reaction with 3 steps
1: beim Zusammenschmelzen
2: potassium permanganate; water
3: fuming hydrochloric acid
View Scheme
With manganese(IV) oxide; oxygen; 1N,3N,5N-trihydroxy-1,3,5-triazin-2,4,6[1H,3H,5H]-trione at 80℃; for 11h; Ionic liquid;
107692-58-0

4-Amino-benzoic acid 2-oxo-2-phenyl-ethyl ester

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With sodium hydrogen telluride In N,N-dimethyl-formamide for 0.333333h; Ambient temperature;83%
2835-68-9

4-aminobenzamide

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With niobium(V) oxide; water In neat (no solvent) for 20h; Reflux; Inert atmosphere;81%
37790-20-8

(E)-4-(phenyldiazenyl)benzoic acid

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With nickel; hydrazinium monoformate In methanol for 0.166667h; Heating;80%
619-72-7

4-nitrobenzonitrile

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With triethylammonium formate; zinc In water at 20℃; for 0.166667h;80%
619-42-1

4-methoxycarbonylphenyl bromide

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With diethylenetriaminopentaacetic acid; ammonia; copper(II) oxide; potassium hydroxide In water at 100℃; for 12h;80%
619-44-3

methyl 4-iodobenzoate

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With copper(l) iodide; ammonia; water; sodium phosphate at 100℃; for 15h;77%
6427-66-3

4-azidobenzoic acid

109-89-7

diethylamine

A

150-13-0

4-amino-benzoic acid

B

7-Diethylamino-6H-azepine-4-carboxylic acid

Conditions
ConditionsYield
In acetonitrile Ambient temperature; Irradiation; Title compound not separated from byproducts;A 15%
B 70%
6427-66-3

4-azidobenzoic acid

A

150-13-0

4-amino-benzoic acid

B

7-Diethylamino-6H-azepine-4-carboxylic acid

Conditions
ConditionsYield
With diethylamine In acetonitrile Ambient temperature; Irradiation; Title compound not separated from byproducts;A 15%
B 70%
201230-82-2

carbon monoxide

540-37-4

p-aminoiodobenzene

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With potassium carbonate; palladium diacetate In water; N,N-dimethyl-formamide at 25℃; under 760 Torr; for 4h;68%
With water; sodium carbonate; palladium diacetate at 20 - 165℃; under 10501.1 - 22502.3 Torr; for 0.333333h; microwave irradiation;60%
61273-18-5

4-nitro-benzoic acid-(2,2,2-trichloro-ethyl ester)

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With zinc In acetic acid at 20℃; for 2h;66%
404-26-2

4-(trifluoroacetamido)benzoic acid

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With sodium hydroxide; water for 4h; Ambient temperature;62%
99-92-3

4-Aminoacetophenone

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
With meta-dinitrobenzene; sodium hydroxide In water at 100℃; for 2.5h; Sealed tube;25.4%
59247-47-1

tert-butyl-4-bromobenzoate

A

18144-47-3

tert-butyl 4-aminobenzoate

B

150-13-0

4-amino-benzoic acid

Conditions
ConditionsYield
Stage #1: tert-butyl-4-bromobenzoate With polystyrene Rink amine resin; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane; tert-butyl alcohol at 80℃; for 20h;
Stage #2: With trifluoroacetic acid In dichloromethane for 0.75h;
A n/a
B 21%
82194-17-0

(1R,4R,5R,8S)-4-Amino-8-bromo-6-oxa-bicyclo[3.2.1]oct-2-en-7-one

A

150-13-0

4-amino-benzoic acid

82194-18-1

Sodium; (3S,4S)-4-amino-3-hydroxy-cyclohexa-1,5-dienecarboxylate

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water for 4h; Ambient temperature;A 5%
B n/a
102-92-1

cinnamoyl chloride

150-13-0

4-amino-benzoic acid

54057-59-9

4-{[(2E)-3-phenylprop-2-enoyl]amino}benzoic acid

Conditions
ConditionsYield
With pyridine In toluene for 12h;100%
67-56-1

methanol

150-13-0

4-amino-benzoic acid

619-45-4

4-methoxycarbonyl aniline

Conditions
ConditionsYield
With thionyl chloride for 2h; Esterification; Heating;100%
With acetyl chloride at 20℃; for 168h; Inert atmosphere;100%
With thionyl chloride at 0 - 20℃;100%
150-13-0

4-amino-benzoic acid

121-33-5

vanillin

63098-82-8

4-[(4-hydroxy-3-methoxybenzylidene)amino]benzoic acid

Conditions
ConditionsYield
With acetic acid In ethanol at 20℃; for 4h;100%
In ethanol Inert atmosphere; Reflux;76%
With triethylamine In ethanol at 20℃;60%
150-13-0

