31416-74-7

Basic information

• Product Name: 2-Propenoic acid, 3-phenyl-, 2-Methylpropyl ester, (2E)-
• Synonyms: 2-Propenoic acid, 3-phenyl-, 2-Methylpropyl ester, (2E)-
• CAS NO: 31416-74-7
• Molecular Formula: C₁₃H₁₆O₂
• Molecular Weight: 204.26494
• Mol File: 31416-74-7.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Propenoic acid, 3-phenyl-, 2-Methylpropyl ester, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-phenyl-, 2-Methylpropyl ester, (2E)-(31416-74-7)
• EPA Substance Registry System: 2-Propenoic acid, 3-phenyl-, 2-Methylpropyl ester, (2E)-(31416-74-7)

Safety Data

• Hazardous Substances Data: 31416-74-7(Hazardous Substances Data)

Upstream product

• 78-83-1 2-methyl-propan-1-ol 
• 102-92-1 Cinnamoyl chloride 
• 591-50-4 iodobenzene 
• 106-63-8 isobutyl acrylate 
• 71-43-2 benzene 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 140-10-3 (E)-3-phenylacrylic acid 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 108-86-1 bromobenzene 
• 536-74-3 phenylacetylene 
• 21947-71-7 cinnamic anhydride 

Downstream Products

• 173142-22-8 1,5-Dichloro-4,8-diphenyltricyclo[5.1.0.0^3,5]octane-2,6-dione 
• 122-97-4 3-Phenyl-1-propanol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 26029-32-3 4,4-dimethyl-3-phenyl-cyclopent-2-enone 

Relevant articles and documents

Ruthenium-Catalyzed Oxidative Cross-Coupling Reaction of Activated Olefins with Vinyl Boronates for the Synthesis of (E, E)-1,3-Dienes

An oxidative cross-coupling reaction between activated olefins and vinyl boronate derivatives has been developed for the highly stereoselective construction of synthetically useful (E,E)-1,3-dienes. The highlight of this reaction is that exclusive stereoselectivity (only E,E-isomer) was achieved from a base-free, ligand-free, and mild catalytic condition with a less expensive [RuCl2(p-cymene)]2 catalyst.

Bioactivity and structure–activity relationship of cinnamic acid derivatives and its heteroaromatic ring analogues as potential high-efficient acaricides against Psoroptes cuniculi

A series of cinnamic acid derivatives and its heteroaromatic ring analogues were synthesized and evaluated for acaricidal activity in vitro against Psoroptes cuniculi, a mange mite. Among them, eight compounds showed the higher activity with median lethal concentrations (LC50) of 0.36–1.07 mM (60.4–192.1 μg/mL) and great potential for the development of novel acaricidal agent. Compound 40 showed both the lowest LC50 value of 0.36 mM (60.4 μg/mL) and the smallest median lethal time (LT50) of 2.6 h at 4.5 mM, comparable with ivermectin [LC50 = 0.28 mM (247.4 μg/mL), LT50 = 8.9 h], an acaricidal drug standard. SAR analysis showed that the carbonyl group is crucial for the activity. The type and chain length of the alkoxy in the ester moiety and the steric hindrance near the ester group significantly influence the activity. The esters were more active than the corresponding thiol esters, amides, ketones or acids. Replacement of the phenyl group of cinnamic esters with α-pyridyl or α-furanyl significantly increase the activity. Thus, a series of cinnamic esters and its heteroaromatic ring analogues with excellent acaricidal activity emerged.

A highly efficient Pd/CuI-catalyzed oxidative alkoxycarbonylation of α-olefins to unsaturated esters

A new protocol for the alkoxycarbonylation of α-olefins to the corresponding unsaturated esters has been developed. Differently substituted styrenes were selectively converted to cinnamate derivatives, via C[sbnd]H bond functionalization. Various palladium sources, including heterogeneous ones, in combination with CuI exhibited a high catalytic efficiency using oxygen as the most cheap oxidant. Monocarbonylated products were obtained in good yields and high chemoselectivity working with a low CO pressure (2 atm) and an excess of air (35 atm) avoiding in this way explosion risks. Commercial cinnamate derivatives were prepared in good to excellent yields by this very simple one-pot procedure.