4-tert-Butyl-1-ethynylcyclohexanol

Base Information

• Chemical Name: 4-tert-Butyl-1-ethynylcyclohexanol
• CAS No.: 20325-03-5
• Molecular Formula: C12H20 O
• Molecular Weight: 180.29
• Hs Code.: 2906199090
• NSC Number: 407695,14260,4822
• UNII: VM2762Y95A
• DSSTox Substance ID: DTXSID50174220
• Nikkaji Number: J1.560.437I,J1.560.438G,J48.553E
• Mol file: 20325-03-5.mol

Synonyms:4-tert-Butyl-1-ethynylcyclohexanol;20325-03-5;1-Cyclohexanol, 4-tert-butyl-1-ethynyl-;4-tert-butyl-1-ethynylcyclohexan-1-ol;Cyclohexanol, 4-tert-butyl-1-ethynyl-;NSC 14260;Cyclohexanol, 4-(1,1-dimethylethyl)-1-ethynyl-;VM2762Y95A;NSC-4822;NSC-14260;WLN: L6TJ AQ A1UU1 DX1&1&1;NSC4822;4-(1,1-dimethylethyl)-1-ethynylcyclohexanol;SCHEMBL926606;UNII-VM2762Y95A;DTXSID50174220;NSC14260;NSC407695;AKOS014244682;NSC-407695;LS-57059;4-(Tert-butyl)-1-ethynylcyclohexan-1-ol;CS-0353122;1-Ethynyl-4beta-tert-butylcyclohexane-1beta-ol;1-Ethynyl-4beta-tert-butylcyclohexane-1alpha-ol;EN300-1273441;6556-06-5

Chemical Property of 4-tert-Butyl-1-ethynylcyclohexanol

Chemical Property:

• Vapor Pressure: 0.00664mmHg at 25°C
• Boiling Point: 240.3°Cat760mmHg
• Flash Point: 99.8°C
• PSA: 20.23000
• Density: 0.93g/cm³
• LogP: 2.58700
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 180.151415257
• Heavy Atom Count: 13
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1CCC(CC1)(C#C)O

Technology Process of 4-tert-Butyl-1-ethynylcyclohexanol

There total 6 articles about 4-tert-Butyl-1-ethynylcyclohexanol 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: 98.0%

4-tercbutyl-cyclohexanone (98-53-3) + trimethylsilylacetylene (1066-54-2) → 4-(1,1-dimethylethyl)-1-ethynylcyclohexanol (20325-03-5)

Guidance literature:

trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 0.166667h;

4-tercbutyl-cyclohexanone; In tetrahydrofuran; at 20 ℃;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1021/jo100995k

Reference yield: 85.0%

1-(1-Chlorovinyl)-4-t-butyl-1-cyclohexanol (136121-27-2) → 4-(1,1-dimethylethyl)-1-ethynylcyclohexanol (20325-03-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; 1.) -35 to 0 deg C, 2 h, 2.) 0 deg C, 0.5 h;

DOI:10.1246/bcsj.64.2153

Reference yield:

4-tercbutyl-cyclohexanone (98-53-3) + acetylene (74-86-2,25067-58-7) → 4-(1,1-dimethylethyl)-1-ethynylcyclohexanol (20325-03-5)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 3.5h;

DOI:10.1016/S0968-0896(03)00189-5

upstream raw materials:

1-(1-Chlorovinyl)-4-t-butyl-1-cyclohexanol

4-tercbutyl-cyclohexanone

acetylene

1-<1-chloro-1-(p-tolylsulfinyl)ethyl>-4-tert-butyl-1-cyclohexanol

Downstream raw materials:

4-(1,1-dimethyl)-1-ethynylocyclohexan-1-yl 4-methylbenzenesulfinate

4-(tert-butyl)-1-ethynylcyclohex-1-ene

1-acetyl-4-tert-butylcyclohex-1-ene

1-<<2-(4-(1,1-dimethylethyl)cyclohexylidene)ethenyl>sulfonyl>-4-methylbenzene

Refernces

• 1、 Nandi, Ganesh C.,Rathman, Benjamin M.,Laali, Kenneth K.. "Mild conversion of propargylic alcohols to α,β-unsaturated enones in ionic liquids (ILs); A new 'metal free' life for the Rupe rearrangement". supporting information. p. 6258 - 6263. Retrieved 2013/10/22.
• 2、 Bajgrowicz, Jerzy A.,Berg-Schultz, Katja,Brunner, Gerhard. "Substituted hepta-1,6-dien-3-ones with green/fruity odours green/galbanum olfactophore model". . p. 2931 - 2946. Retrieved 2007/10/03.