- 4-Aminobenzoic acid
- 4-Aminobenzoic acid potassium salt
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Cas Database |
| Name |
4-Aminobenzoic acid |
EINECS | 205-753-0 |
| CAS No. | 150-13-0 | Density | 1.315 g/cm3 |
| PSA | 63.32000 | LogP | 1.54820 |
| Solubility | water:4.7 g/L (20 °C) | Melting Point |
186-189 °C |
| Formula | C7H7NO2 | Boiling Point | 339.9 °C at 760 mmHg |
| Molecular Weight | 137.138 | Flash Point | 159.4 °C |
| Transport Information | N/A | Appearance | White to off white crystalline powder |
| Safety | 26-36/37/39 | Risk Codes | 22-36/37/38-43 |
| Molecular Structure |
|
Hazard Symbols |
 Xi, Xn
|
| 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 ); |
Article Data | 341 |
4-Aminobenzoic acid Synthetic route
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| With hydrogen In ethanol at 109.84℃; under 18751.9 Torr; for 7.5h; Autoclave; Green chemistry; chemoselective reaction; | 99% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With formic acid; potassium hydroxide In ethanol at 70℃; for 1h; | 96% |
| Conditions | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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; |
4-Aminobenzoic acid 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: 
Xn,
Xi
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. |
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