(-)-DIHYDROCARVYL ACETATE

Base Information

• Chemical Name: (-)-DIHYDROCARVYL ACETATE
• CAS No.: 75684-65-0
• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 196.29
• Mol file: 75684-65-0.mol

Synonyms:Cyclohexanol,2-methyl-5-(1-methylethenyl)-, acetate, [1S-(1a,2b,5a)]-; (+)-Dihydrocarveol acetate

Chemical Property of (-)-DIHYDROCARVYL ACETATE

Chemical Property:

• Refractive Index: n20/D 1.459(lit.)
• Boiling Point: 232-234 °C(lit.)
• Flash Point: 194 °F
• PSA: 26.30000
• Density: 0.947 g/mL at 20 °C(lit.)
• LogP: 2.93040

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (-)-DIHYDROCARVYL ACETATE

There total 3 articles about (-)-DIHYDROCARVYL ACETATE 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: 89.0%

acetic anhydride (108-24-7) + (3S,6S)-3-isopropenyl-6-methylcyclohexanol (619-01-2,18675-33-7,18675-34-8,18675-35-9,20549-47-7,20549-48-8,22567-21-1,22567-22-2,36237-64-6,38049-26-2,51773-45-6,53796-77-3,53796-80-8,73804-29-2,17699-09-1) → (3S,6S)-3-isopropenyl-6-methylcyclohexyl acetate (20405-60-1,20777-49-5,57237-40-8,57287-13-5,75684-64-9,75684-65-0)

Guidance literature:

With pyridine; at 85 ℃; for 3h;

DOI:10.1021/jo00240a033

Reference yield:

(S)-p-mentha-6,8-dien-2-one (2244-16-8,6485-40-1) → (3S,6S)-3-isopropenyl-6-methylcyclohexyl acetate (20405-60-1,20777-49-5,57237-40-8,57287-13-5,75684-64-9,75684-65-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 73.1 percent / Li, liquid NH₃, t-BuOH / tetrahydrofuran / 0.25 h / -35 °C

2: 92 percent / Dibal-H / toluene / 2 h / -78 °C

3: 89 percent / pyridine / 3 h / 85 °C

With pyridine; ammonia; lithium; diisobutylaluminium hydride; tert-butyl alcohol; In tetrahydrofuran; toluene;

DOI:10.1021/jo00240a033

Reference yield:

(-)-dihydrocarvone (5524-05-0,619-02-3) → (3S,6S)-3-isopropenyl-6-methylcyclohexyl acetate (20405-60-1,20777-49-5,57237-40-8,57287-13-5,75684-64-9,75684-65-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / Dibal-H / toluene / 2 h / -78 °C

2: 89 percent / pyridine / 3 h / 85 °C

With pyridine; diisobutylaluminium hydride; In toluene;

DOI:10.1021/jo00240a033

upstream raw materials:

acetic anhydride

(3S,6S)-3-isopropenyl-6-methylcyclohexanol

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

(-)-dihydrocarvone

Downstream raw materials:

(3S,6S)-3-acetyl-6-methylcyclohexyl acetate

Refernces