56438-59-6

Basic information

• Product Name: 2-[2-(4-methoxyphenyl)ethyl]oxirane
• Synonyms: 2-[2-(4-methoxyphenyl)ethyl]oxirane
• CAS NO: 56438-59-6
• Molecular Formula: C₁₁H₁₄O₂
• Molecular Weight: 178.23
• Mol File: 56438-59-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 273.9°Cat760mmHg
• Flash Point: 108.9°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 0.00935mmHg at 25°C
• Refractive Index: 1.528
• CAS DataBase Reference: 2-[2-(4-methoxyphenyl)ethyl]oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(4-methoxyphenyl)ethyl]oxirane(56438-59-6)
• EPA Substance Registry System: 2-[2-(4-methoxyphenyl)ethyl]oxirane(56438-59-6)

Safety Data

• Hazardous Substances Data: 56438-59-6(Hazardous Substances Data)

Usage

Also known as

estragole epoxide

Physical state

clear, colorless liquid

Functional group

epoxide

Chemical structure

three-membered ring of one oxygen and two carbon atoms

Uses

commonly used in the production of fragrances and flavorings

Odor

sweet, licorice-like scent

Health effects

potential carcinogenic effects

Regulation

banned as a food additive in many countries

Natural occurrence

found in some herbs and spices

Precautions

limit exposure to high doses of 2-[2-(4-methoxyphenyl)ethyl]oxirane

InChI:InChI=1/C11H14O2/c1-12-10-5-2-9(3-6-10)4-7-11-8-13-11/h2-3,5-6,11H,4,7-8H2,1H3

Upstream product

• 20401-88-1 3-(4-methoxyphenyl)propional 
• 2181-42-2 trimethylsulphonium iodide 
• 59363-12-1 1-chloro-4-(4-methoxyphenyl)-2-butanol 
• 31179-52-9 p-anisylmagnesium bromide 
• 1929-29-9 3-(4-methoxyphenyl)propanoic acid 
• 5406-18-8 3-(p-methoxyphenyl)-1-propanol 
• 20574-98-5 4-(p-methoxyphenyl)but-1-ene 
• 123-11-5 4-methoxy-benzaldehyde 
• 830-09-1 3-(4'-methoxyphenyl)propenoic acid 

Downstream Products

• 344249-67-8 4-(4-Methoxy-phenyl)-1-{2-[2-(4-methoxy-phenyl)-ethyl]-[1,3]dithian-2-yl}-butan-2-ol 
• 89789-90-2 2-Hydroxy-5-{2-[2-hydroxy-4-(4-methoxy-phenyl)-butylamino]-ethoxy}-benzamide 
• 79422-48-3 1,7-bis(3-iodo-4-methoxyphenyl)-4-hepten-3-one 
• 79422-46-1 1,7-bis(4-methoxyphenyl)-4-hepten-3-one 
• 56438-61-0 1,7-bis(4-methoxyphenyl)-5-hydroxyhept-3-one 
• 56438-65-4 Acetic acid 5-(4-methoxy-phenyl)-1-[2-(4-methoxy-phenyl)-ethyl]-3-oxo-pentyl ester 
• 59363-22-3 4-(4-methoxyphenyl)butane-1,2-diol 
• 1089731-11-2 1-(4-methoxyphenyl)oct-7-en-3-ol 
• 1451998-94-9 (2R,6S)-2-(3,4-dimethoxyphenyl)-6-(4-methoxyphenethyl)tetrahydro-2H-pyran 

Relevant articles and documents

Catalytic δ-hydroxyalkynone rearrangement in the stereoselective total synthesis of centrolobine, engelheptanoxides A and C and analogues

A catalytic stereoselective total synthesis of centrolobine and engelheptanoxides A and C has been completed via a metal-free catalytic δ-hydroxyalkynone rearrangement to 2,3-dihydro-4H-pyran-4-one and diastereoselective hydrogenation to the all syn-2,4,6-trisubstituted pyran strategy. The onliest required chirality was introduced by Jacobsen kinetic resolution, which further directed the diastereoselective hydrogenation. A first stereoselective synthesis of engelheptanoxide A is also accomplished. The analogues and derivatives of centrolobine and engelheptanoxides prepared were evaluated for antitubercular activity against M. tuberculosis H37Rv ATCC 27294.

Alpha-(phenylalkyl) pyridinealkanol derivatives

This invention relates to novel α-(phenylalkyl) pyridinealkanol derivatives useful in the treatment of diseases or disorders mediated by platelet-activating factor. This invention further relates to pharmaceutical compositions of such α-(phenylalkyl)pyridinealkanol derivatives.

Reaction of Aryl and Vinyl Halides with Zerovalent Nickel-Preparative Aspects and the Synthesis of Alnusone

Zerovalent nickel complexes such as bis(1,5-cyclooctadiene)nickel and tetrakis(triphenylphosphine)nickel react rapidly with aryl and vinyl halides to produce the symmetrical coupling products, a low-temperature analogue of the Ullman reaction.The reaction proceeds through oxidative addition of the organic halide to Ni(0), and the reactivity of the Ni(II)intermediates has been examined.Arylnickel halide complexes decompose rapidly to biaryls in DMF.The coupling of simple vinyl halides proceeds with isomerization of the double bond but 3-haloacrylates give efficient co upling with retention of geometry.Cyclizations to form ortho-bridged biaryls are efficient in simple cases (6-, 7-, 8-, 9-, 10-, and 14-membered rings) but fail with an ortho-disubstituted case.The 13-membered meta-bridged cyclic biphenyl, alnusone, is prepared efficiently with the crucial aryl halide coupling to form the ring proceeding in 50percent yield.A side reaction promoted by the presence of protons and with certain ortho-substituted aryl halides is reduction of the aryl halide to the arene.This process can be enhanced by deliberate addition of acid during reaction with Ni(0) and a series of aryl halides underwent succesful reduction.