1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol

Base Information

• Chemical Name: 1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol
• CAS No.: 185329-56-0
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.252
• Mol file: 185329-56-0.mol

Synonyms:1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol

Chemical Property of 1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol

There total 28 articles about 1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol 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: 55.7%

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → trans-limonene-1,2-epoxide + 1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol (185329-56-0) + R-(+)-limonene diepoxide (96-08-2)

Guidance literature:

With 3C₁₆H₃₆N⁽¹⁺⁾*Na⁽¹⁺⁾*2C₄H₉OP*H⁽¹⁺⁾*AsW₉O₃₃^(5-); dihydrogen peroxide; In water; ethyl acetate; at 4 ℃; for 48h; Sealed tube;

DOI:10.1002/ejic.201901152

Reference yield: 54.0%

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → (4R)-limonene 1,2-epoxide (1195-92-2) + 1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol (185329-56-0) + R-(+)-limonene diepoxide (96-08-2)

Guidance literature:

With dihydrogen peroxide; In acetonitrile; at 80 ℃; for 24h; under 760.051 Torr; Reagent/catalyst;

DOI:10.1016/j.cattod.2012.02.020

Reference yield: 47.5%

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → cis-1,2-epoxylimonene + trans-limonene-1,2-epoxide + 1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol (185329-56-0) + R-(+)-limonene diepoxide (96-08-2)

Guidance literature:

With 3C₁₆H₃₆N⁽¹⁺⁾*Na⁽¹⁺⁾*2C₄H₉OP*H⁽¹⁺⁾*AsW₉O₃₃^(5-); dihydrogen peroxide; In water; acetonitrile; at 25 ℃; for 24h; Sealed tube;

DOI:10.1002/ejic.201901152

upstream raw materials:

D-limonene

(4R)-limonene 1,2-epoxide

carbon dioxide

cis-(R)-limonene oxide

Downstream raw materials:

2-Hydroxy-5-isopropenyl-2-methyl-cyclohexanon

(R)-4-methyl-3-(3'-oxobutyl)pent-4-enal

Refernces

• 1、 Makrygenni, Ourania,Vanmairis, Louise,Taourit, Sabrina,Launay, Franck,Shum Cheong Sing, Alain,Proust, Anna,Gérard, Hélène,Villanneau, Richard. "Selective Formation of Epoxylimonene Catalyzed by Phosphonyl/Arsonyl Derivatives of Trivacant Polyoxotungstates at Low Temperature". . p. 605 - 612. Retrieved 2020.
• 2、 Bhattacharjee, Samiran,Anderson, James A.. "Synthesis and characterization of novel chiral sulfonato-salen- manganese(III) complex in a zinc-aluminium LDH host". . p. 554 - 555. Retrieved 2004.
• 3、 Maltby, Katarzyna A.,Hutchby, Marc,Plucinski, Pawel,Davidson, Matthew G.,Hintermair, Ulrich. "Selective Catalytic Synthesis of 1,2- and 8,9-Cyclic Limonene Carbonates as Versatile Building Blocks for Novel Hydroxyurethanes". supporting information. p. 7405 - 7415. Retrieved 2020/05/25.