Diallyl itaconate

Base Information

• Chemical Name: Diallyl itaconate
• CAS No.: 2767-99-9
• Deprecated CAS: 62314-57-2
• Molecular Formula: C11H14 O4
• Molecular Weight: 210.23
• Hs Code.: 2917190090
• European Community (EC) Number: 220-448-2
• NSC Number: 4699
• UNII: Q3WR3NJ53X
• DSSTox Substance ID: DTXSID5062635
• Nikkaji Number: J38.892K
• Wikidata: Q81990158
• Mol file: 2767-99-9.mol

Synonyms:Diallyl itaconate;2767-99-9;Butanedioic acid, methylene-, di-2-propenyl ester;Succinic acid, methylene-, diallyl ester;AI3-32327;NSC 4699;NSC-4699;EINECS 220-448-2;1,4-BIS(PROP-2-EN-1-YL) 2-METHYLIDENEBUTANEDIOATE;Butanedioic acid, 2-methylene-, 1,4-di-2-propen-1-yl ester;diallylitaconat;bis(prop-2-enyl) 2-methylidenebutanedioate;Itaconic acid diallyl ester;Q3WR3NJ53X;SCHEMBL216622;DTXSID5062635;NSC4699;MFCD00048175;FT-0624602

Chemical Property of Diallyl itaconate

Chemical Property:

• Vapor Pressure: 0.00422mmHg at 25°C
• Refractive Index: 1.462
• Boiling Point: 278.6°C at 760 mmHg
• Flash Point: 131.1°C
• PSA: 52.60000
• Density: 1.039g/cm³
• LogP: 1.39110
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 210.08920892
• Heavy Atom Count: 15
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC(=O)CC(=C)C(=O)OCC=C

Technology Process of Diallyl itaconate

There total 4 articles about Diallyl itaconate 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: 97.0%

2-methylenesuccinic acid (97-65-4,25119-64-6) + allyl bromide (106-95-6) → diallyl itaconate (2767-99-9)

Guidance literature:

With sodium hydroxide; In water; acetone; for 8h; Reflux;

DOI:10.1016/j.polymer.2016.11.068

Reference yield: 70.0%

2-methylenesuccinic acid (97-65-4,25119-64-6) + allyl alcohol (107-18-6) → diallyl itaconate (2767-99-9) + 2-methylene-succinic acid 4-allyl ester (5393-28-2)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 0.25h;

Reference yield:

2-methylenesuccinic acid (97-65-4,25119-64-6) + 3-chloroprop-1-ene (107-05-1) → diallyl itaconate (2767-99-9)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 40 ℃; for 72h; Solvent; Temperature; Reagent/catalyst;

upstream raw materials:

2-methylenesuccinic acid

allyl alcohol

3-chloroprop-1-ene

allyl bromide

Refernces

• 1、 Dai, Jinyue,Ma, Songqi,Zhu, Lixia,Wang, Sheng,Yang, Lijing,Song, Zhenlun,Liu, Xiaoqing,Zhu, Jin. "UV-thermal dual cured anti-bacterial thiol-ene networks with superior performance from renewable resources". . p. 215 - 222. Retrieved 2017.
• 2、 Rama Devi,Rajaram. "An efficient and regiospecific esterification of dioic acids using PTSA". . p. 294 - 296. Retrieved 2007/10/03.