85157-83-1

Basic information

• Product Name: 2-Cyclopropyl-1-(4-methoxyphenyl)ethanone
• Synonyms: 2-Cyclopropyl-1-(4-methoxyphenyl)ethanone
• CAS NO: 85157-83-1
• Molecular Formula: C12H14O2
• Molecular Weight: 190.23836
• Mol File: 85157-83-1.mol

Chemical Properties

• Boiling Point: 319.3±15.0 °C(Predicted)
• Appearance: /
• Density: 1.091±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-Cyclopropyl-1-(4-methoxyphenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclopropyl-1-(4-methoxyphenyl)ethanone(85157-83-1)
• EPA Substance Registry System: 2-Cyclopropyl-1-(4-methoxyphenyl)ethanone(85157-83-1)

Safety Data

• Hazardous Substances Data: 85157-83-1(Hazardous Substances Data)

Upstream product

• 85157-62-6 1-(2-cyclopropylethynyl)-4-methoxybenzene 
• 24165-60-4 1-(4-methoxyphenyl)but-3-en-1-ol 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant articles and documents

MERCURY(II)-MEDIATED CYCLISATION OF HYDROPEROXYALKYLCYCLOPROPANES: A NEW ROUTE TO CYCLIC PEROXIDES

Aldehydes, RCHO (R = Me, Et, iPr, and c-C6H11) have been converted via alkylation, cyclopropanation, oxidation, condensation with p-tosylhydrazine, reduction and perhydrolysis into 2-hydroperoxyalkylcyclopropanes RCH(OOH)CH2c-C3H5, and thence by cycloperoxymercuriation and reductive demercuriation into the corresponding 3-alkyl-5-ethyl-1,2-dioxolanes.

Vinylcations, 39. Zinc Chloride Catalysed Addition of Hydrogen Chloride to Cyclopropylalkynes

Zinc chloride catalysed addition of hydrogen chloride to 1-cyclopropylalkynes 5a-e (R = CH3, c-C3H5, phenyl, p-tolyl, 4-methoxyphenyl) is studied and the results are compared with those of the addition of HCl/ZnCl2 to several substituted arylalkynes 10a-h.Thus, the alkynes are reacted with HCl/ZnCl2 in dichloromethane and the reaction products are investigated also with respect to their stereochemistry.All alkynes yield predominantly the direkt hydrogen chloride addition products.The 1-cyclopropylalkynes 5a-d give (E)-1-chloro-1-cyclopropyl-1-alkenes 15, and (E)-1-chloro-2-cyclopropyl-1-(4-methoxyphenyl)ethene (16e) is obtained as the major product from 5e (R = 4-CH3OC6H4).Moreover, ring opening to homoallenyl chlorides 19 and, as a side reaction, formation of the ketones 17 and 18 by the addition of water are observed.In a secondary addition reaction, the dichlorides 20 are also obtained by homoallyl rearrangement.The arylalkynes 10a-g react preferentially with formation of (E)-1-aryl-1-chloroalkenes 21.Relative rates are obtained by inter- and intramolecular competition reactions of the alkynes 23 and 5b-e with HCl/ZnCl2 showing the order of stabilization by substituents of the intermediate vinyl cation 2 to be 4-ClC6H4 E2 mechanism.The preferential formation of the addition products E-15, E-16, and E-21 is attributed to a syn-vinyl cation ion pair and to steric approach control of the β-substituents in the vinyl cation intermediate 2.