(S)-4-Isopropenyl-1-methylcyclohexene 7,8-epoxide

Base Information

• Chemical Name: (S)-4-Isopropenyl-1-methylcyclohexene 7,8-epoxide
• CAS No.: 213479-77-7
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.236
• Mol file: 213479-77-7.mol

Synonyms:(S)-4-Isopropenyl-1-methylcyclohexene 7,8-epoxide

Chemical Property of (S)-4-Isopropenyl-1-methylcyclohexene 7,8-epoxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-Isopropenyl-1-methylcyclohexene 7,8-epoxide

There total 7 articles about (S)-4-Isopropenyl-1-methylcyclohexene 7,8-epoxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 45.0%

(-)-(S)-limonene (5989-54-8,555-08-8,8022-90-0,9003-73-0,95327-98-3) → (S)-4-Isopropenyl-1-methylcyclohexene 7,8-epoxide (213479-77-7) + (S)-1-Methyl-4-(2-methyl-oxiranyl)-7-oxa-bicyclo[4.1.0]heptane + (-)-limonene oxide (203719-53-3)

Guidance literature:

With Oxone; acetyl methyl β-cyclodextrin; sodium hydrogencarbonate; edetate disodium; In acetonitrile; at 20 ℃; for 0.333333h;

DOI:10.1021/jo034296d

Reference yield:

(-)-(S)-limonene (5989-54-8,555-08-8,8022-90-0,9003-73-0,95327-98-3) → cis-(S)-(-)-limoneneoxide (32543-51-4) + trans-(S)-(-)-limoneneoxide (42477-94-1) + 5-Isopropenyl-2-methyl-cyclohex-2-enol (99-48-9,22567-18-6,20307-86-2) + (S)-4-Isopropenyl-1-methylcyclohexene 7,8-epoxide (213479-77-7)

Guidance literature:

With oxygen; isobutyraldehyde; polybenzimidazole bond Ni(acac)2; In dichloromethane; at 25 ℃; for 4h; Further Variations:; Catalysts; Temperatures; Solvents; Pressures; time; Product distribution;

DOI:10.1039/b005066k

Reference yield:

(-)-(S)-limonene (5989-54-8,555-08-8,8022-90-0,9003-73-0,95327-98-3) → cis-(S)-(-)-limoneneoxide (32543-51-4) + trans-(S)-(-)-limoneneoxide (42477-94-1) + (4S)-1-methyl-4-(2-methyloxiran-2-yl)-7-oxabicyclo[4.1.0]-heptane (96-08-2) + (S)-4-Isopropenyl-1-methylcyclohexene 7,8-epoxide (213479-77-7)

Guidance literature:

With dihydrogen peroxide; aluminum oxide; In dibutyl ether; ethyl acetate; for 5h; Further Variations:; Catalysts; Product distribution; Kinetics; Heating;

DOI:10.1002/1615-4169(200209)344:8<911::AID-ADSC911>3.0.CO;2-T

upstream raw materials:

(-)-(S)-limonene

D-limonene

Downstream raw materials:

(4S,8R)-8,9-Epoxy-p-menth-1-ene

(4S,8S)-8,9-Epoxy-p-menth-1-ene

(-)-α-bisabolol

Refernces

• 1、 Cesquini, Renato G.,De S. E Silva, Juliana M.,Woitiski, Camile B.,Mandelli, Dalmo,Rinaldi, Roberto,Schuchardt, Ulf. "Alumina-Catalyzed Epoxidation with Hydrogen Peroxide: Recycling Experiments and Activity of Sol-Gel Alumina". . p. 911 - 914. Retrieved 2002.
• 2、 Pirovano,Guidotti,Dal Santo,Psaro,Kholdeeva,Ivanchikova. "Use of titanium-containing silica catalysts prepared by rapid and straightforward method in selective oxidations". . p. 170 - 177. Retrieved 2013/01/15.
• 3、 Kamata, Keigo,Nakagawa, Yoshinao,Yamaguchi, Kazuya,Mizuno, Noritaka. "Efficient, regioselective epoxidation of dienes with hydrogen peroxide catalyzed by [γ-SiW10O34(H2O) 2]4-". . p. 224 - 228. Retrieved 2007/10/03.