4-amino-benzoic acid

67-63-0

isopropyl alcohol

18144-43-9

isopropyl 4-aminobenzoate

Conditions
ConditionsYield
Stage #1: 4-amino-benzoic acid; isopropyl alcohol With thionyl chloride at 20℃; for 90h; Reflux;
Stage #2: With sodium hydrogencarbonate In water; isopropyl alcohol
100%
With thionyl chloride; sodium carbonate for 2h; Heating;89%
With hydrogenchloride
150-13-0

4-amino-benzoic acid

456-22-4

4-Fluorobenzoic acid

Conditions
ConditionsYield
100%
With pyridine hydrogenfluoride; sodium nitrite 1.) O deg C, 20 min, 2.) 100 deg C, 1 h;89%
With hydrogen fluoride; sodium nitrite
150-13-0

4-amino-benzoic acid

6427-66-3

4-azidobenzoic acid

Conditions
ConditionsYield
With C4H5N5OS*H2O*ClH; Cu(2+)*O4S(2-)*5ClH In methanol at 20℃;100%
Stage #1: 4-amino-benzoic acid With hydrogenchloride; sodium nitrite In ethanol; water at 0℃; for 1h;
Stage #2: With sodium azide In ethanol; water at 0 - 20℃; for 24h;
100%
Stage #1: 4-amino-benzoic acid With sulfuric acid; sodium nitrite In water at -5℃; for 0.5h;
Stage #2: With sodium azide In water for 0.5h;
100%
150-13-0

4-amino-benzoic acid

24537-25-5

4-sulfinylamino-benzoyl chloride

Conditions
ConditionsYield
With thionyl chloride In toluene Heating;100%
With thionyl chloride
150-13-0

4-amino-benzoic acid

17405-00-4

4-carboxybenzenediazonium chloride

Conditions
ConditionsYield
With nitrosylchloride under 750.075 Torr; for 24h;100%
With potassium nitrite Diazotization.Die waessr. Loesung des Salzes des Benzoesaeure-diazoniumhydroxyds-(4) erhaelt man in verd. Mineralsaeure;
With sodium nitrite Diazotization.Die waessr. Loesung des Salzes des Benzoesaeure-diazoniumhydroxyds-(4) erhaelt man in verd. Mineralsaeure;
24424-99-5

di-tert-butyl dicarbonate

150-13-0

4-amino-benzoic acid

66493-39-8

4-(N-tert-butoxycarbonyl)aminobenzoic acid

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water at 20℃; for 24h;100%
With triethylamine In 1,4-dioxane; water at 20℃; for 24h;100%
98%
3757-06-0

coumarin 3-carboxylic acid chloride

150-13-0

4-amino-benzoic acid

1847-05-8

Coumarin-3-carbonsaeure-<4-carboxy-anilid>

Conditions
ConditionsYield
With pyridine In toluene for 12h;100%
150-13-0

4-amino-benzoic acid

16106-38-0

4-aminobenzoyl chloride

Conditions
ConditionsYield
With thionyl chloride at 50 - 60℃; for 2h; Inert atmosphere;100%
With thionyl chloride at 50 - 60℃; for 2h; Inert atmosphere;100%
With thionyl chloride for 16h; Heating / reflux;100%
150-13-0

4-amino-benzoic acid

116409-05-3

(7S,8R)-7-Methyl-8-(3,4,5-trimethoxy-phenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromen-6-ol

4-[(7S,8R)-7-Methyl-8-(3,4,5-trimethoxy-phenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]chromen-6-ylamino]-benzoic acid

Conditions
ConditionsYield
In methanol for 0.75h; Heating;100%
150-13-0

4-amino-benzoic acid

3-[(E)-2-(4-Carboxy-phenylcarbamoyl)-vinyl]-4,6-dichloro-1H-indole-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With sodium hydroxide In isopropyl alcohol at 60℃; for 11h;100%
150-13-0

4-amino-benzoic acid

619-68-1

4-nitrosobenzoic acid

Conditions
ConditionsYield
With oxone||potassium monopersulfate triple salt In dichloromethane; water at 20℃; for 1h;100%
With oxone||potassium monopersulfate triple salt In dichloromethane at 20℃; for 1h; Inert atmosphere;100%
With sodium tungstate; phosphoric acid; tetrabutylammomium bromide; dihydrogen peroxide In chloroform at 35 - 40℃; for 2.5h;93%
122664-30-6

