1-(4-Hydroxyphenyl)-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 1-(4-Hydroxyphenyl)-1H-pyrrole-2,5-dione
• CAS No.: 7300-91-6
• Molecular Formula: C10H7NO3
• Molecular Weight: 189.17
• Hs Code.: 2925190090
• European Community (EC) Number: 230-750-6
• NSC Number: 148152,39735
• DSSTox Substance ID: DTXSID90223286
• Nikkaji Number: J212.299E
• Wikidata: Q72488099
• ChEMBL ID: CHEMBL565893
• Mol file: 7300-91-6.mol

Synonyms:7300-91-6;N-(4-Hydroxyphenyl)maleimide;4-maleimidophenol;1-(4-Hydroxyphenyl)-1H-pyrrole-2,5-dione;1-(4-hydroxyphenyl)pyrrole-2,5-dione;1-(4-Hydroxyphenyl)-2,5-dioxo-pyrrole;1-(4-Hydroxyphenyl)maleimide;1-(4-Hydroxy-phenyl)-pyrrole-2,5-dione;CHEMBL565893;EINECS 230-750-6;MFCD00129167;1-(4-hydroxyphenyl)-2,5-dihydro-1H-pyrrole-2,5-dione;NSC39735;1-(4'-Hydroxyphenyl)-1H-pyrrole-2,5-dione;4-(Maleimide-N-yl)phenol;N-4-hydroxyphenyl maleimide;N-(p-hydroxyphenyl)maleimide;cid_81734;MLS000689806;N-(p-hydroxyphenyl) maleimide;SCHEMBL140288;AMY619;DTXSID90223286;HMS2767A22;BDBM50300323;GEO-04177;NSC 39735;NSC-39735;NSC148152;AKOS002314125;NSC 148152;NSC-148152;NCGC00245954-01;AS-31855;SMR000313410;CS-0157451;EU-0050807;FT-0656066;1H-pyrrole-2,5-dione, 1-(4-hydroxyphenyl)-;EN300-6488045;Z600448602;25989-83-7

Chemical Property of 1-(4-Hydroxyphenyl)-1H-pyrrole-2,5-dione

Chemical Property:

• Vapor Pressure: 7.15E-07mmHg at 25°C
• Refractive Index: 1.672
• Boiling Point: 397 °C at 760 mmHg
• PKA: 9.30±0.26(Predicted)
• Flash Point: 193.9 °C
• PSA: 57.61000
• Density: 1.47 g/cm³
• LogP: 0.88660
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 189.042593085
• Heavy Atom Count: 14
• Complexity: 272

Purity/Quality:

99% ^*data from raw suppliers

N-(4-Hydroxyphenyl)maleimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N2C(=O)C=CC2=O)O
• Uses: N-(4-Hydroxyphenyl)maleimide

Technology Process of 1-(4-Hydroxyphenyl)-1H-pyrrole-2,5-dione

There total 11 articles about 1-(4-Hydroxyphenyl)-1H-pyrrole-2,5-dione 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: 88.5%

maleic anhydride (108-31-6) + 4-amino-phenol (123-30-8) → N-(4-hydroxyphenyl)maleimide (7300-91-6)

Guidance literature:

maleic anhydride; 4-amino-phenol; In acetone; at 20 ℃; for 1h;

With sodium acetate; triethylamine; hydroquinone; In toluene; at 115 ℃; for 2.5h;

Reference yield: 85.0%

4'-hydroxymaleanilic acid (143629-26-9,28173-23-1) → N-(4-hydroxyphenyl)maleimide (7300-91-6)

Guidance literature:

With 1,1,1,3,3,3-hexamethyl-disilazane; zinc dibromide; In toluene; for 6h; Heating;

DOI:10.1016/S0014-827X(02)01217-X

Reference yield: 82.5%

→ N-(4-hydroxyphenyl)maleimide (7300-91-6)

Guidance literature:

upstream raw materials:

N-(4-hydroxy-phenyl)-maleamic acid

maleic anhydride

4-amino-phenol

4'-hydroxymaleanilic acid

Downstream raw materials:

4-(N-maleimido)phenyl glycidyl ether

Refernces

• 1、 Morrison, John J.,Brandt, Viktoria K.,Yeates, Stephen G.. "Comment on: Synthesis of new azo compounds based on N-(4-Hydroxyphenyl)maleimide and N-(4-Methylphenyl)maleimide. Molecules 2010, 15, 7498–7508". . . Retrieved 2019.
• 2、 -. "Monomer compound and preparation method thereof, and copolymer, preparation method and applications thereof". Paragraph 0085-0087; 0090; 0091; 0115; 0117; 0120; 0121. . Retrieved 2020/04/17.