131751-34-3

Basic information

• Product Name: 2-Propenoic acid, 3-phenyl-, pentyl ester, (2E)-
• Synonyms: 2-Propenoic acid, 3-phenyl-, pentyl ester, (2E)-;QDRJCWZGTMRXCL-ZHACJKMWSA-N
• CAS NO: 131751-34-3
• Molecular Formula: C₁₄H₁₈O₂
• Molecular Weight: 218.29152
• Mol File: 131751-34-3.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Propenoic acid, 3-phenyl-, pentyl ester, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-phenyl-, pentyl ester, (2E)-(131751-34-3)
• EPA Substance Registry System: 2-Propenoic acid, 3-phenyl-, pentyl ester, (2E)-(131751-34-3)

Safety Data

• Hazardous Substances Data: 131751-34-3(Hazardous Substances Data)

Upstream product

• 71-41-0 pentan-1-ol 
• 102-92-1 Cinnamoyl chloride 
• 591-50-4 iodobenzene 
• 2998-23-4 pentyl acrylate 
• 21947-71-7 cinnamic anhydride 
• 292638-85-8 acrylic acid methyl ester 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 37611-16-8 (E/Z)-styryl 4-methylbenzensulfonate 
• 13463-40-6 iron pentacarbonyl 
• 140-10-3 (E)-3-phenylacrylic acid 

Relevant articles and documents

Kinetics of trans-cinnamic anhydride reactions catalyzed by pyridine, 4-dimethylaminopyridine, and N-methylimidazole

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Regioselective hydrocarbonylation of phenylacetylene to α,β-unsaturated esters and thioesters with Fe(CO)5and Mo(CO)6

A highly regioselective hydrocarbonylation of phenylacetylene with thiols and alcohols was developed using metal carbonyls/diazabicyclo[2.2.2]octane (DABCO) system at 100?°C in DMF. The use of Mo(CO)6and thiols in the presence of DABCO was applied as an efficient Pd-free method for hydrothiocarbonylation of phenylacetylene into trans-α,β-cinamyl thioesters in excellent yields (88–98%). Similar reaction using Fe(CO)5/ROH/DABCO system resulted into high yield synthesis of trans-α,β-cinamyl esters (87–98%). These reactions were conducted under mild reaction conditions without the need to use gaseous CO or any phosphine ligand and palladium catalyst.

Palladium(II)-catalyzed catalytic aminocarbonylation and alkoxycarbonylation of terminal alkynes: Regioselectivity controlled by the nucleophiles

The aminocarbonylation and alkoxycarbonylation reactions of terminal alkynes took place smoothly and efficiently using a catalyst system Pd(OAc) 2-dppb-p-TsOH-CH3CN-CO under relatively mild experimental conditions. The catalytic system was tested and optimized using two different nucleophiles: alcohols and amines. Phenylacetylene (1a) was considered as an alkyne along with diisobutylamine (2b1) andmethanol (2c1) as nucleophiles. The results showed significant differences in the conversion of 1a and in the selectivity towards the gem or trans unsaturated esters or amides with these nucleophiles. The effects of the type of palladium catalysts, the type of ligands, the amount of dppb and the solvents were carefully studied. With diisobutylamine (2b1), excellent regioselectivity towards the 2-acrylamides (gem isomer, 3ab1) was almost always observed, while trans-α,β-unsaturated esters 4ac1 was the predominant product with methanol (2c1) as a nucleophile. This remarkable sensitivity in the selectivity of the reaction indicates two different possible mechanistic pathways for these carbonylation reactions. Copyright