N-acetyl-β-phenylacetoacetamide

150-13-0

4-amino-benzoic acid

4-(2,6-dimethyl-4-oxo-5-phenyl-4H-pyrimidin-1-yl)-benzoic acid

Conditions
ConditionsYield
With acetic acid for 1h; Heating;100%
150-13-0

4-amino-benzoic acid

2285-12-3

o-trifluoromethyl-phenylisocyanate

4-[3-(2-trifluoromethyl-phenyl)-ureido]-benzoic acid

Conditions
ConditionsYield
In tetrahydrofuran Ambient temperature;100%
150-13-0

4-amino-benzoic acid

poly(p-methyltriazenestyrene)

poly(p-methyltriazenestyrene)

619-45-4

4-methoxycarbonyl aniline

Conditions
ConditionsYield
In 1,2-dimethoxyethane at 20℃; for 96h;100%
100-39-0

benzyl bromide

150-13-0

4-amino-benzoic acid

19008-43-6

benzyl 4-aminobenzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;100%
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;91%
In N,N-dimethyl-formamide at 20℃; for 24h;91%
81-84-5

1,8-Naphthalic anhydride

150-13-0

4-amino-benzoic acid

135980-47-1

4-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-benzoic acid

Conditions
ConditionsYield
zinc diacetate In 1-methyl-pyrrolidin-2-one at 160℃; for 15h;100%
With sodium acetate; acetic acid Inert atmosphere; Reflux;92%
In N,N-dimethyl-formamide Reflux;72%
150-13-0

4-amino-benzoic acid

69-72-7

salicylic acid

64896-26-0

5-[2-(4-carboxyphenyl)diazen-1-yl]-2-hydroxybenzoic acid

Conditions
ConditionsYield
Stage #1: 4-amino-benzoic acid With hydrogenchloride In water at 20 - 25℃;
Stage #2: With sodium nitrite In water at -2 - 2℃;
Stage #3: salicylic acid Further stages;
100%
Stage #1: 4-amino-benzoic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h;
Stage #2: salicylic acid With sodium hydroxide In water at 0 - 5℃; for 1h;
80%
1159710-60-7

1-methyl-3-[(S)-morpholin-3-ylmethyl]-1H-indole-5-carboxylic acid dimethylamide

150-13-0

4-amino-benzoic acid

1258967-63-3

3-[(S)-4-(4-aminobenzoyl)morpholin-3-ylmethyl]-1-methyl-1H-indole-5-carboxylic acid dimethylamide

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 90℃; for 2h;100%
248590-47-8

25,26,27,28-tetrakis(hydroxy)calix[4]arene

150-13-0

4-amino-benzoic acid

125583-12-2

5,11,17,23-tetrakis[(p-carboxyphenyl)azo]-25,26,27,28-tetra-hydroxy calix[4]arene

Conditions
ConditionsYield
With hydrogenchloride; sodium acetate; sodium nitrite In methanol; water; N,N-dimethyl-formamide at 2 - 20℃; for 2h;100%
Stage #1: 4-amino-benzoic acid With sodium hydroxide; sodium nitrite at 0℃;
Stage #2: With hydrogenchloride In water at 0℃;
Stage #3: 25,26,27,28-tetrakis(hydroxy)calix[4]arene With sodium acetate In water; N,N-dimethyl-formamide for 2h; pH=6-7;
88%
Stage #1: 25,26,27,28-tetrakis(hydroxy)calix[4]arene; 4-amino-benzoic acid With hydrogenchloride; sodium acetate; sodium nitrite In water; N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 60℃; for 0.5h;
87%
150-13-0

4-amino-benzoic acid

68-12-2, 33513-42-7

N,N-dimethyl-formamide

3191-48-8

N'-(4-hydroxycarbonylphenyl)-N,N-dimethylformamidinium chloride

Conditions
ConditionsYield
With trichlorophosphate at 20℃; Cooling with ice;100%
150-13-0

4-amino-benzoic acid

123-54-6

acetylacetone

41095-25-4

4-[N'-(1-acetyl-2-oxo-propylidene)-hydrazino]-benzoic acid

Conditions
ConditionsYield
Stage #1: 4-amino-benzoic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 1h;
Stage #2: acetylacetone With sodium acetate In ethanol; water at 20℃; for 1h;
100%
Stage #1: 4-amino-benzoic acid With hydrogenchloride; acetic acid; sodium nitrite In water at 0℃; for 1h;
Stage #2: acetylacetone With sodium acetate In ethanol; water at 20℃; for 1h;
100%
Stage #1: 4-amino-benzoic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃;
Stage #2: acetylacetone With sodium acetate In methanol; water at 0 - 20℃; for 1h;
75%
Stage #1: 4-amino-benzoic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃;
Stage #2: acetylacetone With sodium acetate In water at 20℃; for 1h;
75%
96-17-3, 57456-98-1

