Dimethyl Benzylmalonate

Base Information

• Chemical Name: Dimethyl Benzylmalonate
• CAS No.: 49769-78-0
• Molecular Formula: C12H14 O4
• Molecular Weight: 222.241
• Hs Code.: 2917399090
• DSSTox Substance ID: DTXSID50447744
• Nikkaji Number: J47.510F
• Wikidata: Q63396540
• Mol file: 49769-78-0.mol

Synonyms:Dimethyl Benzylmalonate;49769-78-0;Dimethylbenzylmalonate;Dimethyl 2-benzylpropanedioate;2-Benzylmalonic acid dimethyl;SCHEMBL1442737;Benzylmalonic Acid Dimethyl Ester;DTXSID50447744;ZBA76978;MFCD01445471;AKOS015915521;BENZYLMALONIC ACID METHYL ESTER;AS-10010;CS-0312081;D3432;FT-0754104;D90189;A867599;Q63396540;Propanedioic acid,2-(phenylmethyl)-,1,3-dimethyl ester

Chemical Property of Dimethyl Benzylmalonate

Chemical Property:

• Vapor Pressure: 0.00315mmHg at 25°C
• Refractive Index: 1.4970 to 1.5010
• Boiling Point: 285 °C
• PKA: 12.52±0.46(Predicted)
• Flash Point: 139.5°C
• PSA: 52.60000
• Density: 1.13
• LogP: 1.19130
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 227

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dimethyl Benzylmalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=CC=C1)C(=O)OC

Technology Process of Dimethyl Benzylmalonate

There total 57 articles about Dimethyl Benzylmalonate 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%

benzyl bromide (100-39-0) + malonic acid dimethyl ester (108-59-8) → 2-benzyl-malonic acid dimethyl ester (49769-78-0)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; toluene; at 18 ℃; for 3h;

Reference yield: 100.0%

methanol (67-56-1) + 2-benzylmalonic acid (616-75-1) → 2-benzyl-malonic acid dimethyl ester (49769-78-0)

Guidance literature:

With thionyl chloride; In methanol; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol802569q

Reference yield: 99.0%

dimethyl 2-benzylidenepropanedioate (6626-84-2) → 2-benzyl-malonic acid dimethyl ester (49769-78-0)

Guidance literature:

With formic acid; triethylamine; N-tosylethylenediamine; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; In dichloromethane; at 30 ℃; for 5h;

DOI:10.1021/jo0478205

upstream raw materials:

benzyl chloride

malonic acid dimethyl ester

methanol

2-benzylmalonic acid

Downstream raw materials:

methyl α-bromo-α-benzylmalonate

2-Benzyl-2-dimethylaminomethyl-malonic acid dimethyl ester

(2,2-Bis-methoxycarbonyl-3-phenyl-propyl)-trimethyl-ammonium; iodide

C₁₇H₂₃NO₅