Diallyl fumarate

Base Information

• Chemical Name: Diallyl fumarate
• CAS No.: 999-21-3
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 29171900
• European Community (EC) Number: 213-658-0,220-549-1
• NSC Number: 32641
• UNII: K852LK4C5P
• DSSTox Substance ID: DTXSID8062650
• Nikkaji Number: J102.154K
• Wikidata: Q27282075
• Mol file: 999-21-3.mol

Synonyms:Diallyl fumarate;2807-54-7;Fumaric acid, diallyl ester;2-Butenedioic acid (E)-, di-2-propenyl ester;bis(prop-2-enyl) (E)-but-2-enedioate;Fumaric acid diallyl ester;UNII-K852LK4C5P;K852LK4C5P;2-Butenedioic acid (2E)-, di-2-propenyl ester;EINECS 220-549-1;NSC 32641;NSC-32641;AI3-06585;999-21-3;1,4-bis(prop-2-en-1-yl) (2E)-but-2-enedioate;2-Butenedioic acid (2E)-, 1,4-di-2-propen-1-yl ester;diallylfumarate;2-Butenedioic acid, (Z)-, di-2-propenyl ester;4-02-00-02214 (Beilstein Handbook Reference);SCHEMBL36140;SCHEMBL36375;DTXSID8062650;Diallyl (2E)-2-butenedioate #;NSC32641;MFCD00014950;AKOS006230364;DIPROP-2-ENYL (E)-BUT-2-ENEDIOATE;2-Butenedioic acid, di-2-propenyl ester, (E)-;Q27282075

Chemical Property of Diallyl fumarate

Chemical Property:

• Appearance/Colour: Colorless transparent oily liquid
• Vapor Pressure: 4 mm Hg ( 25 °C)
• Melting Point: 47 °C(lit.)
• Refractive Index: n20/D 1.469(lit.)
• Boiling Point: 263.7 °C at 760 mmHg
• Flash Point: 124.6 °C
• PSA: 52.60000
• Density: 1.064g/cm³
• LogP: 1.00100
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water 151.2 mg/L @ 25°C.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

Diallyl maleate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21/22-36/37/38-22-20/21
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCOC(=O)C=CC(=O)OCC=C
• Isomeric SMILES: C=CCOC(=O)/C=C/C(=O)OCC=C
• Uses: An agent for the promotion of branching in emulsion polymers Diallyl maleate has potential applications in polyester resins, adhesives, and ion exchange resins. When used at low levels, Diallyl Maleate is an effective agent for the promotion of branching in emulsion polymers.

Technology Process of Diallyl fumarate

There total 8 articles about Diallyl fumarate 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: 90.0%

maleic anhydride (108-31-6) + allyl alcohol (107-18-6) → diallyl maleate (999-21-3)

Guidance literature:

With 3,3′-(2,2-bis(hydroxymethyl)propane-1,3-diyl)bis(1-methyl-1H-imidazol-3-ium) hydrogen sulfate; for 10h; Dean-Stark; Reflux;

DOI:10.1016/j.molliq.2016.11.121

Reference yield: 85.0%

allyl bromide (106-95-6) + 2-butenedioic acid (6915-18-0,26099-09-2) → diallyl maleate (999-21-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1002/ejoc.201301239

Reference yield: 85.0%

allyl bromide (106-95-6) + maleic acid (110-16-7,26099-09-2) → diallyl maleate (999-21-3)

Guidance literature:

maleic acid; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h; Inert atmosphere;

allyl bromide; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1002/ejoc.201301239

upstream raw materials:

maleic anhydride

allyl alcohol

allyl bromide

3-chloroprop-1-ene

Downstream raw materials:

dipropyl succinate

diallyl fumarate

diallyl succinate

3-Carballyloxy-acrylsaeure-2'-chlor-3'-(6-chlor-o-tolyl)-propylester

Refernces

• 1、 Muthusamy, Sengodagounder,Azhagan, Datshanamoorthy. "Titanium isopropoxide promoted tandem self-cross and ring-closing metathesis approach for the synthesis of macrotetralides". . p. 363 - 370. Retrieved 2014/01/23.
• 2、 Akopyan, A. A.,Grigor, S. A.,Torosyan, G. O.,Babayan, A. T.. "SYNTHESIS OF PHTHALIC AND MALEIC ACID DIALLYL ESTERS". . p. 1776 - 1777. Retrieved 2007/10/02.