n-(4-Chlorophenyl)glycine

Base Information

• Chemical Name: n-(4-Chlorophenyl)glycine
• CAS No.: 5465-90-7
• Molecular Formula: C8H8 Cl N O2
• Molecular Weight: 185.61
• Hs Code.: 2922499990
• NSC Number: 25860
• DSSTox Substance ID: DTXSID00282445
• Nikkaji Number: J759.805J
• Wikidata: Q82016722
• Mol file: 5465-90-7.mol

Synonyms:5465-90-7;n-(4-chlorophenyl)glycine;2-[(4-chlorophenyl)amino]acetic acid;2-((4-chlorophenyl)amino)acetic acid;2-(4-chloroanilino)acetic acid;2-(4-chlorophenylamino)acetic acid;MFCD00462901;p-chlorophenylglycine;(4-chlorophenyl)glycine;(4-chloro-phenylamino)-acetic acid;NSC25860;p-chloroanilinoacetic acid;SCHEMBL159434;DTXSID00282445;FWALJUXKWWBNEO-UHFFFAOYSA-N;AMY33524;2-((4-chlorophenyl)amino)aceticacid;NSC-25860;AKOS000101388;LS-07015;CS-0205024;EN300-44970;F3308-1184;Z274534702

Chemical Property of n-(4-Chlorophenyl)glycine

Chemical Property:

• Melting Point: 141 °C
• Boiling Point: 412.5±25.0 °C(Predicted)
• PKA: 4.16±0.20(Predicted)
• PSA: 49.33000
• Density: 1.406±0.06 g/cm3(Predicted)
• LogP: 1.90950
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 185.0243562
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

98%min ^*data from raw suppliers

2-[(4-Chlorophenyl)amino]aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NCC(=O)O)Cl

Technology Process of n-(4-Chlorophenyl)glycine

There total 6 articles about n-(4-Chlorophenyl)glycine 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: 78.0%

4-chloro-aniline (106-47-8) + Glyoxilic acid (298-12-4) → N-(4-chlorophenyl)glycine (5465-90-7)

Guidance literature:

With platinum on activated charcoal; hydrogen; acetic acid; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/op800203p

Reference yield:

4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)glycine (5465-90-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium acetate / ethanol / Reflux

2.1: lithium hydroxide / tetrahydrofuran; water / 2 h / 2 °C

2.2: 20 °C / pH 3 - 4

With sodium acetate; lithium hydroxide; In tetrahydrofuran; ethanol; water;

DOI:10.1021/jo201605v

Reference yield:

4-chloro-aniline (106-47-8) + 2-Bromoacetyl bromide (598-21-0) → N-(4-chlorophenyl)glycine (5465-90-7)

Guidance literature:

2-Bromoacetyl bromide; With poly(ethylene glycol) 3400; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

4-chloro-aniline; In dichloromethane; at 20 ℃;

With sodium hydroxide; In water; at 60 ℃;

DOI:10.1081/SCC-120027256

upstream raw materials:

formaldehyd

potassium cyanide

4-chloro-aniline

chloroacetic acid

Downstream raw materials:

4-chlorophenyliminodiacetic acid

N-(4-chlorophenyl)-N-nitrosoglycine

N-[N-acetyl-N-(4-chloro-phenyl)-glycyl]-N-(4-chloro-phenyl)-glycine

N-[(4-chloro-phenoxy)-acetyl]-N-(4-chloro-phenyl)-glycine

Refernces

• 1、 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.
• 2、 Chen, Yung-Chung,Kuo, Yuan-Tsung,Ho, Tsung-Han. "Photo-polymerization properties of type-II photoinitiator systems based on 2-chlorohexaaryl biimidazole (o-Cl-HABI) and various N-phenylglycine (NPG) derivatives". . p. 190 - 197. Retrieved 2019/01/21.