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

Description

3-OXO-3-P-TOLYL-PROPIONIC ACID ETHYL ESTER, also known as Ethyl (4-methylbenzoyl)acetate, is an organic compound with the molecular formula C12H14O3. It is a colorless to pale yellow liquid with a fruity odor and is commonly used as an intermediate in the synthesis of various chemicals.

Uses

Used in Pharmaceutical Industry:
3-OXO-3-P-TOLYL-PROPIONIC ACID ETHYL ESTER is used as a chemical intermediate for the synthesis of 2-(carboethoxy)-3-(4′-methyl)phenylquinoxaline 1,4-dioxide, which has potential applications in the development of pharmaceuticals.
Used in Chemical Synthesis:
In the field of chemical synthesis, 3-OXO-3-P-TOLYL-PROPIONIC ACID ETHYL ESTER serves as a key building block for the creation of various complex organic molecules, contributing to the advancement of chemical research and development.

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 
• 1071-46-1 hydrogen ethyl malonate 
• 122-00-9 para-methylacetophenone 
• 105-58-8 Diethyl carbonate 
• 6148-64-7 ethyl potassium malonate 
• 105-36-2 ethyl bromoacetate 
• 102677-60-1 1-(Benzenesulfonyl-methylsulfanyl-methyl)-4-methyl-benzene 
• 623-73-4 diazoacetic acid ethyl ester 
• 104-87-0 4-methyl-benzaldehyde 
• 28997-00-4 (1H-benzo[d]imidazol-1-yl)(p-tolyl)methanone 
• 99-94-5 p-Toluic acid 

Downstream Products

• 132494-77-0 2-(1-methyl-piperidin-4-yl)-5-p-tolyl-1,2-dihydro-pyrazol-3-one 
• 101116-93-2 3-(2-methyl-thiosemicarbazono)-3-p-tolyl-propionic acid ethyl ester 
• 13422-78-1 3-oxo-3-p-toluoylpropanoic acid 
• 52884-48-7 2-methyl-3-(p-methylphenyl)-3-oxopropionic acid ethyl ester 
• 24119-54-8 6-Methyl-2-(4-methyl-benzoyl)-hept-5-enoic acid ethyl ester 
• 54458-39-8 2,3-Dioxo-3-p-tolyl-propionsaeureethylester 
• 25755-82-2 3-(4-methylphenyl)isoxazol-5(4H)-one 
• 68301-49-5 2-amino-4-p-tolyl-thiazole-5-carboxylic acid ethyl ester 
• 63161-27-3 (Z)-3-(Ethoxy-propylsulfanyl-thiophosphoryloxy)-3-p-tolyl-acrylic acid ethyl ester 
• 73510-70-0 2-(4-Methylphenyl)-1,3-dithian-2-essigsaeure-ethylester 
• 75136-29-7 Ethyl 3,3-ethylenedioxy-3-(p-tolyl)propanoate 
• 98305-76-1 2-Amino-6-p-tolyl-3H-pyrimidin-4-one 
• 124750-42-1 ethyl 3-(4-methylphenyl)-3-oxo-2-(2-propenyl)propanoate 

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.

Construction of isoxazolone-fused phenanthridinesviaRh-catalyzed cascade C-H activation/cyclization of 3-arylisoxazolones with cyclic 2-diazo-1,3-diketones

A Rh(iii)-catalyzed cascade C-H activation/intramolecular cyclization of 3-aryl-5-isoxazolones with cyclic 2-diazo-1,3-diketones was described, leading to the formation of isoxazolo[2,3-f]phenanthridine skeletons. The protocol features the simultaneous one-pot formation of two new C-C/C-N bonds and one heterocycle in moderate-to-good yields with good functional group compatibility. It is amenable to large-scale synthesis and further transformation.

Aromaticity-Driven Access to Cycloalkyl-Fused Naphthalenes

We report the efficient synthesis of cycloalkyl-fused naphthalenes through the [4 + 2]-cycloaddtion/decarboxylative aromatization of alkyne-tethered aryne insertion adducts. These scaffolds were difficult to synthesize using conventional reactions. The reaction proceeds via the formation of a benzopyrylium intermediate followed by intramolecular [4 + 2] cycloaddition and a subsequent decarboxylation pathway. This method is also compatible with allene-tethered substrates to afford similar products. In addition, the one-pot synthesis of polysubstituted naphthalenes via aryne insertion/benzannulation has also been developed in good yield.