N-Vinylphthalimide

Base Information

• Chemical Name: N-Vinylphthalimide
• CAS No.: 3485-84-5
• Molecular Formula: C10H7NO2
• Molecular Weight: 173.171
• Hs Code.: 29251900
• European Community (EC) Number: 222-473-4
• NSC Number: 10395
• DSSTox Substance ID: DTXSID3063049
• Nikkaji Number: J216.147H
• Wikidata: Q63408831
• Mol file: 3485-84-5.mol

Synonyms:N-Vinylphthalimide;3485-84-5;2-Vinylisoindoline-1,3-dione;2-ethenylisoindole-1,3-dione;Phthalimide, N-vinyl-;1H-Isoindole-1,3(2H)-dione, 2-ethenyl-;2-Vinyl-1H-isoindole-1,3(2H)-dione;2-Ethenyl-1,3-dihydro-1,3-dioxoisoindole;2-Ethenyl-1H-isoindole-1,3(2H)-dione;EINECS 222-473-4;MFCD00078446;NSC 10395;N-vinylphtalimide;n-vinyl-phthalimide;N-vinyl phthalimide;NSC10395;N-Vinylphthalimide, 99%;N-ETHENYLPHTHALIMIDE;SCHEMBL35297;1H-Isoindole-1, 2-ethenyl-;DTXSID3063049;SCHEMBL10447642;NSC-10395;AKOS005174651;AB03005;AS-40358;SY047182;2-Vinyl-1H-isoindole-1,3(2H)-dione #;BB 0259322;CS-0113083;FT-0660752;V0065;EN300-78079;A874844;Q63408831;2-ETHENYL-2,3-DIHYDRO-1H-ISOINDOLE-1,3-DIONE

Chemical Property of N-Vinylphthalimide

Chemical Property:

• Appearance/Colour: off-white to light yellow crystalline powder
• Vapor Pressure: 0.000866mmHg at 25°C
• Melting Point: 84-86 °C(lit.)
• Refractive Index: 1.713
• Boiling Point: 304.6 °C at 760 mmHg
• PKA: -2.45±0.20(Predicted)
• Flash Point: 140.5 °C
• PSA: 37.38000
• Density: 1.402 g/cm³
• LogP: 1.36400
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 173.047678466
• Heavy Atom Count: 13
• Complexity: 248

Purity/Quality:

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

N-Vinylphthalimide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CN1C(=O)C2=CC=CC=C2C1=O
• Uses: N-Vinylphthalimide is a reactant that has been used in the preparation of trifluoromethylaryl-substituted fused piperidinecarboxamides as TRPM8 cation channel inhibitors.

Technology Process of N-Vinylphthalimide

There total 53 articles about N-Vinylphthalimide 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: 95.0%

phthalimide (136918-14-4,85-41-6) + vinyl acetate (108-05-4,9003-20-7) → N-vinylphthalimide (3485-84-5,26809-43-8)

Guidance literature:

With sodium tetrachloropalladate(II); for 8h; Heating;

DOI:10.1002/(SICI)1099-0690(200004)2000:8<1507::AID-EJOC1507>3.0.CO;2-K

Reference yield: 90.0%

2-(2-bromoethyl)isoindoline-1,3-dione (574-98-1) + 1,8-diazabicyclo[5.4.0]undec-7-ene (6674-22-2,83329-50-4) → N-vinylphthalimide (3485-84-5,26809-43-8)

Guidance literature:

In N,N-dimethyl acetamide; water;

Reference yield: 90.0%

C18H21N3O4Si → N-vinylphthalimide (3485-84-5,26809-43-8) + C8H14N2O2Si (500865-57-6)

Guidance literature:

With dichloro-acetic acid; acrylic acid methyl ester; In acetonitrile; for 15h; Irradiation; Inert atmosphere;

DOI:10.1039/c0pp00372g

upstream raw materials:

phthalimide

acetylene

N-(2-Hydroxyethyl)phthalimide

2-(2-bromoethyl)isoindoline-1,3-dione

Downstream raw materials:

2-[(E)-3-phenylprop-2-enyl]-2,3-dihydro-1H-isoindole-1,3-dione

2-{4-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-vinyl]-phenylsulfanyl}-2-methyl-propionic acid tert-butyl ester

2,3-dihydrophthalazine-1,4-dione

1-fluoro-2-(tosylmethyl)benzene

Refernces

• 1、 Zhang, Yang,Torker, Sebastian,Sigrist, Michel,Bregovi?, Nikola,Dydio, Pawe?. "Binuclear Pd(I)-Pd(I) Catalysis Assisted by Iodide Ligands for Selective Hydroformylation of Alkenes and Alkynes". supporting information. p. 18251 - 18265. Retrieved 2020/11/02.
• 2、 -. "Oxidative Dehydroxymethylation of Alcohols to Produce Olefins". Paragraph 0058. . Retrieved 2019/09/06.