2-Amino-2-phenylacetic acid

Base Information

• Chemical Name: 2-Amino-2-phenylacetic acid
• CAS No.: 2835-06-5
• Deprecated CAS: 69-91-0
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29224999
• European Community (EC) Number: 200-719-1,220-608-1
• NSC Number: 206293,32070,24619,7928
• UNII: 96S7ZZ1KHE
• DSSTox Substance ID: DTXSID70862455
• Nikkaji Number: J27.578F
• Wikipedia: Phenylglycine
• Wikidata: Q15633805
• ChEMBL ID: CHEMBL131226
• Mol file: 2835-06-5.mol

Synonyms:2-phenylglycine;2-phenylglycine, (D)-isomer;2-phenylglycine, (DL)-isomer;2-phenylglycine, (L)-isomer;D-phenylglycine;L-phenylglycine;L-Phg amino acid

Chemical Property of 2-Amino-2-phenylacetic acid

Chemical Property:

• Appearance/Colour: white amorphous powder
• Vapor Pressure: 8.86E-06mmHg at 25°C
• Melting Point: 290 °C (subl.)(lit.)
• Refractive Index: 1.5810 (estimate)
• Boiling Point: 288.653 °C at 760 mmHg
• PKA: 1.94±0.10(Predicted)
• Flash Point: 128.4 °C
• PSA: 63.32000
• Density: 1.246 g/cm³
• LogP: 1.47130
• Storage Temp.: Store below +30°C.
• Solubility.: almost transparency in Sodium hydroxide solution
• Water Solubility.: moderately soluble
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

DL-a-Phenylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, C
• Hazard Codes: F,C
• Statements: 11-34
• Safety Statements: 24/25-45-36/37/39-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C(=O)O)N
• General Description: 2-Amino-2-phenylacetic acid (also known as 2-phenylglycine or DL-α-phenylglycine) is a chiral amino acid derivative that can undergo asymmetric transformation via salt formation with (1S)-10-camphorsulfonic acid, yielding optically pure (R)-enantiomers. It can also be resolved through preferential crystallization of its 1,1,3,3-tetramethylbutylammonium salt, demonstrating its utility in stereochemical applications. Additionally, its nitrile derivative, α-aminophenylacetonitrile, can be hydrolyzed catalytically to phenylglycinamide using bifunctional compounds like thiols. While not directly discussed in insecticidal studies, its structural analogs have been explored for fungicidal and herbicidal activities.

Technology Process of 2-Amino-2-phenylacetic acid

There total 131 articles about 2-Amino-2-phenylacetic 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: 94.0%

benzoylamino-phenyl-acetic acid amide (93732-92-4) → phenylglycin (2835-06-5)

Guidance literature:

With hydrogenchloride; In water; at 80 ℃; for 12h;

DOI:10.1039/b808302a

Reference yield: 92.2%

Chloro-phenyl-acetic acid (4755-72-0,39266-56-3) → phenylglycin (2835-06-5)

Guidance literature:

With ammonium hydroxide; hexamethylenetetramine; In water; at 75 - 80 ℃; for 12h;

Reference yield: 90.0%

ethyl 2-(4-methylphenylsulfonamido)-2-phenylacetate (6485-63-8,93407-83-1,79658-03-0) → phenylglycin (2835-06-5)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 50 ℃;

DOI:10.1016/j.tet.2013.09.053

upstream raw materials:

phenylmalonic acid

oxanilic acid

N-benzylidenediphenylmethanamine

potassium cyanide

Downstream raw materials:

N-(2-oxo-1-phenylpropyl)acetamide

2,4,5-triphenyloxazole

benzaldehyde

phenylglycine methyl ester