1197-55-3

Basic information

• Product Name: 4-Aminophenylacetic acid
• Synonyms: (p-aminophenyl)-aceticaci;(para-Aminophenyl)acetic acid;4-Aminobenzeneacetic acid;4-amino-benzeneaceticaci;4-aminobenzeneaceticacid;4-Carboxymethylaniline;Acetic acid, (p-aminophenyl)-;p-Amino-alpha-toluic acid
• CAS NO: 1197-55-3
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16
• EINECS: 214-828-7
• Product Categories: FINE Chemical & INTERMEDIATES;Aromatic Phenylacetic Acids and Derivatives;Carboxylic Acids;Phenyls & Phenyl-Het;Organic acids;Naphthyridine,Quinoline;Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Carboxylic Acids;Phenyls & Phenyl-Het;Others;Peptide Synthesis;Unnatural Amino Acid Derivatives
• Mol File: 1197-55-3.mol
• Article Data: 25

Chemical Properties

• Melting Point: 201 °C (dec.)(lit.)
• Boiling Point: 273.17°C (rough estimate)
• Flash Point: 201°C
• Appearance: Light yellow to beige/Powder
• Density: 1.2023 (rough estimate)
• Vapor Pressure: 2.59E-05mmHg at 25°C
• Refractive Index: 1.5635 (rough estimate)
• Storage Temp.: Store below +30°C.
• PKA: pK1: 3.60;pK2: 5.26 (20°C)
• Water Solubility: Very soluble in water.
• Merck: 14,463
• BRN: 2208094
• CAS DataBase Reference: 4-Aminophenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Aminophenylacetic acid(1197-55-3)
• EPA Substance Registry System: 4-Aminophenylacetic acid(1197-55-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• RTECS: AF3550000
• F: 13
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 1197-55-3(Hazardous Substances Data)

Usage

Chemical Properties

light yellow to beige powder

Uses

Different sources of media describe the Uses of 1197-55-3 differently. You can refer to the following data:
1. It is a non-translocated competitive inhibitor of the epithelial peptide transporter PepT1
2. 4-Aminophenylacetic acid, is used as a non-translocated competitive inhibitor of the epithelial peptide transporter PepT1. It can be detected using HPLC, NMR techniques.

Purification Methods

Crystallise the acid from hot water (60-70mL/g). [Beilstein 14 III 1182.]

InChI:InChI=1/C8H9NO2/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4H,5,9H2,(H,10,11)/p-1

Upstream product

• 110-91-8 morpholine 
• 99-92-3 p-aminobenzophenone 
• 5438-70-0 ethyl (4-amino-3,5-dibromophenyl)acetate 
• 3544-25-0 p-aminophenylacetonitrile 
• 26165-63-9 2-<4-(2,5-dimethylpyrrol-1-yl)phenyl>ethanoic acid 
• 83756-25-6 2-<4-(2,5-dimethylpyrrol-1-yl)benzilidene>-1,3-dithian 
• 39506-16-6 (4-ethoxycarbonylamino-phenyl)-acetic acid ethyl ester 
• 7647-01-0 hydrogenchloride 
• 10098-39-2 2-hydroxy-2-(4-nitrophenyl)acetic acid 
• 104-03-0 4-nitrobenzeneacetic acid 
• 556-18-3 4-aminobenzaldehyde 
• 97562-37-3 4-(2-nitrovinyl)benzenamine 
• 121781-95-1 4-(2-nitroethyl)benzenamine 
• 140-29-4 phenylacetonitrile 

Downstream Products

• 79564-80-0 (4-lauroylamino-phenyl)-acetic acid 
• 6937-57-1 8-(4-amino-benzyl)-1,3-dimethyl-3,7-dihydro-purine-2,6-dione 
• 100978-99-2 [4-(α'-oxo-bibenzyl-α-ylamino)-phenyl]-acetic acid 
• 5462-71-5 4-cyanophenylacetic acid 
• 6268-83-3 [4-(2-carbamoylsulfanyl-acetylamino)-phenyl]-acetic acid 
• 1878-66-6 4-chlorophenylacetic Acid 
• 156-38-7 4-hydroxyphenylacetate 
• 1798-06-7 (4-iodophenyl)acetic acid 
• 5410-43-5 (4-arsono-phenyl)-acetic acid 
• 172607-49-7 4-Amino-3,5-diiodophenylacetic acid 
• 405-50-5 p-Fluorophenylacetic acid 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 91134-09-7 (4-ethoxycarbonylamino-phenyl)-acetic acid 
• 68194-97-8 [4-(6-methyl-benzothiazol-2-ylamino)-phenyl]-acetic acid 

Relevant articles and documents

-

-

A method for preparing the amino acetic acid (by machine translation)

The invention discloses a method for preparing the amino acetic acid, comprises the following steps: the water, ferric chloride, acetic acid mix to the nitrobenzene, in under the nitrogen atmosphere up to 60 - 90 °C, water drop [...] aqueous solution, thermal insulation 1 - 2h, the temperature crystallization, filter and filter cake, washing, drying to obtain the amino acetic acid. This invention does not produce difficult to dispose of solid waste, is free of organic solvent, the protection of the environment, mild reaction conditions, the operation is simple, and is suitable for industrial production, high yield, preparation to get amino acetic acid purity is good, for the normal and stable production of the acher he benefits help. (by machine translation)

Mild and selective hydrogenation of nitro compounds using palladium nanoparticles supported on amino-functionalized mesocellular foam

We present the utilization of a heterogeneous catalyst comprised of Pd nanoparticles supported on aminopropyl-functionalized siliceous mesocellular foam (Pd0-AmP-MCF) for the selective hydrogenation of aromatic, aliphatic, and heterocyclic nitro compounds to the corresponding amines. In general, the catalytic protocol exclusively affords the desired amine products in excellent yields within short reaction times with the reactions performed at room temperature under ambient pressure of H2. Moreover, the reported Pd nanocatalyst displayed excellent structural integrity for this transformation as it could be recycled multiple times without any observable loss of activity or leaching of metal. In addition, the Pd nanocatalyst could be easily integrated into a continuous-flow device and used for the hydrogenation of 4-nitroanisole on a 2.5 g scale, where the product p-anisidine was obtained in 95% yield within 2 h with a Pd content of less than 1 ppm.