2-Methylbutyraldehyde

150-13-0

4-amino-benzoic acid

1094346-63-0

4-((2-methylbutyl)amino)benzoic acid

Conditions
ConditionsYield
With 2-picoline borane complex In methanol at 20℃; for 14h; Inert atmosphere;100%

chromium(III) nitrate nonahydrate

150-13-0

4-amino-benzoic acid

6C7H6NO2(1-)*NO3(1-)*Cr3O(7+)

Conditions
ConditionsYield
In methanol for 3h; Reflux;100%
150-13-0

4-amino-benzoic acid

120-14-9

3,4-dimethoxy-benzaldehyde

13160-78-6

N-(3,4-Dimethoxybenzyliden)-4-aminobenzoesaeure

Conditions
ConditionsYield
100%
150-13-0

4-amino-benzoic acid

148-53-8

3-methoxy-2-hydroxybenzaldehyde

196617-29-5

4-{[(2-hydroxy-3-methoxyphenyl)methylidene]amino}benzoic acid

Conditions
ConditionsYield
With acetic acid In ethanol at 20℃; for 4h;100%
In ethanol; water at 20℃; for 12h;75%
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    150-13-0

    4-Aminobenzoic acid

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  • 4-Aminobenzoic acid

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    Product Name: 4-Aminobenzoic acid Synonyms: Conivaptan impurity B;VITAMIN H1;VITAMIN BX;RARECHEM AL BO 0238;PABA;P-AMINOBENZOIC ACID;P-ANIMOBENZOIC ACID;PARA AMINO BENZOIC ACID CAS: 150-13-0 MF: C7H7NO2 MW: 137.14 EINECS: 205-753-0 Prod

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Specification

1.Introduction of 4-Aminobenzoic acid

The 4-Aminobenzoic acid, with its CAS NO of 150-13-0, is a kind of White Crystalline Powder. It has synonyms of Benzoic acid,4-amino-;para-aminobenzoate;Benzoic acid, 4-amino-;Anti-Chromotrichia factor;Acidum paraminobenzoicum;para-Aminobenzoic acid and Trichochromogenic factor. 4-Aminobenzoic acid should be stored  in a cool, dry place and keep away from direct sunlight. It is mainly used as intermediate.
 

2.Properties of 4-Aminobenzoic acid

(1) H bond acceptors: 3  (2) H bond donors: 3  (3) Freely Rotating Bonds: 2
(4) Polar Surface Area: 29.54 Å2  (5) Index of Refraction: 1.637  (6) Molar Refractivity: 37.41 cm3
(7) Molar Volume: 104.2 cm3 (8) Surface Tension: 64.3 dyne/cm (9) Density: 1.315 g/cm3
(10) Flash Point: 159.4 °C  (11) Enthalpy of Vaporization: 61.57 kJ/mol  (12) Boiling Point: 339.9 °C at 760 mmHg
(13) Vapour Pressure: 3.45E-05 mmHg at 25°C (14) Melting Point: 186-189 °C (15) Water Solubility: 4.7 g/L (20 ºC)
 

3.Structure descriptors of 4-Aminobenzoic acid

IUPAC Name: 4-aminobenzoic acid

InChI: InChI=1S/C7H7NO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4H,8H2,(H,9,10)

InChIKey: ALYNCZNDIQEVRV-UHFFFAOYSA-N

Canonical SMILES : C1=CC(=CC=C1C(=O)O)N
 

4.Safety information of 4-Aminobenzoic acid

Hazard Codes: HarmfulXn,IrritantXi
Risk Statements: 22-36/37/38-43
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
R43: May cause sensitization by skin contact.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3
RTECS: DG1400000
HS Code: 29224995
 

5.Uses of 4-Aminobenzoic acid

In the past, 4-Aminobenzoic acid (CAS NO.150-13-0) has been widely used as a UV filter in sunscreen formulations, but then it has been determined that it increases the formation of a particular DNA defect in human cells, thus increasing the risk of skin cancer. Now,safer and more effective derivatives of 4-Aminobenzoic acid are more commonly used.
 

6.Toxity data of 4-Aminobenzoic acid

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 1gm/kg (1000mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 49, Pg. 184, 1942.
mouse LD50 oral 2850mg/kg (2850mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS
Proceedings of the Society for Experimental Biology and Medicine. Vol. 49, Pg. 184, 1942.
rabbit LD50 intravenous 2gm/kg (2000mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 1, Pg. 71, 1942.
rabbit LD50 oral 1830mg/kg (1830mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 10, Pg. 289, 1951.
rat LD50 intraperitoneal > 3450mg/kg (3450mg/kg)   Bollettino Chimico Farmaceutico. Vol. 112, Pg. 53, 1973.
rat LD50 oral > 6gm/kg (6000mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 49, Pg. 184, 1942.