Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)-

Base Information

• Chemical Name: Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)-
• CAS No.: 1565-76-0
• Molecular Formula: C11H22 O
• Molecular Weight: 170.295
• Hs Code.: 2909209000
• European Community (EC) Number: 216-365-6
• NSC Number: 22261,21191
• UNII: 89677W03FF
• DSSTox Substance ID: DTXSID60883694
• Nikkaji Number: J1.171.949J
• Wikidata: Q27270008
• Mol file: 1565-76-0.mol

Synonyms:1565-76-0;Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)-;Menthyl methyl ether, (-)-;(1s,2r,4r)-2-methoxy-4-methyl-1-(propan-2-yl)cyclohexane;UNII-89677W03FF;EINECS 216-365-6;89677W03FF;l-menthyl methyl ether;NSC21191;(-)-menthyl methyl ether;SCHEMBL117885;FEMA NO. 4054;(1S,2R,4R)-2-methoxy-4-methyl-1-propan-2-ylcyclohexane;DTXSID60883694;MENTHYL METHYL ETHER, L-;(-)-MENTHOL METHYL ETHER;Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1R-(1alpha,2beta,5alpha))-;NSC22261;NSC-21191;NSC-22261;(1R,3R,4S)-3-Methoxy-p-menthane;L-MENTHYL METHYL ETHER [FHFI];AS-71494;D92904;Q27270008;ETHER, P-MENTH-3-YL METHYL, (1R,3R,4S)-(-)-;CYCLOHEXANE, 2-METHOXY-4-METHYL-1-(1-METHYLETHYL)-, (1S-(1.ALPHA.,2.BETA.,4.BETA.))-

Chemical Property of Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)-

Chemical Property:

• Vapor Pressure: 67Pa at 20℃
• Boiling Point: 191.5°Cat760mmHg
• Flash Point: 61.4°C
• PSA: 9.23000
• Density: 0.84g/cm³
• LogP: 3.09360
• Water Solubility.: 20mg/L at 20℃
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 170.167065321
• Heavy Atom Count: 12
• Complexity: 131

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C(C1)OC)C(C)C
• Isomeric SMILES: C[C@@H]1CC[C@H]([C@@H](C1)OC)C(C)C

Technology Process of Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)-

There total 14 articles about Cyclohexane, 2-methoxy-4-methyl-1-(1-methylethyl)-, (1S,2R,4R)- 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: 87.0%

(-)-menthol-MOM (121153-32-0) → (-)-<(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl> methyl ether (1565-76-0)

Guidance literature:

With chloro-trimethyl-silane; zinc(II) tetrahydroborate; In diethyl ether; dichloromethane; at 25 ℃; for 2h;

DOI:10.1021/jo00388a049

Reference yield: 85.0%

(-)-menthol (2216-51-5) + methyl iodide (74-88-4) → (-)-<(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl> methyl ether (1565-76-0)

Guidance literature:

With potassium hydroxide; at 20 ℃; for 20h;

Reference yield:

methyl iodide (74-88-4) → (-)-<(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl> methyl ether (1565-76-0)

Guidance literature:

With toluene; Bildung zuletzt bei 75grad;

DOI:10.1021/ja01264a035

upstream raw materials:

(-)-menthol

methyl iodide

diazomethane

sodium menthoxide

Downstream raw materials:

(2R,5S)-menthone

(4R,7S)-4-methyl-7-(1-methylethyl)oxepan-2-one

menthol

Refernces

• 1、 Samarasekera, Radhika,Weerasinghe, Indira S.,Hemalal, K.D. Patrick. "Insecticidal activity of menthol derivatives against mosquitoes". . p. 290 - 295. Retrieved 2008.
• 2、 Guptill, David M.,Davies, Huw M. L.. "2,2,2-Trichloroethyl aryldiazoacetates as robust reagents for the enantioselective C-H functionalization of methyl ethers". supporting information. p. 17718 - 17721. Retrieved 2015/02/19.