87328-17-4

Basic information

• Product Name: ethyl 1-phenylcyclopropanecarboxylate
• Synonyms: ethyl 1-phenylcyclopropanecarboxylate;1-(Ethoxycarbonyl)-1-phenylcyclopropane;Ethyl 1-phenylcyclopropane-1-carboxylate;Cyclopropanecarboxylic acid, 1-phenyl-, ethyl ester
• CAS NO: 87328-17-4
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190
• Mol File: 87328-17-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 1-phenylcyclopropanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 1-phenylcyclopropanecarboxylate(87328-17-4)
• EPA Substance Registry System: ethyl 1-phenylcyclopropanecarboxylate(87328-17-4)

Safety Data

• Hazardous Substances Data: 87328-17-4(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 935-44-4 1-cyano-1-phenylcyclopropane 
• 6120-95-2 1-phenyl-1-cyclopropane carboxylic acid 
• 65655-78-9 ethyl 2,2-dibromo-1-phenylcyclopropanecarboxylate 
• 22286-82-4 2-phenyl-acrylic acid ethyl ester 
• 140-29-4 phenylacetonitrile 
• 79408-80-3 1-phenylethenyl propanoate 

Downstream Products

• 31729-66-5 1-phenyl-1-cyclopropanemethanol 
• 6120-95-2 1-phenyl-1-cyclopropane carboxylic acid 
• 91132-82-0 carbamic acid-(1-phenyl-cyclopropylmethyl ester) 

Relevant articles and documents

Method for synthesizing polysubstituted cyclopropane through photocatalysis of olefin cyclopropanation reaction

The invention discloses a method for synthesizing polysubstituted cyclopropane through photocatalysis of an olefin cyclopropanation reaction. The method comprises the following steps: adding a stirrer, polysubstituted olefin, Ir[dF(CF3)ppy]2(dtbbpy)PF6 and bromomethyl bis(catechol)silicate-18-crown ether-6-potassium into a reaction tube, vacuumizing, exchanging nitrogen, and injecting dimethyl sulfoxide; putting the reaction tube into blue light, stirring for 24 hours under the condition of illumination at room temperature, and extracting after the reaction is finished; and drying, carrying out column chromatography separation, and distilling to obtain polysubstituted cyclopropane. According to the invention, the method has the advantages of single reaction product, wide substrate universality, high functional group compatibility, mild reaction conditions and the like.

Redox-Neutral Photocatalytic Cyclopropanation via Radical/Polar Crossover

A benchtop stable, bifunctional reagent for the redox-neutral cyclopropanation of olefins has been developed. Triethylammonium bis(catecholato)iodomethylsilicate can be readily prepared on multigram scale. Using this reagent in combination with an organic photocatalyst and visible light, cyclopropanation of an array of olefins, including trifluoromethyl- and pinacolatoboryl-substituted alkenes, can be accomplished in a matter of hours. The reaction is highly tolerant of traditionally reactive functional groups (carboxylic acids, basic heterocycles, alkyl halides, etc.) and permits the chemoselective cyclopropanation of polyolefinated compounds. Mechanistic interrogation revealed that the reaction proceeds via a rapid anionic 3-exo-tet ring closure, a pathway consistent with experimental and computational data.

Deamination Reactions, 45. Decomposition of 1-Arylcyclopropanediazonium Ions

1-Arylcyclopropanediazonium ions have been generated by alkaline cleavage of the analogous nitrosocarbamates in methanol.With increasing ?-donor capacity of the aryl groups, retention of the three-membered ring was enhanced while the stereoselectivity (as probed with the aid of 2-D labels) was diminished or entirely lost (4-methoxyphenyl).Where applicable, the stereoselectivity of ring opening is inferior to that of nucleophilic displacement.The data may be interpreted in terms of competing reactions (ks, kc, kΔ) of the cyclopropanediazonium ions.