66644-68-6

Basic information

• Product Name: ETHYL 3-METHYLBENZOYLFORMATE
• Synonyms: (M-TOLYL)GLYOXYLIC ACID ETHYL ESTER;ETHYL 3-METHYLBENZOYLFORMATE;3-Methyl-oxo-benzeneacetic acid ethyl ester
• CAS NO: 66644-68-6
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21
• Mol File: 66644-68-6.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 90°C/0.1mm
• Flash Point: 129.3 °C
• Appearance: /
• Density: 1.106 g/cm³
• Vapor Pressure: 0.00178mmHg at 25°C
• Refractive Index: 1.512
• CAS DataBase Reference: ETHYL 3-METHYLBENZOYLFORMATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3-METHYLBENZOYLFORMATE(66644-68-6)
• EPA Substance Registry System: ETHYL 3-METHYLBENZOYLFORMATE(66644-68-6)

Safety Data

• Hazardous Substances Data: 66644-68-6(Hazardous Substances Data)

Usage

General Description

ETHYL 3-METHYLBENZOYLFORMATE, also known as ethyl 3-methylbenzoylformate, is a chemical compound with the molecular formula C11H12O3. It is a colorless to pale yellow liquid with a fruity odor, commonly used as a flavoring agent in the food and beverage industry. It is also used in the synthesis of other organic compounds and as a fragrance in cosmetic and personal care products. ETHYL 3-METHYLBENZOYLFORMATE is considered to have low toxicity and is generally regarded as safe for use in food and consumer products when used in accordance with good manufacturing practices. However, it should be handled and stored carefully to avoid exposure and potential hazards.

InChI:InChI=1/C11H12O3/c1-3-14-11(13)10(12)9-6-4-5-8(2)7-9/h4-7H,3H2,1-2H3

Upstream product

• 95-92-1 oxalic acid diethyl ester 
• 28987-79-3 m-tolylmagnesium bromide 
• 591-17-3 meta-bromotoluene 
• 64-17-5 ethanol 
• 1194627-80-9 2-nitro-1-(m-tolyl)ethan-1-one 
• 40061-55-0 ethyl m-methylphenylacetate 
• 621-36-3 m-methylphenylacetic acid 
• 53882-81-8 (3-methylbenzoyl)acetonitrile 
• 108-41-8 1-chloro-3-methylbenzene 
• 4755-77-5 Ethyl oxalyl chloride 
• 51012-64-7 2-bromo-3'-methylacetophenone 
• 142682-68-6 ethyl m-methylphenylimidoacetate hydrochloride 
• 625-95-6 3-Iodotoluene 
• 33675-43-3 1-(bromo-ethynyl)-3-methyl-benzene 

Downstream Products

• 1217169-12-4 ethyl 2-(4-methoxyphenylimino)-2-m-tolylacetate 
• 1263290-49-8 (R)-ethyl 2-hydroxy-3-nitro-2-(3-tolyl)-propanoate 
• 1282521-51-0 ethyl (S)-2-[bis(2-methoxyphenyloxy)phosphinyloxy]-2-(3-methylphenyl)acetate 
• 1282521-62-3 ethyl (R)-2-[bis(2-methoxyphenyloxy)phosphinyloxy]-2-(3-methylphenyl)acetate 

Relevant articles and documents

Electrochemical two-electron oxygen reduction reaction (ORR) induced aerobic oxidation of α-diazoesters

Electrochemical oxygen reduction reaction (ORR) is a powerful tool for introducing oxygen functional groups in synthetic chemistry. However, compared with the well-developed one-electron oxygen reduction process, the applications of two-electron oxygen re

Controllable chemoselectivity in the coupling of bromoalkynes with alcohols under visible-light irradiation without additives: Synthesis of propargyl alcohols and α-ketoesters

The chemoselectivity of visible-light-induced coupling reactions of bromoalkynes with alcohols can be controlled by simple changes to the reaction atmosphere (N2 or O2). A N2 atmosphere favours propargyl alcohols via a direct C-C coupling process, whereas an O2 atmosphere results in the generation of α-ketoesters through the oxidative CC/C-O coupling pathway.

Copper(II)-Catalyzed Benzylic C(sp3)-H Aerobic Oxidation of (Hetero)Aryl Acetimidates: Synthesis of Aryl-α-ketoesters

A straightforward method is developed in this paper for the synthesis of α-ketoesters through copper-catalyzed aerobic oxidation of (hetero)aryl acetimidates using molecular oxygen as a sustainable oxidant. The reaction represents the first example of the direct synthesis of aryl-α-ketoesters from arylacetimidates through the aerobic oxidation of a benzylic C(sp3)-H (CO) bond in moderate to good yield. This transformation occurs under mild reaction conditions with a wide range of substrates and utilizes a readily available oxidant and catalyst. The synthetic utility of this transformation is demonstrated through scaled-up synthesis. A plausible reaction mechanism is also proposed.