27835-00-3

Basic information

• Product Name: 3-OXO-3-P-TOLYL-PROPIONIC ACID ETHYL ESTER
• Synonyms: 3-OXO-3-P-TOLYL-PROPIONIC ACID ETHYL ESTER;3-OXO-3-(4-TOLYL)PROPIONIC ACID ETHYL ESTER;ETHYL 4-METHYLBENZOYLACETATE;ETHYL 3-OXO-3-P-TOLYLPROPANOATE;Ethyl 4-methylbenzozl acetate;4-Methylbenzoylacetic acid methyl ester;Ethyl 3-oxo-3-(4-tolyl)propionate;NSC 158544
• CAS NO: 27835-00-3
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.24
• Product Categories: C12 to C63;Carbonyl Compounds;Esters
• Mol File: 27835-00-3.mol
• Article Data: 81

Chemical Properties

• Melting Point: 93 °C(Solv: chloroform (67-66-3); ligroine (8032-32-4))
• Boiling Point: 244-245 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.056 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00179mmHg at 25°C
• Refractive Index: n20/D 1.5315(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 10.12±0.25(Predicted)
• CAS DataBase Reference: 3-OXO-3-P-TOLYL-PROPIONIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-OXO-3-P-TOLYL-PROPIONIC ACID ETHYL ESTER(27835-00-3)
• EPA Substance Registry System: 3-OXO-3-P-TOLYL-PROPIONIC ACID ETHYL ESTER(27835-00-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 27835-00-3(Hazardous Substances Data)

Usage

Uses

Ethyl (4-methylbenzoyl)acetate may be used to synthesize 2-(carboethoxy)-3-(4′-methyl)phenylquinoxaline 1,4-dioxide.

InChI:InChI=1/C12H14O3/c1-3-15-12(14)8-11(13)10-6-4-9(2)5-7-10/h4-7H,3,8H2,1-2H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 874-60-2 4-methyl-benzoyl chloride 
• 108-88-3 toluene 
• 36239-09-5 ethyl chlorocarbonylacetate 
• 211318-52-4 ethyl 2-diazo-3-(4-methylphenyl)-3-hydroxypropanoate 
• 1071-46-1 hydrogen ethyl malonate 
• 141-78-6 ethyl acetate 
• 62547-72-2 Ethyl β-hydroxy-β-(4-methylphenyl)propionate 
• 99-94-5 p-Toluic acid 
• 10347-11-2 4-(methylbenzoyl)imidazoline 
• 6148-64-7 ethyl potassium malonate 
• 105-36-2 ethyl bromoacetate 
• 104-85-8 para-methylbenzonitrile 
• 122-00-9 para-methylacetophenone 

Downstream Products

• 140166-68-3 ethyl 2-bromo-3-(4-methylphenyl)-3-oxopropanoate 
• 76344-77-9 ethyl 3-(dimethylamino)-1-(4'-methylphenyl)-prop-2-enone-2-carboxylate 
• 760959-53-3 1,3-di(p-tolyl)pyrazolin-5-one 
• 676233-09-3 1-(4-methanesulfonyl-phenyl)-5-p-tolyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 676233-18-4 1-(4-sulfamoyl-phenyl)-5-p-tolyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 17372-52-0 4,6-diphenyl-2H-pyran-2-one 
• 82531-51-9 2-(4'-methylbenzoyl)-3H-benzo[f]chromen-3-one 
• 856062-78-7 diethyl-2,3-bis(4-methylbenzoyl)succinate 
• 159266-06-5 1-(4-methylphenyl)-1,3-propanediol 
• 1340476-00-7 diethyl 2,4-bis(4-methylbenzoyl)pentanedioate 
• 1415334-75-6 ethyl 5,8-dibromo-3-(p-tolyl)-2-naphthoate 

Relevant articles and documents

A novel synthetic method for β-keto esters

A novel synthetic method for the preparation of β-keto esters has been developed. α-Phenylseleno acetate was treated with LDA to produce a selenium-stabilised carbanion, which reacted with aldehydes, followed by selenoxide syn-elimination, to give β-keto esters.

Preparation of polystyrene-supported α-seleno acetate and application to solid-phase synthesis of β-keto esters

A novel polystyrene-supported α-seleno acetate has been developed. This novel resin was treated with LDA to produce a selenium-stabilized carbanion, which reacted with aldehydes, followed by selenoxide syn-elimination to give β-keto esters. Georg Thieme Verlag Stuttgart.

Electrochemical Oxidative Cyclization: Synthesis of Polysubstituted Pyrrole from Enamines

A conceptually novel method for the preparation of pyrrole is described by electrochemical-oxidation-induced intermolecular annulation via enamines. In a simple undivided cell, based on a sodium acetate-facilitated, polysubstituted pyrrole derivations has been facilely synthesized under external oxidant-free condition. This electrosynthetic approach providing an environmentally benign protocol for C?C bond cross-coupling and oxidative annulation, which features unparalleled broad scope of substrates and practicality.

Sulfur-controlled and rhodium-catalyzed formal (3 + 3) transannulation of thioacyl carbenes with alk-2-enals and mechanistic insights

A rhodium-catalyzed denitrogenative formal (3 + 3) transannulation of 1,2,3-thiadiazoles with alk-2-enals is achieved, producing 2,3-dihydrothiopyran-4-ones in moderate to excellent yields. An inverse KIE of 0.49 is obtained, suggesting the reversibility of the oxidative addition of thioacyl Rh(i) carbenes to alk-2-enals. The late-stage structural modifications of steroid compounds are realized. Moreover, our studies show that thioacyl carbenes have different reactivities to those of α-oxo and α-imino carbenes, and highlight the importance of heteroatoms in deciding the reactivities of heterovinyl carbenes.