Diallyl carbonate

Base Information

• Chemical Name: Diallyl carbonate
• CAS No.: 15022-08-9
• Molecular Formula: C7H10 O3
• Molecular Weight: 142.155
• Hs Code.: 2920909090
• European Community (EC) Number: 239-106-9
• NSC Number: 19177
• UNII: J9P2G65CXJ
• DSSTox Substance ID: DTXSID6065846
• Nikkaji Number: J23.984D
• Wikidata: Q81992451
• Mol file: 15022-08-9.mol

Synonyms:Diallyl carbonate;15022-08-9;Allyl carbonate;Carbonic acid, di-2-propenyl ester;bis(prop-2-enyl) carbonate;Carbonic acid, diallyl ester;diallylcarbonate;Carbonic acid, di-2-propen-1-yl ester;EINECS 239-106-9;NSC 19177;NSC-19177;EC 239-106-9;di-allyl carbonate;Carbonic acid diallyl;Diallyl carbonate, 99%;ghl.PD_Mitscher_leg0.86;SCHEMBL9928;J9P2G65CXJ;DTXSID6065846;NSC19177;MFCD00008645;AKOS015915885;BS-27398;CS-0204418;FT-0624599;F87809

Chemical Property of Diallyl carbonate

Chemical Property:

• Vapor Pressure: 1.34mmHg at 25°C
• Melting Point: 25°C
• Refractive Index: n20/D 1.428(lit.)
• Boiling Point: 172.3°Cat760mmHg
• Flash Point: 58.9°C
• PSA: 35.53000
• Density: 0.986g/cm³
• LogP: 1.51160
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 115

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCOC(=O)OCC=C
• Uses: Transesterification of diallyl carbonate with glycerol in the presence of a catalyst (Pd/PPh3), generates glycerol carbonate.

Technology Process of Diallyl carbonate

There total 26 articles about Diallyl carbonate 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%

allyl alcohol (107-18-6) + carbonic acid dimethyl ester (616-38-6) → diallylcarbonate (15022-08-9)

Guidance literature:

With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; In neat (no solvent); at 80 ℃; for 16h; under 760.051 Torr; Inert atmosphere; Green chemistry;

DOI:10.1039/c2gc35191a

Reference yield: 93.0%

carbon dioxide (124-38-9,18923-20-1) + allyl alcohol (107-18-6) → Allyl ether (557-40-4) + diallylcarbonate (15022-08-9)

Guidance literature:

With copper (I) iodide; dicyclohexyl-carbodiimide; at 64.85 ℃; for 4h; under 37503 Torr;

DOI:10.1021/jo050392y

Reference yield: 91.0%

carbon dioxide (124-38-9,18923-20-1) + allyl alcohol (107-18-6) + O-allyl-N,N'-dicyclohexyl isourea (92954-34-2) → Allyl ether (557-40-4) + diallylcarbonate (15022-08-9)

Guidance literature:

at 64.85 ℃; for 2h; under 37503 Torr;

DOI:10.1021/jo050392y

upstream raw materials:

phosgene

allyl alcohol

Diethyl carbonate

carbon dioxide

Downstream raw materials:

6-methyl-2-allylcyclohexanone

hexa-1,5-dien-3-yl p-tolyl sulphone

4-(p-tolylsulphonyl)-4-vinyl-1,6-heptadiene

1-Methyl-4-[((E)-nona-1,5,8-triene)-3-sulfonyl]-benzene

Refernces

• 1、 Fierz-David,Mueller. "-". . p. 26. Retrieved 1924.
• 2、 Takada, Yuki,Matsuoka, Aki,Du, Ya,Naka, Hiroshi,Saito, Susumu. "Acetals of N,N-dimethylformamides: Ambiphilic behavior in converting carbon dioxide to dialkyl carbonates". . p. 146 - 147. Retrieved 2013.
• 3、 Ramesh, Sreerangappa,Indukuri, Kiran,Riant, Olivier,Debecker, Damien P.. "Synthesis of Carbonate Esters by Carboxymethylation Using NaAlO2 as a Highly Active Heterogeneous Catalyst". . p. 1846 - 1851. Retrieved 2019/01/04.