DIHYDROCARVEOL

Base Information

• Chemical Name: DIHYDROCARVEOL
• CAS No.: 619-01-2
• Molecular Formula: C10H18 O
• Molecular Weight: 154.252
• Hs Code.: 2906199090
• European Community (EC) Number: 253-755-5,210-575-1
• DSSTox Substance ID: DTXSID60862303
• Nikkaji Number: J7.040H
• Wikidata: Q1225152
• Pharos Ligand ID: WQ15M1X29XY3
• Mol file: 619-01-2.mol

Synonyms:p-Menth-8-en-2-ol(8CI); 1,6-Dihydrocarveol; 6-Methyl-3-isopropenylcyclohexanol; 8-p-Menthen-2-ol

Chemical Property of DIHYDROCARVEOL

Chemical Property:

• Vapor Pressure: 0.1 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.479
• Boiling Point: 224-225 °C(lit.)
• PKA: 15.20±0.60(Predicted)
• Flash Point: 197 °F
• PSA: 20.23000
• Density: 0.926 g/mL at 25 °C(lit.)
• LogP: 2.35960
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-5-(prop-1-en-2-yl)cyclohexanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 38

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(CC1O)C(=C)C

Technology Process of DIHYDROCARVEOL

There total 105 articles about DIHYDROCARVEOL 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: 49.0%

(R)-dihydrocarvone (116499-64-0) → (+)-neodihydrocarveol (20549-48-8,17699-09-1) + (1R,2R,4R)-dihydrocarveol (619-01-2,18675-33-7,18675-34-8,18675-35-9,20549-48-8,22567-21-1,22567-22-2,36237-64-6,38049-26-2,51773-45-6,53796-77-3,53796-80-8,73804-29-2,20549-47-7,17699-09-1) + (1R,2S,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexanol (51773-45-6,17699-09-1)

Guidance literature:

(R)-dihydrocarvone; With C₁₃H₂₃BN₂; In benzene-d6; toluene; at 25 ℃; for 1h; Inert atmosphere; Schlenk technique; Glovebox;

With acetic acid; In diethyl ether; water; chemoselective reaction; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/acs.orglett.9b02515

Reference yield: 1.6%

(R)-Carvone (6485-40-1,2244-16-8) → (2R,5R)-5-isopropenyl-2-methylcyclohexanone (5524-05-0) + (+)-neodihydrocarveol (20549-48-8,17699-09-1) + (1R,2R,4R)-dihydrocarveol (619-01-2,18675-33-7,18675-34-8,18675-35-9,20549-48-8,22567-21-1,22567-22-2,36237-64-6,38049-26-2,51773-45-6,53796-77-3,53796-80-8,73804-29-2,20549-47-7,17699-09-1) + dihydrocarveol (36237-64-6,17699-09-1) + (+)-isodihydrocarvone (619-02-3,3792-53-8,4584-09-2,5524-05-0,5948-04-9,7764-50-3,53796-79-5,69460-46-4,116499-64-0,6909-25-7) + (1R,2S,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohexanol (51773-45-6,17699-09-1)

Guidance literature:

In various solvent(s); at 25 ℃; for 240h; Product distribution; Mechanism; rotary shaker (70 rpm), dark, suspension cells of Nicotiana tabacum; different starting substrates;

DOI:10.1016/0031-9422(82)85179-0

Reference yield: 1.1%

(2R,5R)-5-isopropenyl-2-methylcyclohexanone (5524-05-0) → (+)-neodihydrocarveol (20549-48-8,17699-09-1) + (1R,2R,4R)-dihydrocarveol (619-01-2,18675-33-7,18675-34-8,18675-35-9,20549-48-8,22567-21-1,22567-22-2,36237-64-6,38049-26-2,51773-45-6,53796-77-3,53796-80-8,73804-29-2,20549-47-7,17699-09-1)

Guidance literature:

In various solvent(s); at 25 ℃; for 240h; rotary shaker (70 rpm), dark, suspension cells of Nicotiana tabacum;

DOI:10.1016/0031-9422(82)85179-0

upstream raw materials:

(S)-p-mentha-6,8-dien-2-one

(1S,2S,5S)-5-isopropenyl-2-methylcyclohexan-1-ol

(S)-p-mentha-6,8-dien-2-one-(Z)-oxime

Limonene oxide

Downstream raw materials:

p-menth-3-en-2-one

2-benzylidene-3-isopropenyl-6-methyl-cyclohexanone

(1R,3R,5R)-1-(3-Hydroxy-4-methylcyclohexyl)ethanone

2-methyl-5-(3-methyl-<1.2.4>trioxolan-3-yl)-cyclohexanone

Refernces

• 1、 Parmar, Digvijaysinh K.,Butani, Pinal M.,Thumar, Niraj J.,Jasani, Pinal M.,Padaliya, Ravi V.,Sandhiya, Paba R.,Nakum, Haresh D.,Khan, Md. Nasim,Makwana, Dipak. "Oxy-functionalization of olefins with neat and heterogenized binuclear V(IV)O and Fe(II)complexes: Effect of steric hindrance on product selectivity and output in homogeneous and heterogeneous phase". . . Retrieved 2019/06/05.
• 2、 Falcone, Natashya,She, Zhe,Syed, Jebreil,Lough, Alan,Kraatz, Heinz-Bernhard. "Synthesis and Biochemical Evaluation of Nicotinamide Derivatives as NADH Analogue Coenzymes in Ene Reductase". . p. 838 - 845. Retrieved 2019/02/07.