N-Phenylglycine

Base Information

• Chemical Name: N-Phenylglycine
• CAS No.: 103-01-5
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29224995
• European Community (EC) Number: 203-070-2
• UNII: 37YJW036TP
• DSSTox Substance ID: DTXSID2047016
• Nikkaji Number: J9.337H
• Wikipedia: N-Phenylglycine
• Wikidata: Q22668730
• Metabolomics Workbench ID: 58858
• ChEMBL ID: CHEMBL3306206
• Mol file: 103-01-5.mol

Synonyms:N-phenylglycine;N-phenylglycine, potassium salt;N-phenylglycine, sodium salt

Chemical Property of N-Phenylglycine

Chemical Property:

• Appearance/Colour: ochre to yellow-brown fine powder
• Vapor Pressure: 8.86E-06mmHg at 25°C
• Melting Point: 121-127 °C
• Refractive Index: 1.5810 (estimate)
• Boiling Point: 359 °C at 760 mmHg
• PKA: 1.83, 4.39(at 25℃)
• Flash Point: 170.9 °C
• PSA: 49.33000
• Density: 1.259 g/cm³
• LogP: 1.25610
• Storage Temp.: Store at RT.
• Solubility.: DMSO (Sparingly), Methanol (Slightly)
• Water Solubility.: moderately soluble
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

N-Phenylglycine ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25-44-35-28-7-4

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NCC(=O)O
• Uses: N-Phenylglycine is a derivative of Glycine (G615990). N-Phenylglycine is also sometimes coupled with Glycidyl methacrylate to create a surface active comonomer that promotes adhesive bonding of materials to hard tooth tissues.

Technology Process of N-Phenylglycine

There total 63 articles about N-Phenylglycine 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: 93.0%

ethyl bromoacetate (105-36-2) + aniline (62-53-3) → N-Phenylglycine (103-01-5)

Guidance literature:

ethyl bromoacetate; aniline; With silica gel; at 20 ℃; for 0.116667h; microwave irradiation;

With sodium hydroxide; In ethanol; for 0.166667h; Heating;

DOI:10.3987/COM-05-10574

Reference yield: 90.0%

tert-butyl 2-(phenylamino)acetate (65171-67-7) → N-Phenylglycine (103-01-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 3h;

Reference yield: 90.0%

2-anilinoacetamide (21969-70-0) + butan-1-ol (71-36-3) → N-Phenylglycine (103-01-5)

Guidance literature:

upstream raw materials:

Ethyl oxanilate

N,N'-diphenylmethylenediamine

N-phenylglycinonitrile

oxanilic acid

Downstream raw materials:

N-ethoxycarbonyl-N-phenyl-glycine

N-benzylsulfanylthiocarbonyl-N-phenyl-glycine

1,3-diphenyl-2-thioxo-imidazolidin-4-one

N-phenylglycine methyl ester

Refernces

• 1、 Sharma, Krishna K.,Mandloi, Meenakshi,Rai, Neha,Jain, Rahul. "Copper-catalyzed: N -(hetero)arylation of amino acids in water". . p. 96762 - 96767. Retrieved 2016.
• 2、 Cole, Kevin P.,Ryan, Sarah J.,Groh, Jennifer McClary,Miller, Richard D.. "Reagent-free continuous thermal tert-butyl ester deprotection". . p. 6209 - 6217. Retrieved 2017.
• 3、 Wang, Kun,Wu, Jia-Jing,Xin–Zhang,Zeng, Qing-Xuan,Zhang, Na,Huang, Wei-Jin,Tang, Sheng,Wang, Yan-Xiang,Kong, Wei-Jia,Wang, You-Chun,Li, Ying-Hong,Song, Dan-Qing. "Discovery and evolution of 12N-substituted aloperine derivatives as anti-SARS-CoV-2 agents through targeting late entry stage". . . Retrieved 2021/08/03.
• 4、 Chen, Xiaolan,Qu, Lingbo,Shi, Anzai,Sun, Kai,Yu, Bing,Zhao, Yufen. "Perovskite as Recyclable Photocatalyst for Annulation Reaction of N-Sulfonyl Ketimines". supporting information. . Retrieved 2022/01/04.