931-57-7

Basic information

• Product Name: 1-METHOXYCYCLOHEXENE
• Synonyms: 1-Cyclohexen-1-yl methyl ether;1-Cyclohexen-1-ylmethylether;1-Methoxy-1-cyclohexene;1-methoxy-cyclohexen;Cyclohexanone methyl enol ether;Cyclohexene,1-methoxy-;Ether, 1-cyclohexen-1-yl methyl;Ether,1-cyclohexen-1-ylmethyl
• CAS NO: 931-57-7
• Molecular Formula: C₇H₁₂O
• Molecular Weight: 112.17
• Product Categories: Miscellaneous Reagents
• Mol File: 931-57-7.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 165.3 °C at 760 mmHg
• Flash Point: 44.7 °C
• Appearance: Colourless oil
• Density: 0.89 g/cm³
• Vapor Pressure: 2.48mmHg at 25°C
• Refractive Index: 1.453
• Solubility: Methanol
• CAS DataBase Reference: 1-METHOXYCYCLOHEXENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHOXYCYCLOHEXENE(931-57-7)
• EPA Substance Registry System: 1-METHOXYCYCLOHEXENE(931-57-7)

Safety Data

• Hazardous Substances Data: 931-57-7(Hazardous Substances Data)

Usage

Chemical Properties

Colourless Oil

Uses

1-methoxycyclohexene can be used in organic synthesis and it reacts with hydrochloric acid to form 1-chloro-1-methoxycyclohexane.

Synthesis Reference(s)

The Journal of Organic Chemistry, 50, p. 3396, 1985 DOI: 10.1021/jo00218a030Tetrahedron Letters, 23, p. 631, 1982 DOI: 10.1016/S0040-4039(00)86908-7

InChI:InChI=1/C7H12O/c1-8-7-5-3-2-4-6-7/h5H,2-4,6H2,1H3

Upstream product

• 933-40-4 cycloxexanone dimethyl ketal 
• 2161-90-2 1-methoxy-1,3-cyclohexadiene 
• 64-17-5 ethanol 
• 7664-41-7 ammonia 
• 90-05-1 2-methoxy-phenol 
• 108-94-1 cyclohexanone 
• 149-73-5 trimethyl orthoformate 
• 108-95-2 phenol 
• 67-56-1 methanol 
• 17012-35-0 (cyclohex-1-en-1-yloxy)benzene 
• 110-83-8 cyclohexene 
• 100-66-3 methoxybenzene 
• 17874-17-8 cyclohex-1-enyl-trimethyl-silane 
• 60484-85-7 1-trimethylsilyl-7-oxabicyclo<4.1.0>heptane 

Downstream Products

• 31236-55-2 (2,2-Dimethoxy-cyclohexyl)-carbamic acid 2-chloro-ethyl ester 
• 31236-56-3 (2,2-Dimethoxy-cyclohexyl)-carbamic acid 2,2,2-trichloro-ethyl ester 
• 31236-57-4 (2,2-Dimethoxy-cyclohexyl)-carbamic acid benzyl ester 
• 67820-35-3 2-methoxycyclohexanone dimethyl acetal 
• 63703-34-4 2,2-dimethoxycyclohexanol 
• 1728-17-2 α-bromocyclohexanone dimethyl ketal 
• 121239-23-4 4-Chloro-N-[1-cyclopentyl-1-methoxy-meth-(Z)-ylidene]-benzenesulfonamide 
• 107197-50-2 2-(penta-2,4-dienyl)cyclohexanone 
• 113340-87-7 1-methoxy-3-phenyl-2-azacycloocta-1,3-diene 
• 7207-71-8 (8R,9S,10R,13S,14S,17S)-17-(1-Methoxy-cyclohexyloxy)-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one 
• 7483-09-2 mesabolone 
• 63965-81-1 2-(2-Methoxy-cyclohex-2-enyl)-malonic acid dimethyl ester 
• 108-94-1 cyclohexanone 
• 152500-06-6 trans-2-(2,2,2-trifluoroethylidene)cyclohexanone 

Relevant articles and documents

Alkylation of Enolate Ions

We describe a procedure for studying gas-phase ion-molecule chemistry in which the neutral reaction products are collected and identified.Our experiment uses a flowing afterglow device configured with a cryogenic trapping column; material collected on this column is separated by capillary chromatography and the individual components are identified by their retention time and their electron impact mass spectrum.We have used this device to study the reaction of the cyclohexanone enolate ion with CH3Br.We find that reaction of this enolate proceeds with a rate constant of 3.9*10-10 cm3 molecule-1 s-1 to produce only the product resulting from O-alkylation, 1-methoxycyclohexene; there is no evidence for the product resulting from C-alkylation.

Ruthenium-containing SBA-12 catalysts for anisole hydrodeoxygenation

Hexagonally ordered mesoporous silica SBA-12 catalysts containing various amounts of Ru (1 or 3 wt.percent) were obtained by wet impregnation. These catalysts were thoroughly characterized by X-ray diffraction (XRD), transmission electron microscopy (TEM)

Mechanistic Studies on the Base-Promoted Conversion of Alkoxy-Substituted, Ring-Fused gem-Dihalocyclopropanes into Furans: Evidence for a Process Involving Electrocyclic Ring Closure of a Carbonyl Ylide Intermediate

The mechanism associated with the base-promoted conversion of alkoxy-substituted and ring-fused gem-dihalocyclopropanes such as 40 into annulated furans has been explored. Treatment of compound 40 with potassium tert-butoxide affords a mixture of furans 23/27 and 41, an outcome that suggests the intermediacy of the slowly interconverting carbonyl ylides 42 and 43 that undergo rapid [1,5]-electrocyclizations and subsequent dehydrohalogenation to afford the observed products. This proposal is supported by ab initio MO and DFT calculations that also suggest a vinylcarbene insertion pathway is less likely to be operative.