Carvyl propionate

Base Information

• Chemical Name: Carvyl propionate
• CAS No.: 97-45-0
• Molecular Formula: C₁₃H₂₀O₂
• Molecular Weight: 208.301
• Hs Code.: 29155000
• European Community (EC) Number: 202-583-9
• DSSTox Substance ID: DTXSID30861702
• Nikkaji Number: J78.379J
• Metabolomics Workbench ID: 48035
• Mol file: 97-45-0.mol

Synonyms:Carvyl propionate;Carvyl propioate;97-45-0;Carveol propionate;l-Carvyl propionate;2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, propanoate;p-MENTHA-6,8-DIEN-2-OL, PROPIONATE;p-Mentha-6,8-dien-2-yl propionate;FEMA No. 2251;p-Mentha-1(6),8-dien-2-yl propionate;(-)-Carvyl propioate;l-p-Mentha-6,8(9)-dien-2-yl propionate;EINECS 202-583-9;BRN 2526499;2-Methyl-5-(1-methylethenyl)-2-cyclohexenyl propanoate;UNII-TW615E88E9;AI3-26372;2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl propanoate;2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, propionate;2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl propionate;2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-, 1-propanoate;5-Isopropenyl-2-methyl-2-cyclohexen-1-yl propionate #;(-)-CARVYLPROPIONATE;Carvyl propionate, (+/-)-;SCHEMBL891525;FEMA 2251;DTXSID30861702;(2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-yl) propanoate;TW615E88E9;(-)-Carvyl propionate, >=97%;AKOS015913534;p-mentha-1(6),8-dien-2-ylpropionat;5-Isopropenyl-2-methyl-2-cyclohexen-1-yl propionate;p - mentha - 1(6),8 - dien - 2 - yl propionate;2-Cyclohexen-1-ol,2-methyl-5-(1-methylethenyl)-,1-propanoate

Chemical Property of Carvyl propionate

Chemical Property:

• Vapor Pressure: 0.00247mmHg at 25°C
• Refractive Index: n20/D 1.474(lit.)
• Boiling Point: 78-80 °C0.2 mm Hg(lit.)
• Flash Point: 226 °F
• PSA: 26.30000
• Density: 0.952 g/mL at 25 °C(lit.)
• LogP: 3.24060
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 208.146329876
• Heavy Atom Count: 15
• Complexity: 289

Purity/Quality:

99%, ^*data from raw suppliers

(?)-Carvyl propionate ≥97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Useful:

• Canonical SMILES: CCC(=O)OC1CC(CC=C1C)C(=C)C

Technology Process of Carvyl propionate

There total 2 articles about Carvyl propionate 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: 99.0%

(4R,6R)-carveol (99-48-9,1197-06-4,1197-07-5,2102-58-1,2102-59-2,5157-78-8,5503-11-7,7632-16-8,18383-51-2,22567-18-6,20307-86-2) + propionyl chloride (79-03-8) → (-)-cis-carvyl propionate (97-45-0,74431-24-6,112419-68-8,145032-50-4,145032-51-5)

Guidance literature:

With pyridine; In dichloromethane; 1.) 0 deg C, 1 h, 2.) RT, 1 h;

DOI:10.1021/jo00238a030

Reference yield:

(R)-Carvone (6485-40-1,2244-16-8) → (-)-cis-carvyl propionate (97-45-0,74431-24-6,112419-68-8,145032-50-4,145032-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / LAH / diethyl ether / 1 h / -78 °C

2: 99 percent / pyridine / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT, 1 h

With pyridine; lithium aluminium tetrahydride; In diethyl ether; dichloromethane;

DOI:10.1021/jo00238a030

Reference yield:

(-)-cis-carvyl propionate (97-45-0,74431-24-6,112419-68-8,145032-50-4,145032-51-5) → 2-((1R,5S)-5-Isopropenyl-2-methyl-cyclohex-2-enyl)-propionic acid (112320-99-7,112419-69-9)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; tert-butyldimethylsilyl chloride; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -78 deg C, 15 min, 2.) a.) -78 deg C, 10 min b.) from -78 deg C to RT, 45 min, c.) 50 deg C, 6 h;

DOI:10.1021/jo00238a030

upstream raw materials:

(4R,6R)-carveol

propionyl chloride

(R)-Carvone

Downstream raw materials:

2(S)-<2-methyl-5(S)-(2-propenyl)-2-cyclohexen-1(R)-yl>propionic acid

2-((1R,5S)-5-Isopropenyl-2-methyl-cyclohex-2-enyl)-propionic acid

(2R)-<2-methyl-5(R)-(2-propenyl)-2-cyclohexen-1(R)-yl>propionic acid

(2S)-<2-methyl-5(R)-(2-propenyl)-2-cyclohexen-1(R)-yl>propionic acid

Refernces