Cyclohexanone, 2-methyl-5-(1-methylethyl)-, (5S)- (9CI)

Base Information

• Chemical Name: Cyclohexanone, 2-methyl-5-(1-methylethyl)-, (5S)- (9CI)
• CAS No.: 160168-89-8
• Molecular Formula: C10H18 O
• Molecular Weight: 154.252
• Mol file: 160168-89-8.mol

Synonyms:Cyclohexanone, 2-methyl-5-(1-methylethyl)-, (5S)- (9CI)

Chemical Property of Cyclohexanone, 2-methyl-5-(1-methylethyl)-, (5S)- (9CI)

Chemical Property:

• PSA: 17.07000
• LogP: 2.64770

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclohexanone, 2-methyl-5-(1-methylethyl)-, (5S)- (9CI)

There total 13 articles about Cyclohexanone, 2-methyl-5-(1-methylethyl)-, (5S)- (9CI) 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%

(S)-p-mentha-6,8-dien-2-one (2244-16-8,6485-40-1) → (5S)-2-methyl-5-(methylethyl)cyclohexan-1-one (160168-89-8)

Guidance literature:

With Rh/Al₂O₃; hydrogen; In ethanol; at 20 ℃; for 3.5h; under 31503.2 Torr; Autoclave;

DOI:10.1016/j.tet.2011.04.007

Reference yield: 98.9%

(5S)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-one (201012-68-2) → (5S)-2-methyl-5-(methylethyl)cyclohexan-1-one (160168-89-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In hexane; at 20 ℃; for 12h; under 11251.1 Torr; Sealed tube; Inert atmosphere;

DOI:10.1021/bm501450c

Reference yield:

(S)-p-mentha-6,8-dien-2-one (2244-16-8,6485-40-1) → carvotanacetone (499-71-8) + (5S)-2-methyl-5-(methylethyl)cyclohexan-1-one (160168-89-8) + (5S)-2-methyl-5-(prop-1-en-2-yl)cyclohexan-1-one (201012-68-2)

Guidance literature:

With hydrogen; In tetrahydrofuran; water; at 20 ℃; for 48h; under 759.826 Torr; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejic.201500530

upstream raw materials:

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

(-)-1-hydroxyneoisocarvomenthol

(-)-1-hydroxyisocarvomenthol

(1R,2S,4S)-4-isopropyl-1-methylcyclohexane-1,2-diol

Downstream raw materials:

1-[(5S)-2-methyl-5-(methylethyl)cyclohex-1-enyloxy]-1,1-dimethyl-1-silaethane

(2S,5S)-2-methyl-5-(methylethyl)-2-prop-2-enylcyclohexan-1-one

(2R,5S)-2-methyl-5-(methylethyl)-2-prop-2-enylcyclohexan-1-one

carvomenthide

Refernces

• 1、 Yang, Jinyoung,Lee, Sangjun,Choi, Woo Jin,Seo, Howon,Kim, Pilhan,Kim, Geon-Joong,Kim, Young-Wun,Shin, Jihoon. "Thermoset elastomers derived from carvomenthide". . p. 246 - 256. Retrieved 2015.
• 2、 Hagiwara, Hisahiro,Fukushima, Masakazu,Kinugawa, Kimihiko,Matsui, Takuya,Hoshi, Takashi,Suzuki, Toshio. "First total syntheses of bicyclic marine sesquiterpenoids drechslerines A and B". experimental part. p. 4061 - 4068. Retrieved 2011/06/27.