Tetrahydrocarvone

Base Information

• Chemical Name: Tetrahydrocarvone
• CAS No.: 499-70-7
• Molecular Formula: C10H18 O
• Molecular Weight: 154.252
• Hs Code.: 2914299000
• UNII: N2VIB4RXFK,D5PYY1B83Q
• DSSTox Substance ID: DTXSID70200035
• Nikkaji Number: J247.016K
• Wikidata: Q83073064
• Mol file: 499-70-7.mol

Synonyms:carvomenthone;p-menthan-2-one;tetrahydrocarvone

Chemical Property of Tetrahydrocarvone

Chemical Property:

• Vapor Pressure: 0.116mmHg at 25°C
• Melting Point: 175 °C
• Boiling Point: 220°Cat760mmHg
• Flash Point: 73°C
• PSA: 17.07000
• Density: 0.881g/cm³
• LogP: 2.64770
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

5-ISOPROPYL-2-METHYL-CYCLOHEXANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(CC1=O)C(C)C
• Isomeric SMILES: C[C@@H]1CC[C@H](CC1=O)C(C)C
• Description: May be prepared by oxidation of carvomenthol; from α-methyl- (β'-isopropyl pimelic acid, dimethyl ester.

Technology Process of Tetrahydrocarvone

There total 89 articles about Tetrahydrocarvone 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: 97.0%

Carvone (99-49-0,22327-39-5) → carvomenthone (499-70-7)

Guidance literature:

With hydrogen; platinum(IV) oxide; In various solvent(s); at 25 ℃; for 3h;

DOI:10.1021/jo052604x

Reference yield: 92.0%

1-Butylsulfanyl-3-isopropyl-6-methyl-cyclohexene (74585-52-7) → carvomenthone (499-70-7)

Guidance literature:

With titanium tetrachloride; In acetic acid; for 0.5h;

DOI:10.1021/ja00530a043

Reference yield: 90.0%

1-isopropyl-2-(trimethylsilyl)-4-methylcyclohexan-3-ol (66228-02-2) → carvomenthone (499-70-7)

Guidance literature:

With sodium dichromate; sulfuric acid; In diethyl ether; water;

DOI:10.1021/jo01303a021

upstream raw materials:

5-Isopropenyl-2-methyl-cyclohex-2-enol

(+/-)-menthol

p-menthane-1,2-diol

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

Downstream raw materials:

6-isopropyl-3-methyl-2-oxo-cyclohexanecarbaldehyde

1-ethyl-5-isopropyl-2-methyl-cyclohexanol

Menthane

2-Hydroxy-1-methyl-4-isopropyl-2-benzyl-cyclohexan

Refernces

• 1、 Ichitsuka, Tomohiro,Kobayashi, Shū,Koumura, Nagatoshi,Sato, Kazuhiko,Takahashi, Ikko. "Continuous Synthesis of Aryl Amines from Phenols Utilizing Integrated Packed-Bed Flow Systems". supporting information. p. 15891 - 15896. Retrieved 2020/07/13.
• 2、 Wei, Yu,Rao, Bin,Cong, Xuefeng,Zeng, Xiaoming. "Highly Selective Hydrogenation of Aromatic Ketones and Phenols Enabled by Cyclic (Amino)(alkyl)carbene Rhodium Complexes". supporting information. p. 9250 - 9253. Retrieved 2015/08/11.