HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminobenzoic Acid
M-AMINOBENZOIC ACID · Maba · 3-aminobenzoic · META AMINO BENZOIC ACID · 3-Abz-OH · H-3-ABZ-OH · H-M-ABZ-OH · Benzaminicacid
Identifiers & Physical Properties
| CAS No. | 99-05-8 |
|---|---|
| Molecular formula | C7H7NO2 |
| Average molar mass | 137.14 g/mol |
| Monoisotopic mass | 137.04767847 g/mol |
| SMILES | Nc1cccc(C(=O)O)c1 |
| InChIKey | XFDUHJPVQKIXHO-UHFFFAOYSA-N |
| PubChem CID | 7419 |
| ChEMBL | CHEMBL307782 |
| ChEBI | CHEBI:42682 |
| EC No. | 202-724-4 |
| DTXSID | DTXSID3059183 |
Chemical & Physical Properties
| XLogP | 0.1 |
|---|---|
| Topological polar surface area | 63.3 |
| Hydrogen bond donors | 2 |
| Hydrogen bond acceptors | 3 |
| Rotatable bonds | 1 |
| Heavy atoms | 10 |
| Formal charge | 0 |
| Complexity | 136 |
| LogP (partition coefficient) | 0.65 |
| Solubility | 5.9 mg/mL at 15 °C>20.6 [ug/mL] (The mean of the results at pH 7.4)5.9 g/L (15°C)5.9 g/L (15 ºC) |
| Melting point | 173 °C178-180 °C(lit.) |
| Vapor pressure | 0.000278 [mmHg] |
| Physical Description | Solid[Merck Index] |
| Ionization Efficiency | Positive3.252.7Agilent XCTElectrospray ionizationformic acid (5.3nM) |
| Boiling point | 251.96°C (rough estimate) |
| Density | 1,51 g/cm3 |
| Refractive index | 1.5323 (estimate) |
| Flash point | 150 °C |
| Storage conditions | Keep in dark place,Inert atmosphere,Room temperature |
| pKa (acidity coefficient) | 4.78(at 25℃) |
| Physical state | Powder |
| Color | White-brownish to beige-brown |
| Odor | Odorless |
| Merck | 14,421 |
| BRN | 471603 |
| Henry's law constant | 3.7×106 mol/(m3Pa) at 25℃, Ebert et al. (2023) |
| InChI | 1S/C7H7NO2/c8-6-3-1-2-5(4-6)7(9)10/h1-4H,8H2,(H,9,10) |
| InChIKey | XFDUHJPVQKIXHO-UHFFFAOYSA-N |
| SMILES | Nc1cccc(c1)C(O)=O |
| LogP (partition coefficient) | 0.650 |
| CAS DataBase Reference | 99-05-8(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | G2X3B3O37U |
| NIST Chemistry Reference | Benzoic acid, 3-amino-(99-05-8) |
| EPA Substance Registry System | Benzoic acid, 3-amino- (99-05-8) |
| UNSPSC Code | 41116107 |
| NACRES | NA.24 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H315-H319-H335 |
| GHS precautionary statements | P280a-P304+P340-P405-P501a-P280-P301+P312+P330-P304+P340+P312-P305+P351+P338-P337+P313-P261-P264-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 |
| Hazard symbols | Xn,Xi |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26-37/39-36 |
| Water hazard class (WGK) | 2 |
| RTECS number | DG1225000 |
| TSCA inventory status | TSCA listed |
| Customs code | 29224995 |
| Storage class | 11 - Combustible Solids |
| REACH registrations | Active |
Safety & Regulations
| GHS classification | WarningH302 (78.8%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (98.1%): Causes skin irritation [Warning Skin corrosion/irritation]H319 (98.1%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (96.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 52 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Regulatory information | Chemical: Benzoic acid, 3-amino-Status: Active Update: 07-02-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/22177Benzoic acid, 3-amino-: Does not have an individual approval but may be used under an appropriate group standard |
| Other safety information | Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment |
| Hazards summary | May cause irritationMay induce methemoglobinemia[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Acute Tox. 4 (78.8%)Skin Irrit. 2 (98.1%)Eye Irrit. 2 (98.1%)STOT SE 3 (96.2%) |
| Adverse effects | Methemoglobinemia - The presence of increased methemoglobin in the bloodthe compound is classified as secondary toxic effect |
| Water hazard class (WGK) | 2 |
| TSCA inventory status | TSCA listed |
| RTECS number | DG1225000 |
| Customs code | 29224995 |
| Risk statements (R) | 22-36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xn,Xi |
| Safety statements (S) | 26-37/39-36 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H302-H315-H319-H335 |
| REACH registrations | Active |
| GHS precautionary statements | P280a-P304+P340-P405-P501a-P280-P301+P312+P330-P304+P340+P312-P305+P351+P338-P337+P313-P261-P264-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313 |
Applications & Uses
Uses
3-Aminobenzoic acid is used as an intermediate for dyes, pesticides and other organic synthesis.
Uses
It finds its application as crystalline Intermediate for azo dyes, pharmaceuticals, and X-ray contrast media.
General Description
3-Aminobenzoic acid, popularly known as Mesalazine Impurity E, is a related compound of anti-inflammatory agent Mesalazine. Mesalazine belongs to a group of drugs referred to as aminosalicylates and is generally used in the treatment of inflammatory bowel disease.Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Preparation & Synthesis
Preparation
3-Aminobenzoic acid is prepared by the reduction of 3-nitrobenzoic acid and used in dye syntheses. Its derivative N,N-dimethyl-3- aminobenzoic acid is also used in the production of dyes.