65749-05-5

Basic information

• Product Name: DIMETHYL BENZYLMALONATE
• Synonyms: DIMETHYL BENZYLMALONATE;BENZYLMALONIC ACID DIMETHYL ESTER;2-Benzylmalonic acid dimethyl;Dimethyl 2-benzylmalonate;Dimethyl methylphenylmalonate
• CAS NO: 65749-05-5
• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24
• Product Categories: TheMalonateRamificationProducts
• Mol File: 65749-05-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 144-147 °C(Press: 9 Torr)
• Appearance: /
• Density: 1.133±0.06 g/cm3(Predicted)
• CAS DataBase Reference: DIMETHYL BENZYLMALONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL BENZYLMALONATE(65749-05-5)
• EPA Substance Registry System: DIMETHYL BENZYLMALONATE(65749-05-5)

Safety Data

• Hazardous Substances Data: 65749-05-5(Hazardous Substances Data)

Usage

Description

DIMETHYL BENZYLMALONATE is a synthetic ester derived from the reaction of benzylic alcohols and malonic acid, characterized by its clear liquid form, strong odor, and long-lasting fragrance. It is a chemical substance widely recognized for its sweet, fruity, and floral scent, making it a popular ingredient in the fragrance and cosmetic industries.

Uses

Used in Fragrance Industry:
DIMETHYL BENZYLMALONATE is used as a fragrance ingredient for its ability to impart a sweet, fruity, and floral scent to perfumes, lotions, and other personal care products.
Used in Cosmetic Industry:
DIMETHYL BENZYLMALONATE is used as a scent enhancer in cosmetic products to provide a pleasant and long-lasting aroma.
Used in Food Industry:
DIMETHYL BENZYLMALONATE is used as a flavoring agent in food products, contributing to the overall taste and aroma profile.
Used in Industrial Applications:
DIMETHYL BENZYLMALONATE serves as a solvent in various industrial processes, leveraging its chemical properties to facilitate reactions and improve product performance.
Used in Consumer Product Production:
DIMETHYL BENZYLMALONATE is used in the production of scented items, ensuring the safety and quality of consumer products while delivering a desirable fragrance experience.

Upstream product

• 37434-59-6 dimethyl 2-phenylmalonate 
• 616-38-6 carbonic acid dimethyl ester 
• 101-41-7 benzeneacetic acid methyl ester 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 2001-28-7 2-phenyl-1-p-tolyl-ethanone 
• 451-40-1 phenyl benzyl ketone 
• 140-29-4 phenylacetonitrile 

Downstream Products

• 76-94-8 5-methyl-5-phenylbarbituric acid 
• 116140-68-2 (±)-2-methyl-2-phenylmalonic acid monomethyl ester 
• 116140-69-3 (+)-(R)-2-methyl-2-phenylmalonic acid monomethyl ester 
• 116140-68-2 (S)-3-methoxy-2-methyl-3-oxo-2-phenylpropanoic acid 
• 4371-02-2 2-methyl-2-phenylmalonic acid 

Relevant articles and documents

Selective mono-C-methylations of arylacetonitriles and arylacetates with dimethylcarbonate: A mechanistic investigation

The very high mono-C-methylation selectivity (>99%) of arylacetic acid derivatives (ArCH2X; X = CN, CO2Me) with dimethyl carbonate (DMC) is due to a mechanism that involves consecutive methoxycarbonylation, methylation, and demethoxycarbonylation steps. Important aspects of this mechanism are clarified herein by a kinetic investigation. In the case of arylacetonitriles, at 140°C, the comparison of the rate constants of model reactions involving 2-phenyl propionitrile, phenylacetonitrile, 2-methoxycarbonylphenylacetonitrile, and 2-methyl-2-methoxy carbonylphenyl acetonitrile (compounds 1a-4a, respectively) with DMC indicates that the methylation process is the fastest and the irreversible step, which drives the overall reaction to completion. The situation is reversed for arylacetic esters, where the methylation is more difficult than the demethoxycarbonylation reaction; therefore, a higher reaction temperature is required.

THE ADDITION REACTION OF DIALKYL CARBONATES TO KETONES

The reaction of benzyl phenyl ketone with dimethyl carbonate gives methyl benzoate and methyl phenylacetate; diethyl carbonate gives the corresponding ethyl esters.The reaction takes place at high temperature (about 200 deg C) and in the presence of potassium carbonate as a catalyst.Other benzyl ketones react similarly.Aliphatic ketones yield a less selective addition.Accordingly, cyclohexanone with dimethyl carbonate gives dimethyl pimelate.The reaction is a retro-Claisen condensation, which occurs through the intermediate formation of the alkoxycarbonyl derivative.

Enzymes in organic synthesis 50. Probing the dimensions of the large hydrophobic binding region of the active site of pig liver esterase using substituted aryl malonate substrates

The active side model reported recently for the synthetically useful enzyme pig liver esterase (PLE) permits the structural specificity and stereoselectivity of the enzyme to be interpreted and predicted for a wide range of substrates. The specifications