58689-13-7

Basic information

• Product Name: Oxirane, 2-methyl-2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-, (E)-
• CAS NO: 58689-13-7
• Molecular Formula: C14H22O
• Molecular Weight: 206.328
• Mol File: 58689-13-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Oxirane, 2-methyl-2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxirane, 2-methyl-2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-, (E)-(58689-13-7)
• EPA Substance Registry System: Oxirane, 2-methyl-2-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-, (E)-(58689-13-7)

Safety Data

• Hazardous Substances Data: 58689-13-7(Hazardous Substances Data)

Upstream product

• 79-77-6 (E)-β-ionone 
• 2181-42-2 trimethylsulphonium iodide 
• 3086-29-1 trimethylsulfonium chloride 
• 2181-44-4 trimethylsulfonium methylsulfate 
• 353-39-9 Trimethylsulfonium Fluoride 
• 56-37-1 N-benzyl-N,N,N-triethylammonium chloride 
• 105-39-5 chloroacetic acid ethyl ester 

Downstream Products

• 128759-88-6 [(2E,4E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienyl]-phosphonic acid diethyl ester 
• 128759-92-2 3-methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,4-pentadienylphosphonic acid,diethyl ester 
• 3899-20-5 ethyl (all-E)-retinoate 
• 14398-40-4 (E)-2-methyl-4-(2,6,6-trimethyl-1-cyclohexenyl)-2-butenal 
• 56013-05-9 (RS)-(E)-2-methyl-4-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-butenal 

Relevant articles and documents

An expedient route to a versatile intermediate for the stereoselective synthesis of all-trans-retinoic acid and beta-carotene

Base-catalyzed isomerization of vinyl phosphonate 5 afforded the corresponding allylic phosphonate (6) as the sole product. Horner-Emmons olefination of ethyl trans-3-methyl-4-oxo-2-butenoate with the ylide derived from 6 concludes a facile synthesis of t

175. The Synthesis of β,γ- and α,β-Unsaturated Aldehydes via Polyene Epoxides

A substitute for the Darzens glycidic ester synthesis for converting unsaturated ketones or aldehydes into the homologated β,γ- or α,β-unsaturated aldehydes employing sulfur ylides is desribed.The carbonyl group is converted into the unsaturated oxirane which is then rearranged to the new aldehyde.High yields of isomerically pure aldehydes are available by this method and the process is of practical importance in the conversion of β-ionone into the β-C14-aldehyde, a key intermediate in the Isler synthesis of vitamin A.The efficient preparation of α- and β-cyclocitral by the novel process is also described.