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3-Aminobenzoic Acid

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Name

3-Aminobenzoic Acid

EINECS 202-724-4
CAS No. 99-05-8 Density 1.315 g/cm3
PSA 63.32000 LogP 1.54820
Solubility 5.9 g/L (15°C) in water Melting Point 178-180 °C(lit.)
Formula C7H7NO2 Boiling Point 352.5 °C at 760 mmHg
Molecular Weight 137.138 Flash Point 167 °C
Transport Information N/A Appearance White to off white crystalline powder
Safety 26-37/39-36 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 99-05-8 (3-Aminobenzoic acid) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

3-Carboxyaniline;AI3-04707;Aniline-3-carboxylic acid;BRN 0471603;UNII-G2X3B3O37U;m-Aminobenzoic acid;

Article Data 174

3-Aminobenzoic Acid Synthetic route

121-92-6

3-nitrobenzoic acid

99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With graphitic carbon nitride; hydrazine hydrate In water at 70℃; for 36h; Irradiation; Sealed tube; Green chemistry; chemoselective reaction;100%
With palladium 10% on activated carbon; ammonium formate; silica gel In methanol for 1.5h; Milling;99%
With hydrogen In ethanol; water at 18 - 20℃; under 760.051 Torr; for 10h;96.5%
1843-35-2

3-azidobenzoic acid

99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With iron(III) oxide; hydrazine hydrate In water at 120℃; for 3h; Inert atmosphere;98%
With ammonium hydroxide at 90℃; for 2h;89%
585-76-2

m-bromobenzoic acid

99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With ammonium hydroxide In water at 20℃; for 9h; Green chemistry;97%
618-51-9

3-Iodobenzoic acid

99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With copper(l) iodide; ascorbic acid In ammonia at 25℃; for 18h; liquid NH3;96%
124-38-9

carbon dioxide

626-01-7

3-Iodoaniline

99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With C26H30B10Cl2P2Pd In toluene at 60℃; under 760.051 Torr; for 10h;92%
6482-39-9

sodium methyl carbonate

3-[Bis(trimethylsilyl)amino]-phenylmagnesium chloride

99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;84%
63760-14-5

3-(benzylamino)benzoic acid

99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With ammonium formate; zinc In ethylene glycol for 0.0583333h; microwave irradiation;80%
2237-30-1

m-cyanoaniline

99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With phosphate buffer at 30℃; for 9.6h; rhodococcus rhodocrous AJ270, pH 7.0;79%
With potassium phosphate buffer at 30℃; for 7h; Rhodococcus sp. AJ270 cells;78.5%
With nitrilase from Gordonia terrae In aq. phosphate buffer at 35℃; for 1h; pH=8; Enzymatic reaction;
108-44-1

1-amino-3-methylbenzene

99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With urea-hydrogen peroxide at 160 - 162℃; for 0.0166667h; microwave irradiation;75%
619-25-0

3-Nitrobenzyl alcohol

99-05-8

meta-aminobenzoic acid

Conditions
ConditionsYield
With potassium hydroxide In 1,3,5-trimethyl-benzene at 160℃; for 24h; Inert atmosphere;72%

3-Aminobenzoic Acid Specification

The IUPAC name of this product is 3-aminobenzoic acid. With the CAS registry number 99-05-8, it is also named as 3-Carboxyaniline; 4-14-00-01092 (Beilstein Handbook Reference); AI3-04707; Aniline-3-carboxylic acid; BRN 0471603; MABA; NSC 15012; m-Carboxyaniline; Benzoic acid, 3-amino-. The product's categories are fine chemical & intermediates, aromatic carboxylic acids, amides, anilides, anhydrides & salts, organic acids, peptide synthesis and unnatural amino acid derivatives.

The 3-Aminobenzoic Acid is white to off white crystalline powder which is soluble in acetone, boiling water, hot alcohol, hot chloroform and ether, slightly soluble in cold water, cold alcohol and cold chloroform, insoluble in benzene and gasoline. It is used as medicine and dye intermediate in the manufacture of azo dyes, medicine, bile acid and B-iodobenzene shadow acids, reagents.

The 3-Aminobenzoic Acid is toxic. It is flammable and it can produce toxic nitrogen oxide fumes when buring. So the storage environment should be ventilate, low-temperature and dry. So this product is harmful if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing and gloves and eye/face protection.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.78 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): -0.38 ; (4)ACD/LogD (pH 7.4): -1.97 ; (5)ACD/BCF (pH 5.5): 1 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 4.33 ; (8)ACD/KOC (pH 7.4): 1 ; (9)#H bond acceptors: 3 ; (10)#H bond donors: 3 ; (11)#Freely Rotating Bonds: 2 ; (12)Index of Refraction: 1.637 ; (13)Molar Refractivity: 37.41 cm3 ; (14)Molar Volume: 104.2 cm3 ; (15)Polarizability: 14.83×10-24 cm3 ; (16)Surface Tension: 64.3 dyne/cm ; (17)Enthalpy of Vaporization: 63.04 kJ/mol ; (18)Vapour Pressure: 1.41E-05 mmHg at 25°C ; (19)Rotatable Bond Count: 1 ; (20)Exact Mass: 137.047678 ; (21)MonoIsotopic Mass: 137.047678 ; (22)Topological Polar Surface Area: 63.3 ; (23)Heavy Atom Count: 10 ; (24)Complexity: 136.

People can use the following data to convert to the molecule structure. SMILES: O=C(O)c1cc(N)ccc1; InChI: InChI=1/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10); InChIKey: XFDUHJPVQKIXHO-UHFFFAOYAM. 3-Aminobenzoic Acid has many suppliers, such as Changzhou Sunlight Pharmaceutical Co., Ltd..

The following is the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 750mg/kg (750mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
mouse LD50 oral 6300mg/kg (6300mg/kg)   Quarterly Journal of Pharmacy & Pharmacology. Vol. 19, Pg. 483, 1946.
mouse LDLo intraperitoneal 500mg/kg (500mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 53, 1954.

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