2-Aminophenylacetic acid

Base Information

• Chemical Name: 2-Aminophenylacetic acid
• CAS No.: 3342-78-7
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 2922499990
• European Community (EC) Number: 621-176-0
• DSSTox Substance ID: DTXSID50342684
• Nikkaji Number: J27.581F
• Wikidata: Q72440414
• Mol file: 3342-78-7.mol

Synonyms:2-Aminophenylacetic acid;3342-78-7;2-(2-aminophenyl)acetic acid;(2-Aminophenyl)acetic acid;Benzeneacetic acid, 2-amino-;MFCD03701521;2-aminophenylaceticacid;2-Aminophenacetic acid;(2-Amino-phenyl)-acetic acid;2-amino-benzeneacetic acid;2-amino-phenyl-acetic acid;SCHEMBL72851;Discontinued See I627300;(2-Aminophenyl)acetic acid #;O-AMINOPHENYLACETIC ACID;DTXSID50342684;CHEBI:149652;(2-Aminophenyl)acetic acid AldrichCPR;AKOS000104761;AB15776;AM83001;(2-Aminophenyl)acetic acid, AldrichCPR;AS-32912;SY101243;BB 0244246;FT-0634786;EN300-64160;A821769;2,5-PYRIDINEDICARBOXYLICACIDDI-N-PROPYLESTER;J-500636

Chemical Property of 2-Aminophenylacetic acid

Chemical Property:

• Appearance/Colour: Brownish Yellow Solid
• Vapor Pressure: 2.52E-05mmHg at 25°C
• Melting Point: 123-127 °C(lit.)
• Refractive Index: 1.615
• Boiling Point: 344.4 °C at 760 mmHg
• PKA: 4.38±0.10(Predicted)
• Flash Point: 162.1 °C
• PSA: 63.32000
• Density: 1.268 g/cm³
• LogP: 1.47710
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99%min ^*data from raw suppliers

(2-Aminophenyl)acetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC(=O)O)N
• Uses: 2-Aminophenylacetic acid is a useful synthetic intermediate.

Technology Process of 2-Aminophenylacetic acid

There total 14 articles about 2-Aminophenylacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

2-(2-nitrophenyl)acetic acid (3740-52-1) → 2-(2-aminophenyl)acetic acid (3342-78-7)

Guidance literature:

With hydrogen; DVB-crosslinked polystyrene - 0.5 percent Pd; In water; toluene; at 23 ℃; for 15h;

DOI:10.1016/00404-0399(50)0885G-

Reference yield: 55.6%

methyl (2-nitrophenyl)acetate (30095-98-8) → 2-(2-aminophenyl)acetic acid (3342-78-7)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1039/c7ra13257c

Reference yield:

3-benzylideneoxindole (3359-49-7,23772-61-4,23782-37-8) + furan-2,3,5(4H)-trione pyridine (1:1) → 2-(2-aminophenyl)acetic acid (3342-78-7) + benzaldehyde (100-52-7)

Guidance literature:

upstream raw materials:

3-benzylideneoxindole

2-(2-nitrophenyl)acetic acid

tetrachloromethane

2-oxoindole

Downstream raw materials:

2-oxoindole

2-(2-cyanophenyl)acetic acid

alpha-mercaptophenylacetic acid

o-Thiocyanatophenylessigsaeure

Refernces

• 1、 Grigg, Ronald,Gunaratne, H. Q. Nimal. "Prototropic Generation of Dipoles. A New Synthesis of Indole-3-carboxylic Acids". . p. 661 - 662. Retrieved 1984.
• 2、 Dong, Zhengping,Liang, Kun,Dong, Chunxu,Li, Xinlin,Le, Xuanduong,Ma, Jiantai. "Palladium modified magnetic mesoporous carbon derived from metal-organic frameworks as a highly efficient and recyclable catalyst for hydrogenation of nitroarenes". . p. 20987 - 20991. Retrieved 2015/03/30.
• 3、 -. "NOVEL COMPOUNDS". Page/Page column 27. . Retrieved 2012/03/26.