69125-55-9

Basic information

• Product Name: 4-Methoxycyclohex-3-en-1-ol
• Synonyms: 3-Cyclohexen-1-ol,4-methoxy-(9CI);3-Cyclohexen-1-ol, 4-methoxy;4-Methoxycyclohex-3-en-1-ol;4-Methoxycyclohex-3-enol
• CAS NO: 69125-55-9
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.17
• Product Categories: CYCLOHEXANONE
• Mol File: 69125-55-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 234 ºC
• Flash Point: 103 ºC
• Appearance: /
• Density: 1.03
• Vapor Pressure: 0.01mmHg at 25°C
• Refractive Index: 1.485
• CAS DataBase Reference: 4-Methoxycyclohex-3-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxycyclohex-3-en-1-ol(69125-55-9)
• EPA Substance Registry System: 4-Methoxycyclohex-3-en-1-ol(69125-55-9)

Safety Data

• Hazardous Substances Data: 69125-55-9(Hazardous Substances Data)

Usage

General Description

4-Methoxycyclohex-3-en-1-ol, also known as p-mentha-1,3,8-trien-10-ol, is a chemical compound commonly used in the production of fragrance and flavoring agents. It is a colorless to pale yellow liquid with a strong, sweet, woody, and floral odor. The compound is a derivative of cyclohexene and contains a methoxy group, which gives it its characteristic scent. 4-Methoxycyclohex-3-en-1-ol is used in a wide range of products, including perfumes, soaps, lotions, and other personal care items, as well as in food flavorings such as chocolate, fruit, and floral flavors. It is considered safe for use in these applications when used in accordance with regulations and guidelines set by regulatory agencies.

InChI:InChI=1/C7H12O2/c1-9-7-4-2-6(8)3-5-7/h4,6,8H,2-3,5H2,1H3

Upstream product

• 150-76-5 4-methoxy-phenol 

Downstream Products

• 126325-69-7 2,4-dihydroxycyclohexanone dimethylacetal 
• 943589-84-2 1,4-dimethoxycyclohexene 
• 2987-06-6 4-(benzyloxy)cyclohexanone 
• 92829-83-9 1,4-dioxaspiro<4,5>decan-8-ol benzyl ether 
• 73658-17-0 4-Benzyloxy-2-methylene-cyclohexanone 
• 73658-27-2 4-Benzyloxy-1-methyl-2-methylene-cyclohexanol 
• 85221-01-8 3-(5-Benzyloxy-2-methyl-cyclohex-1-enyl)-propan-1-ol 
• 85221-00-7 3-(5-Benzyloxy-2-methyl-cyclohex-1-enyl)-propionaldehyde 
• 92829-88-4 Toluene-4-sulfonic acid 3-(5-benzyloxy-2-methyl-cyclohex-1-enyl)-propyl ester 
• 92829-89-5 [3-(3-Iodo-propyl)-4-methyl-cyclohex-3-enyloxymethyl]-benzene 
• 92844-01-4 3-((3E,7E)-10-Hydroxy-7-methyl-deca-3,7-dienyl)-4-methyl-cyclohex-3-enol 
• 92829-84-0 4-benzyloxy-2-dimethylaminomethyl-cyclohexanone 
• 92829-86-2 (4-Methyl-3-methylene-4-vinyloxy-cyclohexyloxymethyl)-benzene 
• 92829-90-8 [(3E,7E)-10-(5-Benzyloxy-2-methyl-cyclohex-1-enyl)-4-methyl-deca-3,7-dienyloxy]-tert-butyl-dimethyl-silane 

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Specifically pentadeuteriated previtamin D3 11 has been synthesized to impart thermal stability to the otherwise labile material.A 12-step synthesis of the trideuteriated A-ring 14b from p-methoxyphenol was developed and employed the addition of (methyl-d3)magnesium iodide to either the keto thiomethylene intermediate 23 or the keto dioxane 27.The enantiomerically pure trideuterio A-ring (-)-14b was then coupled with the deuteriated CD fragment 13b followed by hydrogenation to afford pentadeuteriated previtamin D3 11.A primary deuterium kinetic isotope effect (KIE) study of the -sigmatropic hydrogen migration in the conversion of previtamin D3 to vitamin D3 indicated a more "normal" primary deuterium isotope effect (as compared to a previously reported literature value of ca. 45).At 80 deg C, a kH/kD for the previtamin D3 to vitamin D3 isomerization was determined to be ca. 6.2.At 25 deg C, this -sigmatropic hydrogen migration proceeds with a kH/kD of ca. 11.4.The revisible, first-order -sigmatropic hydrogen shift of previtamin D3 to D3, determined over the temperature range 60.1-85.5 deg C is characterized by the following activation parameters: log AH = 8.8 and EaH = 19.6 kcal/mol.Deuteriated pre-D3, which rearranges over this temperature range, is characterized by the activation parameters log AD = 9.5 and EaD = 21.9 kcal/mol.