N-(4-Chlorophenyl)Maleamic Acid

Base Information

• Chemical Name: N-(4-Chlorophenyl)Maleamic Acid
• CAS No.: 7242-16-2
• Molecular Formula: C10H8ClNO3
• Molecular Weight: 225.631
• NSC Number: 148151,52607
• DSSTox Substance ID: DTXSID40418084
• Nikkaji Number: J1.017.369H
• Wikidata: Q82228380
• Mol file: 7242-16-2.mol

Synonyms:7242-16-2;N-(4-Chlorophenyl)Maleamic Acid;(Z)-4-(4-chloroanilino)-4-oxobut-2-enoic acid;AF-794/00086051;(Z)-4-((4-chlorophenyl)amino)-4-oxobut-2-enoic acid;NSC52607;SCHEMBL1029813;N-(p-chlorophenyl)maleamic acid;DTXSID40418084;FBTQVXSNFILAQY-WAYWQWQTSA-N;n-(4-chlorophenyl) maleamic acid;N-(4-Chlorophenyl)maleamidic acid;NSC-52607;NSC148151;AKOS000296114;N-(4-CHLOROPHENYL)MALEAMICACID;NSC-148151;4-(4-chloroanilino)-4-oxo-2-butenoic acid;(Z)-3-(4-chloro-phenylcarbamoyl)-acrylic acid;SR-01000580290;(2Z)-4-(4-Chloroanilino)-4-oxo-2-butenoic acid;SR-01000580290-1;(2Z)-3-[(4-chlorophenyl)carbamoyl]prop-2-enoic acid;(2Z)-4-[(4-chlorophenyl)amino]-4-oxobut-2-enoic acid;F0777-1401

Chemical Property of N-(4-Chlorophenyl)Maleamic Acid

Chemical Property:

• Vapor Pressure: 1.72E-09mmHg at 25°C
• Melting Point: 199 °C
• Boiling Point: 466.2°C at 760 mmHg
• PKA: 2.73±0.25(Predicted)
• Flash Point: 235.7°C
• PSA: 66.40000
• Density: 1.448g/cm³
• LogP: 1.99230
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 225.0192708
• Heavy Atom Count: 15
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

(2E)-4-[(4-chlorophenyl)amino]-4-oxobut-2-enoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)C=CC(=O)O)Cl
• Isomeric SMILES: C1=CC(=CC=C1NC(=O)/C=C\C(=O)O)Cl

Technology Process of N-(4-Chlorophenyl)Maleamic Acid

There total 2 articles about N-(4-Chlorophenyl)Maleamic 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: 97.0%

maleic anhydride (108-31-6) + 4-chloro-aniline (106-47-8) → N-4-chlorophenyl-maleamic acid (7242-16-2)

Guidance literature:

In acetonitrile; at 20 ℃; for 24h;

Reference yield:

→ N-4-chlorophenyl-maleamic acid (7242-16-2)

Guidance literature:

DOI:10.1002/hlca.19790620625

Reference yield: 97.0%

N-4-chlorophenyl-maleamic acid (7242-16-2) → N-(4-chlorophenyl)maleimide (1631-29-4)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; zinc(II) chloride; In benzene; for 5h; Heating / reflux;

upstream raw materials:

maleic anhydride

4-chloro-aniline

Downstream raw materials:

N-(4-chlorophenyl)maleimide

3-chloro-1-(4-chlorophenyl)succinimide

5-(4-chlorophenylimino)-5H-furan-2-one

(Z)-3-(4-Chloro-phenylcarbamoyl)-acrylic acid methyl ester

Refernces

• 1、 Al-Ghamdi, Azza. "Improvement of thermal properties of poly(vinyl chloride) using chemical blending assisted ultrasonic technique". . p. 2285 - 2288. Retrieved 2017/10/05.
• 2、 Kaur, Anjandeep,Singh, Baldev. "1,3-dipolar cycloaddition reactions leading to the synthesis of new 2,3,5-triaryl-4h,2,3,3a,5,6,6a-hexahydropyrrolo[3,4-d]isoxazole-4,6-diones". . p. 1421 - 1429. Retrieved 2015/04/27.