Benzyl methyl malonate

Base Information

• Chemical Name: Benzyl methyl malonate
• CAS No.: 52267-39-7
• Molecular Formula: C11H12O4
• Molecular Weight: 208.214
• Hs Code.: 29171900
• Mol file: 52267-39-7.mol

Synonyms:Propanedioicacid, methyl phenylmethyl ester (9CI);Benzyl methyl malonate;Methyl benzylmalonate;

Chemical Property of Benzyl methyl malonate

Chemical Property:

• Vapor Pressure: 0.000136mmHg at 25°C
• Refractive Index: n20/D 1.502(lit.)
• Boiling Point: 333.5 °C at 760 mmHg
• PKA: 11.73±0.46(Predicted)
• Flash Point: 129.5 °C
• PSA: 52.60000
• Density: 1.164g/cm³
• LogP: 1.29290
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

99% ^*data from raw suppliers

BenzylMethylMalnonate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl methyl malonate

There total 10 articles about Benzyl methyl 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: 100.0%

malonic acid monobenzyl ester (40204-26-0) + methyl chloroformate (79-22-1) → benzyl methyl malonate (52267-39-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 4 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)98555-1

Reference yield: 99.0%

Malonic acid monomethyl ester (16695-14-0) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl methyl malonate (52267-39-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 4 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)98555-1

Reference yield: 97.0%

monomethyl monopotassium malonate (38330-80-2) + benzyl bromide (100-39-0) → benzyl methyl malonate (52267-39-7)

Guidance literature:

In N,N-dimethyl-formamide; for 22h;

DOI:10.1139/v01-100

upstream raw materials:

methoxycarbonylketene

benzyl alcohol

Malonic acid monomethyl ester

benzyl chloroformate

Downstream raw materials:

(Z)-benzyl methyl (phenylmethylene)malonate

(E)-benzyl methyl (phenylmethylene)malonate

(Z)-benzyl methyl (methoxymethylene)malonate

(E)-benzyl methyl (methoxymethylene)malonate

Refernces

• 1、 Monguchi, Yasunari,Kunishima, Kouki,Hattori, Tomohiro,Takahashi, Tohru,Shishido, Yuko,Sawama, Yoshinari,Sajiki, Hironao. "Palladium-Catalyzed C-H Monoalkoxylation of α,β-Unsaturated Carbonyl Compounds". . p. 3994 - 3997. Retrieved 2016/07/06.
• 2、 Silva, Ana Luisa,Covarrubias-Zuniga, Adrian,Maldonado, Luis Angel. "Simple and practical syntheses of dibenzyl, benzyl ethyl and benzyl methyl malonates". . p. 272 - 275. Retrieved 2007/10/03.