Cyclohexanol, 1-ethynyl-2,2,6-trimethyl-, (1R,6S)-rel-

Base Information

• Chemical Name: Cyclohexanol, 1-ethynyl-2,2,6-trimethyl-, (1R,6S)-rel-
• CAS No.: 26005-41-4
• Deprecated CAS: 62861-90-9
• Molecular Formula: C₁₁H₁₈O
• Molecular Weight: 166.263
• European Community (EC) Number: 247-405-0
• Nikkaji Number: J736.935B
• Mol file: 26005-41-4.mol

Synonyms:1-ethynyl-2,2,6-trimethylcyclohexanol;26005-41-4;41613-59-6;1-ethynyl-2,2,6-trimethylcyclohexan-1-ol;Cyclohexanol, 1-ethynyl-2,2,6-trimethyl-, (1R,6S)-rel-;Cyclohexanol, 1-ethynyl-2,2,6-trimethyl-;EINECS 247-405-0;trans-1-Ethynyl-2,2,6-trimethylcyclohexan-1-ol;1-Ethynyl-2,2,6-trimethylcyclohexanol, (E)+(Z);SCHEMBL5693775;PQQOQXUYGRGYEK-UHFFFAOYSA-N;MFCD00798600;AKOS006220438;1-Ethynyl-2,,2,6-trimethylcyclohexanol;1-Ethynyl-2,2,6-trimethyl cyclohexanol;FT-0691039;1-Ethynyl-2,2,6-trimethylcyclohexanol, AldrichCPR;1-Ethynyl-2,2,6-trimethylcyclohexanol,(E)+(Z),97%

Chemical Property of Cyclohexanol, 1-ethynyl-2,2,6-trimethyl-, (1R,6S)-rel-

Chemical Property:

• Vapor Pressure: 0.0347mmHg at 25°C
• Refractive Index: 1.4790
• Boiling Point: 214.2 °C at 760 mmHg
• Flash Point: 86.1 °C
• PSA: 20.23000
• Density: 0.94 g/cm³
• LogP: 2.19690
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 166.135765193
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

1-ETHYNYL-2,2,6-TRIMETHYLCYCLOHEXANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCC(C1(C#C)O)(C)C

Technology Process of Cyclohexanol, 1-ethynyl-2,2,6-trimethyl-, (1R,6S)-rel-

There total 2 articles about Cyclohexanol, 1-ethynyl-2,2,6-trimethyl-, (1R,6S)-rel- 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:

2,2,6-trimethylcyclohexan-1-one (2408-37-9) + acetylene (74-86-2,25067-58-7) → 1-ethynyl-2,6,6-trimethylcyclohexanol (26005-41-4,41613-59-6,62861-89-6,62861-90-9,76045-65-3)

Guidance literature:

With sodium amide; Yield given. Multistep reaction; 1.) ammonia liq., 1 h, 2.) ether, 2 h;

Reference yield:

2,2,6-trimethylcyclohexan-1-one (2408-37-9) + acetylenemagnesium bromide (4301-14-8) → E-1-Ethynyl-2,2,6-trimethyl-cyclohexanol (26005-41-4,41613-59-6,62861-89-6,62861-90-9,76045-65-3)

Guidance literature:

In tetrahydrofuran;

Reference yield:

1-ethynyl-2,6,6-trimethylcyclohexanol (26005-41-4,41613-59-6,62861-89-6,62861-90-9,76045-65-3) → 1-(trans-bromovinyl)-2,6,6-trimethylcyclohexene (87570-47-6)

Guidance literature:

Multi-step reaction with 4 steps

1: copper sulphate trihydrate / xylene / 6 h / Heating

2: 1.) methyl-lithium / 1.) ether, -78 deg C, 1 h, 2.) -78 deg C, 2 h

3: 5 percent / di-isobutylaluminium hydride / tetrahydrofuran / 12 h / 55 - 60 °C

4: 1.) bromine, 2.) potassium fluoride / 1.) methylene dichloride, -78 deg C, 2.5 h, 2.) DMSO, room temperature, 4 h

With potassium fluoride; diisobutylaluminum hydride; copper sulphate trihydrate; methyllithium; bromine; In tetrahydrofuran; xylene;

upstream raw materials:

2,2,6-trimethylcyclohexan-1-one

acetylene

acetylenemagnesium bromide

Downstream raw materials:

2-ethynyl-1,3,3-trimethyl-1-cyclohexene

1-(trans-bromovinyl)-2,6,6-trimethylcyclohexene

1-trimethylsilylethynyl-2,6,6-trimethylcyclohexene

1-(cis-trimethylsilylvinyl)-2,6,6-trimethylcyclohexene

Refernces