Glycine, N-(4-nitrophenyl)-

Base Information

• Chemical Name: Glycine, N-(4-nitrophenyl)-
• CAS No.: 619-91-0
• Molecular Formula: C8H8N2O4
• Molecular Weight: 196.163
• Hs Code.: 2922499990
• European Community (EC) Number: 800-115-3
• NSC Number: 32068
• DSSTox Substance ID: DTXSID1060712
• Nikkaji Number: J95.076I
• Wikidata: Q81989166
• Mol file: 619-91-0.mol

Synonyms:619-91-0;Glycine, N-(4-nitrophenyl)-;2-(4-nitroanilino)acetic acid;2-[(4-nitrophenyl)amino]acetic acid;2-((4-Nitrophenyl)amino)acetic acid;N-(p-Nitrophenyl)glycine;N-(4-nitrophenyl)glycine;GLYCINE, N-(p-NITROPHENYL)-;[(4-nitrophenyl)amino]acetic acid;NSC 32068;(4-nitroanilino)acetic acid;BRN 2807044;AI3-09018;NSC32068;4-Nitrophenyl-glycin;(4-nitrophenyl)glycine;DL-4-Nitrophenylglycine;SCHEMBL1126414;DTXSID1060712;2-(4-nitrophenylamino)acetic acid;(4-Nitro-phenylamino)-acetic acid;2-((4-Nitrophenyl)amino)aceticacid;MFCD00771958;NSC-32068;STK248903;AKOS000125110;4-(n-carboxymethyl-amino)-nitrobenzene;SS-4568;LS-72774;FT-0693643;F79023;AE-562/07151040

Chemical Property of Glycine, N-(4-nitrophenyl)-

Chemical Property:

• Vapor Pressure: 2.06E-09mmHg at 25°C
• Refractive Index: 1.6180 (estimate)
• Boiling Point: 464.1°Cat760mmHg
• Flash Point: 234.5°C
• PSA: 95.15000
• Density: 1.487g/cm³
• LogP: 1.68750
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 196.04840674
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

98%min ^*data from raw suppliers

2-[(4-Nitrophenyl)amino]acetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1NCC(=O)O)[N+](=O)[O-]

Technology Process of Glycine, N-(4-nitrophenyl)-

There total 17 articles about Glycine, N-(4-nitrophenyl)- 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: 95.0%

glycine (56-40-6,18875-39-3,25718-94-9) + para-nitrophenyl bromide (586-78-7) → 2-[(4-nitrophenyl)amino]acetic acid (619-91-0)

Guidance literature:

With D-myo-inositol; copper; caesium carbonate; In water; at 100 ℃; for 8h; Reagent/catalyst;

DOI:10.1016/j.tetlet.2019.06.033

Reference yield: 92.0%

N-formyl-N-(4-nitro-phenyl)-glycine (90544-84-6) → 2-[(4-nitrophenyl)amino]acetic acid (619-91-0)

Guidance literature:

With sodium hydroxide; at 25 ℃; for 0.5h;

Reference yield: 90.0%

ethyl bromoacetate (105-36-2) + 4-nitro-aniline (100-01-6,104810-17-5) → 2-[(4-nitrophenyl)amino]acetic acid (619-91-0)

Guidance literature:

ethyl bromoacetate; 4-nitro-aniline; With silica gel; at 20 ℃; for 0.0833333h; microwave irradiation;

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

DOI:10.3987/COM-05-10574

upstream raw materials:

sodium acetate

4-nitro-aniline

chloroacetic acid

4-Fluoronitrobenzene

Downstream raw materials:

N-4-nitrophenylglycine methyl ester

4-bromo-3-(4-nitrophenyl)-1,2,3λ⁵-oxadiazol-3-ylium-5-olate

3-(4-aminophenyl)sydnone

N,N-dimethyl-2-(4-nitrophenylamino)acetamide

Refernces

• 1、 Zhou, Qifan,Du, Fangyu,Chen, Yuanguang,Fu, Yang,Chen, Guoliang. "“On Water” promoted N-arylation reactions using Cu (0)/myo-inositol catalytic system". supporting information. p. 1938 - 1941. Retrieved 2019/06/24.
• 2、 Chen, Guoliang,Chen, Yuanguang,Du, Fangyu,Fu, Yang,Wu, Ying,Zhou, Qifan. "Copper(ii)-catalyzed c-n coupling of aryl halides and n-nucleophiles promoted by quebrachitol or diethylene glycol". supporting information. p. 2161 - 2168. Retrieved 2019/11/25.