N-(p-Phenylazophenyl)maleimide

Base Information

• Chemical Name: N-(p-Phenylazophenyl)maleimide
• CAS No.: 16201-96-0
• Molecular Formula: C16H11 N3 O2
• Molecular Weight: 277.282
• Hs Code.: 2927000090
• European Community (EC) Number: 240-330-4
• NSC Number: 66448,6511
• DSSTox Substance ID: DTXSID1066023
• Nikkaji Number: J2.954.787D,J2.954.788B,J236.133G
• Mol file: 16201-96-0.mol

Synonyms:4-PAPM;4-phenylazophenylmaleimide

Chemical Property of N-(p-Phenylazophenyl)maleimide

Chemical Property:

• Vapor Pressure: 3.42E-09mmHg at 25°C
• Melting Point: 162-165°C
• Boiling Point: 475.1°Cat760mmHg
• PKA: -2.37±0.20(Predicted)
• Flash Point: 241.1°C
• PSA: 62.10000
• Density: 1.26g/cm³
• LogP: 3.59640
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 277.085126602
• Heavy Atom Count: 21
• Complexity: 440

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-PHENYLAZOMALEINANIL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N=NC2=CC=C(C=C2)N3C(=O)C=CC3=O

Technology Process of N-(p-Phenylazophenyl)maleimide

There total 3 articles about N-(p-Phenylazophenyl)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: 44.0%

maleic anhydride (108-31-6) + aniline yellow (60-09-3) → N<4-(Phenyldiazenyl)phenyl>maleinimid (16201-96-0)

Guidance literature:

maleic anhydride; aniline yellow; In toluene; at 25 ℃; for 1h;

With zinc(II) chloride; lithium hexamethyldisilazane; In toluene; at 85 ℃; for 2.5h;

for 6h; Reflux;

DOI:10.1021/acs.langmuir.0c03028

Reference yield:

C16H13N3O3 (168094-56-2) → N<4-(Phenyldiazenyl)phenyl>maleinimid (16201-96-0)

Guidance literature:

With sodium acetate; acetic anhydride; at 80 ℃; for 4h; Inert atmosphere;

DOI:10.1590/S0103-50532010000300014

Reference yield:

→ N<4-(Phenyldiazenyl)phenyl>maleinimid (16201-96-0)

Guidance literature:

With acetic anhydride;

upstream raw materials:

C₁₆H₁₃N₃O₃

maleic anhydride

aniline yellow

Downstream raw materials:

exo-1,2,3,4-Tetrahydro-N-(4-phenyldiazenyl)-1,4-imino-2,3-naphthalindicarboximid

endo-1,2,3,4-Tetrahydro-N-(4-phenyldiazenyl)-1,4-imino-2,3-naphthalindicarboximid

Refernces

• 1、 Zhai, Congcong,Azhar, Umair,Yue, Wence,Dou, Yingqian,Zhang, Luqing,Yang, Xiaoyu,Zhang, Yabin,Xu, Peiming,Zong, Chuanyong,Zhang, Shuxiang. "Preparation and Insights of Smart Foams with Phototunable Foamability Based on Azobenzene-Containing Surfactants". . p. 15423 - 15429. Retrieved 2020.