N-Phenylmaleamic acid

Base Information

• Chemical Name: N-Phenylmaleamic acid
• CAS No.: 555-59-9
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.186
• Hs Code.: 2924299090
• European Community (EC) Number: 209-102-1
• NSC Number: 5333
• UNII: 34WZT58X7C
• DSSTox Substance ID: DTXSID50876272
• Nikkaji Number: J6.472F
• Wikidata: Q27256394
• ChEMBL ID: CHEMBL259813
• Mol file: 555-59-9.mol

Synonyms:4-oxo-4-(phenyamino)-2-butenoic acid;maleic acid anilide

Chemical Property of N-Phenylmaleamic acid

Chemical Property:

• Vapor Pressure: 1.36E-08mmHg at 25°C
• Melting Point: 188-190°C
• Refractive Index: 1.634
• Boiling Point: 442.1 °C at 760 mmHg
• PKA: 2.69±0.25(Predicted)
• Flash Point: 221.1 °C
• PSA: 66.40000
• Density: 1.329g/cm³
• LogP: 1.33890
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 191.058243149
• Heavy Atom Count: 14
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

N-Phenylmaleamic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)C=CC(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)NC(=O)/C=C\C(=O)O
• Uses: Esters as fungicides.

Technology Process of N-Phenylmaleamic acid

There total 11 articles about N-Phenylmaleamic 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: 100.0%

maleic anhydride (108-31-6) + aniline (62-53-3) → N-phenylmaleamic acid (555-59-9,4437-08-5,37902-58-2)

Guidance literature:

In diethyl ether;

DOI:10.1021/jp9905474

Reference yield:

maleic anhydride (108-31-6) + aniline (62-53-3) → N-phenyl-maleimide (941-69-5) + N-phenylmaleamic acid (555-59-9,4437-08-5,37902-58-2)

Guidance literature:

With zirconium(IV) bis(monohydrogenphosphate); In ethylbenzene; at 80 - 140 ℃;

Reference yield:

N-phenyl-maleimide (941-69-5) + 9-hydroxymethylanthracene (1468-95-7) → N-phenylmaleamic acid (555-59-9,4437-08-5,37902-58-2) + C25H19NO3

Guidance literature:

With water; at 45 ℃; Kinetics;

DOI:10.1007/s11172-016-1568-8

upstream raw materials:

maleic anhydride

aniline

N-phenyl-maleimide

maleic acid

Downstream raw materials:

2-decylsulfanyl-N-phenyl-succinamic acid

N-phenyl-maleamic acid methyl ester

N-phenylmaleamic acid benzyltrimethyl-ammonium salt

Refernces

• 1、 Xu, Wen-Lei,Tang, Lei,Ge, Chen-Yu,Chen, Jie,Zhou, Ling. "Synthesis of Tetrahydroisoindolinones via a Metal-Free Dehydrogenative Diels-Alder Reaction". supporting information. p. 2268 - 2273. Retrieved 2019/04/10.
• 2、 -. "METHOD FOR RECYCLING CATALYSTS FOR PREPARING N-SUBSTITUTED MALEIMIDE". Paragraph 0126; 0130; 0139-0143; 0149; 0160-0162. . Retrieved 2019/10/29.