N-Phenylsuccinimide

Base Information

• Chemical Name: N-Phenylsuccinimide
• CAS No.: 83-25-0
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 29337900
• European Community (EC) Number: 678-416-2
• NSC Number: 2359
• UNII: 37Y8E9UODY
• DSSTox Substance ID: DTXSID60232108
• Nikkaji Number: J4.627B
• Wikidata: Q27256707
• ChEMBL ID: CHEMBL579013
• Mol file: 83-25-0.mol

Synonyms:N-Phenylsuccinimide;83-25-0;1-phenylpyrrolidine-2,5-dione;Succinanil;N-Phenylbutanimide;1-Phenylsuccinimide;2,5-Pyrrolidinedione, 1-phenyl-;Succinimide, N-phenyl-;1-Phenyl-2,5-pyrrolidinedione;1-Phenyl-pyrrolidine-2,5-dione;N-PHENYL SUCCINIMIDE;UNII-37Y8E9UODY;37Y8E9UODY;NSC2359;NSC 2359;NSC-2359;AI3-19391;alpha-phenylsuccinimide;SUCCINANIL [MI];MLS001207320;SCHEMBL370611;CHEMBL579013;DTXSID60232108;1-Phenyl-2,5-pyrrolidinedione #;HMS1671J07;HMS2842N17;MFCD00022587;STK972019;AKOS000278103;NCGC00245040-01;AS-59718;SMR000505176;CS-0156126;FT-0631380;P1359;D70370;METHYL4-(3,4-DIAMINOPHENOXY)BENZENECARBOXYLATE;Q27256707

Chemical Property of N-Phenylsuccinimide

Chemical Property:

• Vapor Pressure: 1.31E-06mmHg at 25°C
• Melting Point: 155 °C
• Refractive Index: 1.597
• Boiling Point: 400 °C at 760 mmHg
• PKA: -0.39±0.20(Predicted)
• Flash Point: 203.6 °C
• PSA: 37.38000
• Density: 1.279 g/cm³
• LogP: 1.40500
• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

1-Phenylpyrrolidine-2,5-dione ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)C2=CC=CC=C2

Technology Process of N-Phenylsuccinimide

There total 97 articles about N-Phenylsuccinimide 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%

N-phenyl-maleimide (941-69-5) → N-phenylmaleimide (83-25-0)

Guidance literature:

With acetic anhydride; zinc; In toluene; at 40 - 86 ℃; for 48h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/jhet.2469

Reference yield: 98.0%

Succinimide (123-56-8,89963-74-6) + triphenylbismuthane (603-33-8) → N-phenylmaleimide (83-25-0)

Guidance literature:

With pyridine; copper diacetate; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/S0040-4039(96)02116-8

Reference yield: 97.0%

Succinimide (123-56-8,89963-74-6) + iodobenzene (591-50-4) → N-phenylmaleimide (83-25-0)

Guidance literature:

With copper; at 150 ℃; for 12h;

upstream raw materials:

succinic acid anhydride

phenyl carbamate

aniline

N,N-diphenylthiourea

Downstream raw materials:

N-phenyl-succinamic acid methyl ester

ethyl 4-oxo-4-(phenylamino)butanoate

1-Phenyl-5-hydroxy-5-methyl-2-pyrrolidinon

levulinanilide

Refernces

• 1、 Li, Tiejun,Peng, Henian,Tang, Wenjun,Tian, Duanshuai,Xu, Guangqing,Yang, He. "Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water". . p. 4327 - 4337. Retrieved 2021/05/31.
• 2、 Longwitz, Lars,Werner, Thomas. "Reduction of Activated Alkenes by PIII/PV Redox Cycling Catalysis". supporting information. p. 2760 - 2763. Retrieved 2020/02/05.