54966-42-6

Basic information

• Product Name: Benzene-2-butenoic acid ethyl ester
• Synonyms: 4-Phenyl-2-butenoic acid ethyl ester;Benzene-2-butenoic acid ethyl ester;2-BUTENOIC ACID, 4-PHENYL-, ETHYL ESTER
• CAS NO: 54966-42-6
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.24
• Mol File: 54966-42-6.mol
• Article Data: 65

Chemical Properties

• Boiling Point: 281.4°C at 760 mmHg
• Flash Point: 150.9°C
• Appearance: /
• Density: 1.026g/cm³
• Vapor Pressure: 0.00357mmHg at 25°C
• Refractive Index: 1.517
• CAS DataBase Reference: Benzene-2-butenoic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene-2-butenoic acid ethyl ester(54966-42-6)
• EPA Substance Registry System: Benzene-2-butenoic acid ethyl ester(54966-42-6)

Safety Data

• Hazardous Substances Data: 54966-42-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H14O2/c1-2-14-12(13)10-6-9-11-7-4-3-5-8-11/h3-8,10H,2,9H2,1H3

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 122-78-1 phenylacetaldehyde 
• 41505-92-4 ethyl 2-(fluorosulfonyl)acetate 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 623-73-4 diazoacetic acid ethyl ester 
• 37746-78-4 4-bromo-trans-crotonic acid ethyl ester 
• 64-04-0 phenethylamine 
• 34713-70-7 2-Phenylpropanal 
• 1619239-50-7 (E)-1-(4-ethoxy-4-oxobut-2-en-1-yl)tetrahydro-1H-thiophen-1-ium tetraphenylborate 
• 105-36-2 ethyl bromoacetate 
• 1071-46-1 hydrogen ethyl malonate 
• 100-39-0 benzyl bromide 
• 82101-76-6 (Z)-ethyl 3-(tributylstannyl)propenoate 
• 140-88-5 ethyl acrylate 

Downstream Products

• 42238-15-3 (2E)-4-phenylbut-2-en-1-ol 
• 742109-00-8 ethyl (2R,3S)-3-acetylamino-2-hydroxy-4-phenylbutanoate 
• 869467-22-1 4-phenyl-3-sulfo-butyric acid ethyl ester 
• 884318-80-3 (R)-ethyl 3-(N-benzyl-N-((R)-1-phenylethyl)amino)-4-phenylbutanoate 
• 1205-84-1 ethyl (E)-4-phenylbut-3-enoate 
• 116949-67-8 (2S,3S)-2-azido-1-phenyl-butane-3,4-diol 
• 151250-78-1 Benzoic acid (2S,3S)-3-azido-2-hydroxy-4-phenyl-butyl ester 
• 140867-26-1 2(R)-<1'(S)-azido-2'-phenylethyl>oxirane 
• 136465-89-9 (2S)-2-[1'(S)-1-azido-2-phenylethyl]oxirane 
• 136465-96-8 3(S)-azido-4-phenyl-1-(p-toluenesulphonyloxy)-2(S)-butanol 
• 161170-92-9 (2S,3R)-2-Hydroxymethyl-3-phenylmethyloxirane 
• 245523-20-0 (2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-hydroxy-1-methylethyl]-2-methylmorpholin-3-one 
• 191217-12-6 (2S,3S)-3-Azido-1-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethylamino]-4-phenylbutan-2-ol 
• 191217-16-0 (2S,6S)-6-[(1S)-1-Azido-2-phenylethyl]-4-[(1S)-2-(tert-butyldiphenylsilyloxy)-1-methylethyl]-2-methylmorpholin-3-one 

Relevant articles and documents

Copper-Catalyzed Aerobic Oxidative Azo-Ene Cyclization

A copper-catalyzed aerobic oxidative azo-ene cyclization has been developed. The developed CuI/DMAP/O2 system efficiently facilitates the aerobic oxidation of ene-containing hydrazides to azo compounds, which undergo azo-ene cyclizations for the synthesis of oxazolidinones. In addition, the present approach enables the synthesis of lactams, as well as a nitroso-ene cyclization. Preliminary mechanistic studies revealed that two carbonyl groups were essential for the successful azo-ene cyclization and that a concerted mechanism might be plausible for this azo-ene cyclization. (Figure presented.).

Synergistic Relay Reactions To Achieve Redox-Neutral α-Alkylations of Olefinic Alcohols with Ruthenium(II) Catalysis

Herein, we report a ruthenium-catalyzed redox-neutral α-alkylation of unsaturated alcohols based on a synergistic relay process involving olefin isomerization (chain walking) and umpolung hydrazone addition, which takes advantage of the interaction between the two rather inefficient individual reaction steps to enable an efficient overall process. This transformation shows the compatibility of hydrazone-type “carbanions” and active protons in a one-pot reaction, and at the same time achieves the first Grignard-type nucleophilic addition using olefinic alcohols as latent carbonyl groups, providing a higher yield of the corresponding secondary alcohol than the classical hydrazone addition to aldehydes does. A broad scope of unsaturated alcohols and hydrazones, including some complex structures, can be successfully employed in this reaction, which shows the versatility of this approach and its suitability as an alternative, efficient means for the generation of secondary and tertiary alcohols.

Copper-Catalyzed Perfluoroalkylation of Allyl Phosphates with Stable Perfluoroalkylzinc Reagents

A general and practical method for copper-catalyzed cross-coupling of allyl phosphates with stable perfluoroalkylzinc reagents has been developed. The reaction proceeds under mild reaction conditions with high efficiency, good functional group tolerance, and high regio- A nd stereoselectivities and provides general, straightforward, and useful access to allyl-perfluoroalkyl compounds. Preliminary mechanistic studies reveal that the allyl copper intermediate may be involved in the catalytic cycle.