(4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol

Base Information

• Chemical Name: (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol
• CAS No.: 861892-40-2
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• DSSTox Substance ID: DTXSID00468060
• Nikkaji Number: J1.803.608H
• Mol file: 861892-40-2.mol

Synonyms:861892-40-2;(4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol;(4R)-1-Methyl-4-isopropenylcyclohex-2-en-1-ol;(4R)-1-methyl-4-prop-1-en-2-ylcyclohex-2-en-1-ol;(4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol;(4R)-1-methyl-4-(1-methylvinyl)-cyclohex-2-ene-1-ol;SCHEMBL3289263;DTXSID00468060;MKPMHJQMNACGDI-RGURZIINSA-N;AKOS006285021;(4R)-1-Methyl-4-isopropenylcyclohex-2-ene-1-ol;A936275

Chemical Property of (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol

Chemical Property:

• Boiling Point: 216.9±40.0 °C(Predicted)
• PKA: 14.66±0.40(Predicted)
• PSA: 20.23000
• Density: 0.947±0.06 g/cm3(Predicted)
• LogP: 2.27970
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

(4R)-1-Methyl-4-isopropenylcyclohex-2-en-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C1CCC(C=C1)(C)O
• Isomeric SMILES: CC(=C)[C@@H]1CCC(C=C1)(C)O
• Uses: (4R)-1-Methyl-4-isopropenylcyclohex-2-en-1-ol is a chemical reagent used in the synthesis of Δ8-THC cannabinoid analogs with activity against CB receptors.

Technology Process of (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol

There total 7 articles about (4R)-1-Methyl-4-(prop-1-en-2-yl)cyclohex-2-enol 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: 85.0%

(+)-1-methyl-2-(phenylselanyl)-4-(prop-1-en-2-yl)cyclohexan-1-ol → (4R)-1-methyl-4-(2-(1-propylene))-2-cyclohexene-2-ol (861892-40-2)

Guidance literature:

With 1-fluoro-4-methyl-1,4-diazoniabicyclo<2.2.2>octane ditetrafluoroborate; In tetrahydrofuran; Reagent/catalyst; Solvent;

Reference yield: 81.0%

D-limonene (5989-27-5,555-08-8,8022-90-0,9003-73-0,95327-98-3) → (4R)-1-methyl-4-(2-(1-propylene))-2-cyclohexene-2-ol (861892-40-2)

Guidance literature:

With lithium aluminium tetrahydride; oxygen; methylene blue; In toluene; at 20 ℃; for 1.2h; Solvent; Reagent/catalyst; Wavelength; Temperature; UV-irradiation; Reflux;

Reference yield: 52.0%

(4R)-limonene 1,2-epoxide (1195-92-2) → (4R)-1-methyl-4-(2-(1-propylene))-2-cyclohexene-2-ol (861892-40-2)

Guidance literature:

(4R)-limonene 1,2-epoxide; With sodium tetrahydroborate; diphenyl diselenide; In ethanol; for 2h; Heating;

With dihydrogen peroxide; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/jm050442r

upstream raw materials:

(4R)-limonene 1,2-epoxide

D-limonene

carbon dioxide

cis-(R)-limonene oxide

Downstream raw materials:

dronabinol

(6aR,10aR)-6,6,9-trimethyl-3-(2-methylhexan-2-yl)-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-1-ol

(-)-5'-methyl-4-pentyl-2'-(prop-1-en-2-yl)-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-2,6-diol