N-(4-Bromophenyl)maleimide

Base Information

• Chemical Name: N-(4-Bromophenyl)maleimide
• CAS No.: 13380-67-1
• Molecular Formula: C10H6BrNO2
• Molecular Weight: 252.067
• Hs Code.: 38220090
• European Community (EC) Number: 622-871-1
• DSSTox Substance ID: DTXSID00158373
• Nikkaji Number: J774.291F
• Wikidata: Q83026625
• ChEMBL ID: CHEMBL566998
• Mol file: 13380-67-1.mol

Synonyms:1-(p-bromophenyl)maleimide;N-(4-bromophenyl)maleimide;N-BPM

Chemical Property of N-(4-Bromophenyl)maleimide

Chemical Property:

• Appearance/Colour: Pale yellow crystalline powder
• Vapor Pressure: 1.3E-05mmHg at 25°C
• Melting Point: 135-137 °C
• Refractive Index: 1.659
• Boiling Point: 368.2 °C at 760 mmHg
• PKA: -1.67±0.20(Predicted)
• Flash Point: 176.5 °C
• PSA: 37.38000
• Density: 1.721 g/cm³
• LogP: 1.94350
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 250.95819
• Heavy Atom Count: 14
• Complexity: 275

Purity/Quality:

99%, ^*data from raw suppliers

1-(4-Bromophenyl)-1H-pyrrole-2,5-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N2C(=O)C=CC2=O)Br

Technology Process of N-(4-Bromophenyl)maleimide

There total 12 articles about N-(4-Bromophenyl)maleimide 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: 79.0%

maleic anhydride (108-31-6) + 4-bromo-aniline (106-40-1) → N-(4-bromophenyl)maleimide (13380-67-1)

Guidance literature:

maleic anhydride; 4-bromo-aniline; With zinc dibromide; at 210 ℃; for 0.5h; neat (no solvent);

In water; at 100 ℃; for 0.5h;

DOI:10.1002/chem.200902190

Reference yield: 73.8%

→ N-(4-bromophenyl)maleimide (13380-67-1)

Guidance literature:

With acetic acid; Reflux;

Reference yield: 53.0%

3-(4-bromophenylcarbamoyl)acrylic acid (59256-47-2,36847-86-6) → N-(4-bromophenyl)maleimide (13380-67-1)

Guidance literature:

With sodium acetate; acetic anhydride; Reflux;

DOI:10.3109/14756366.2011.580455

upstream raw materials:

5-(4-Bromo-phenyl)-2,3-diphenyl-tetrahydro-pyrrolo[3,4-d]isoxazole-4,6-dione

N-(p-bromophenyl)maleamic acid

maleic anhydride

4-bromo-aniline

Downstream raw materials:

2-(4-bromo-phenyl)-4,9-diphenyl-3a,4,9,9a-tetrahydro-4,9-epioxido-benzo[f]isoindole-1,3-dione

2-(4-bromo-phenyl)-6,7-dimethyl-4,9-di-p-tolyl-3a,4,9,9a-tetrahydro-4,9-epioxido-benzo[f]isoindole-1,3-dione

(4aR,5aR,8aS,8bR)-2-{Bis-[1-(4-bromo-phenyl)-2,5-dioxo-pyrrolidin-3-yl]-methyl}-7-(4-bromo-phenyl)-4a-methyl-4a,5a,8a,8b-tetrahydro-pyrrolo[3',4':4,5]furo[3,2-b]pyridine-6,8-dione

(4aR,5aR,8aS,8bR)-2-{Bis-[1-(4-bromo-phenyl)-2,5-dioxo-pyrrolidin-3-yl]-methyl}-7-(4-bromo-phenyl)-3-methyl-4a,5a,8a,8b-tetrahydro-pyrrolo[3',4':4,5]furo[3,2-b]pyridine-6,8-dione

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