107969-78-8

Basic information

• Product Name: 3-Butenoic acid, 2-oxo-4-phenyl-, methyl ester, (3E)-
• CAS NO: 107969-78-8
• Molecular Formula: C11H10O3
• Molecular Weight: 190.199
• Mol File: 107969-78-8.mol
• Article Data: 33

Chemical Properties

• CAS DataBase Reference: 3-Butenoic acid, 2-oxo-4-phenyl-, methyl ester, (3E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butenoic acid, 2-oxo-4-phenyl-, methyl ester, (3E)-(107969-78-8)
• EPA Substance Registry System: 3-Butenoic acid, 2-oxo-4-phenyl-, methyl ester, (3E)-(107969-78-8)

Safety Data

• Hazardous Substances Data: 107969-78-8(Hazardous Substances Data)

Usage

General Description

3-Butenoic acid, 2-oxo-4-phenyl-, methyl ester, (3E)- is a chemical compound that is also known as methyl cinnamate. It is a colorless to pale yellow liquid with a sweet, balsamic odor. 3-Butenoic acid, 2-oxo-4-phenyl-, methyl ester, (3E)- is commonly used in the fragrance and flavor industries as a synthetic oil, providing a sweet, fruity scent reminiscent of cinnamon. It is also used in the production of perfumes, soaps, and detergents. Additionally, methyl cinnamate has potential applications in the fields of pharmaceuticals and agrochemicals due to its antimicrobial and insecticidal properties.

Upstream product

• 67-56-1 methanol 
• 17451-19-3 benzylidene pyruvic acid 
• 1914-59-6 (E)-2-oxo-4-phenyl-3-butenoic acid 
• 87352-10-1 N-methyl-5-carbomethoxy-3-phenyl-4,5-dehydroisoxazolidine 
• 600-22-6 pyruvic acid methyl ester 
• 100-52-7 benzaldehyde 
• 3947-97-5 3-phenyl-3-cyclobutene-1,2-dione 
• 140653-89-0 (E)-benzylideneglyoxylic acid potassium salt 
• 127-17-3 2-oxo-propionic acid 
• 74-88-4 methyl iodide 
• 112068-21-0 rac-(E)-2-hydroxy-4-phenyl-3-butenoic acid methyl ester 
• 118806-93-2 2-oxo-4-phenylbut-3-enoic acid potassium salt 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 102-92-1 Cinnamoyl chloride 

Downstream Products

• 130089-61-1 Methyl-2,3,4a,4b,5,8a,9,10a-octahydro-8a-hydroxy-5-phenyl-1,4,8,10-tetraoxaphenanthren-7-carboxylat 
• 98450-79-4 5,6,7,8-Tetrahydro-4-phenyl-8a-piperidino-4H,4aH-1-benzo-2-pyrancarbonsaeuremethylester 
• 132148-63-1 (4R,6R)-6-Butyl-4-phenyl-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester 
• 132148-67-5 2,2,3,3-tetramethyl-6-methoxycarbonyl-4-phenyl-3,4-dihydro-2H-pyran 
• 105507-64-0 2-(5,6-Dihydro-5-isopropyl-4-phenyl-6-piperidino-4H-pyran)-carbonsaeuremethylester 
• 132148-64-2 2,2-dimethyl-6-methoxycarbonyl-4-phenyl-3,4-dihydro-2H-pyran 

Relevant articles and documents

Interaction of hydroxylamine with esters of 2-oxobutenoic acids. Synthesis of 1-hydroxy-3-hydroximino-2-pyrrolidinones

New 3-hydroximino-1-hydroxy-2-pyrrolidinones have been synthesized by the interaction of NH2OH and NH2OBn with the methyl esters of 2-oxo-3-butenoic acid derivatives. Some intermediate compounds have been isolated and identified and

Asymmetric Construction of α-Substituted β-Hydroxy Lactones via Ni Catalyzed Decarboxylative Addition Reaction

We described a Ni-bidentate oxazoline catalyzed highly enantio- and diastereoselective decarboxylative aldol reaction of 2-oxotetrahydrofuran-3-carboxylic acid/2-oxochromane-3-carboxylic acid derivatives with different kinds of carbonyls. Under optimal reaction conditions, α-substituted β-hydroxy butyrolactones and dihydrocoumarins with an all-carbon quaternary stereocenter have been generated with high levels of functional-group compatibility. Furthermore, proficient transformations of products were also described, in which an aliphatic tertiary alcohol and a multi-substituted 1,4-diol were smoothly constructed through hydrogenation and ring-opening reaction, respectively.

Asymmetric Catalytic Formal 1,4-Allylation of β,γ-Unsaturated α-Ketoesters: Allylboration/Oxy-Cope Rearrangement

A highly enantioselective formal conjugate allyl addition of allylboronic acids to β,γ-unsaturated α-ketoesters has been realized by employing a chiral NiII/N,N′-dioxide complex as the catalyst. This transformation proceeds by an allylboration/oxy-Cope rearrangement sequence, providing a facile and rapid route to γ-allyl-α-ketoesters with moderate to good yields (65–92 %) and excellent ee values (90–99 % ee). The isolation of 1,2-allylboration products provided insight into the mechanism of the subsequent oxy-Cope rearrangement reaction: substrate-induced chiral transfer and a chiral Lewis acid accelerated process. Based on the experimental investigations and DFT calculations, a rare boatlike transition-state model is proposed as the origin of high chirality transfer during the oxy-Cope rearrangement.