Diallyl malonate

Base Information

• Chemical Name: Diallyl malonate
• CAS No.: 1797-75-7
• Molecular Formula: C9H12O4
• Molecular Weight: 184.192
• Hs Code.: 2917190090
• European Community (EC) Number: 801-267-3
• NSC Number: 20961
• DSSTox Substance ID: DTXSID20281238
• Nikkaji Number: J40.629E
• Wikidata: Q82015072
• Mol file: 1797-75-7.mol

Synonyms:DIALLYL MALONATE;1797-75-7;bis(prop-2-enyl) propanedioate;Propanedioic acid, 1,3-di-2-propen-1-yl ester;malonic acid diallyl ester;NSC20961;Propanedioic acid, di-2-propenyl ester;1,3-bis(prop-2-en-1-yl) propanedioate;Propanedioic acid,1,3-di-2-propen-1-yl ester;SCHEMBL57069;DTXSID20281238;NSC-20961;AKOS006345700;FT-0633848

Chemical Property of Diallyl malonate

Chemical Property:

• Vapor Pressure: 0.0557mmHg at 25°C
• Refractive Index: 1.449
• Boiling Point: 233.5 °C at 760 mmHg
• Flash Point: 107.8 °C
• PSA: 52.60000
• Density: 1.057 g/cm³
• LogP: 0.83490
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 184.07355886
• Heavy Atom Count: 13
• Complexity: 186

Purity/Quality:

98%min ^*data from raw suppliers

DIALLYL MALONATE 98.00% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diallyl malonate

There total 12 articles about Diallyl malonate 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%

malonic acid (141-82-2) + allyl alcohol (107-18-6) → diallyl malonate (1797-75-7)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; Heating;

DOI:10.1021/jo0621569

Reference yield: 89.0%

malonic acid (141-82-2) + allyl bromide (106-95-6) → diallyl malonate (1797-75-7)

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: 88.0%

→ diallyl malonate (1797-75-7)

Guidance literature:

upstream raw materials:

carbon suboxide

allyl alcohol

malonic acid dimethyl ester

2-Bromo-malonic acid allyl ester methyl ester

Downstream raw materials:

Di-(3-cyclohexylpropyl)-malonat

diallyl 2-benzylidenemalonate

Dimethyl 3-cyclopentene-1,1-dicarboxylate

1,3-allyl 2-(diphenylsulfuranylidene)malonate

Refernces

• 1、 Kimura, Shinya,Saito, Naoki. "A stereocontrolled total synthesis of (±)-saframycin A". . p. 4504 - 4514. Retrieved 2018/07/21.
• 2、 Minar, Norma K.,Hou, Kun,Westermeier, Christian,D?blinger, Markus,Schuster, J?rg,Hanusch, Fabian C.,Nickel, Bert,Ozin, Geoffrey A.,Bein, Thomas. "A highly-ordered 3D covalent fullerene framework". supporting information. p. 7577 - 7581. Retrieved 2015/06/25.