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

Base Information

• Chemical Name: Cyclohexane, 2-iodo-4-methyl-1-(1-methylethyl)-, (1S,2S,4R)-
• CAS No.: 87161-58-8
• Molecular Formula: C10H19I
• Molecular Weight: 266.165
• DSSTox Substance ID: DTXSID40455151
• Nikkaji Number: J839.269B
• Wikidata: Q82277041
• Mol file: 87161-58-8.mol

Synonyms:(1S,2S,4R)-2-iodo-1-isopropyl-4-methylcyclohexane;Cyclohexane, 2-iodo-4-methyl-1-(1-methylethyl)-, (1S,2S,4R)-;87161-58-8;DTXSID40455151;(1R,3S,4S)-3-Iodo-p-menthane

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

Chemical Property:

• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 266.05315
• Heavy Atom Count: 11
• Complexity: 120

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 8 articles about Cyclohexane, 2-iodo-4-methyl-1-(1-methylethyl)-, (1S,2S,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%

Neomenthol (2216-52-6) → (1S,2S,4R)-2-iodo-1-isopropyl-4-methylcyclohexane (87161-58-8)

Guidance literature:

With iodine; triphenylphosphine; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; at 20 ℃; for 3h; chemoselective reaction;

DOI:10.1007/s12039-016-1158-1

Reference yield: 77.0%

(-)-menthol (2216-51-5) → (1S,2S,4R)-2-iodo-1-isopropyl-4-methylcyclohexane (87161-58-8)

Guidance literature:

With triphenylphosphine; zinc(II) iodide; diethylazodicarboxylate; In toluene;

Reference yield: 76.0%

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl methanesulfonate (61548-81-0) → (1S,2S,4R)-2-iodo-1-isopropyl-4-methylcyclohexane (87161-58-8) + (1S,2R,4R)-2-iodo-1-isopropyl-4-methylcyclohexane-2-iodooctane

Guidance literature:

With iron(III)-acetylacetonate; trimethylsilyl iodide; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/adsc.201000740

upstream raw materials:

(-)-menthol

2-((1S,2R,5S)-2-Isopropyl-5-methyl-cyclohexyloxy)-tetrahydro-pyran

(-)-menthol

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl methanesulfonate