1-Ethynyl-2-methylcyclohexanol

Base Information

• Chemical Name: 1-Ethynyl-2-methylcyclohexanol
• CAS No.: 15564-30-4
• Molecular Formula: C9H14 O
• Molecular Weight: 138.21
• Hs Code.: 2906199090
• NSC Number: 37636
• DSSTox Substance ID: DTXSID10935258
• Nikkaji Number: J48.563B
• Mol file: 15564-30-4.mol

Synonyms:1-ethynyl-2-methylcyclohexan-1-ol;15564-30-4;1-Ethynyl-2-methylcyclohexanol;1-ETHYNYL-2-METHYL-CYCLOHEXANOL;Cyclohexanol, 1-ethynyl-2-methyl-;NSC 37636;AI3-17968;NSC37636;SCHEMBL927483;DTXSID10935258;WLN: L6TJ AQ A1UU1 B1;1-Ethynyl-2-methyl-1-cyclohexanol;NSC-37636;AKOS006276531;LS-57170;CS-0353116;EN300-1250298

Chemical Property of 1-Ethynyl-2-methylcyclohexanol

Chemical Property:

• Vapor Pressure: 0.127mmHg at 25°C
• Melting Point: 57 °C
• Boiling Point: 192.8°Cat760mmHg
• PKA: 13.36±0.40(Predicted)
• Flash Point: 77.5°C
• PSA: 20.23000
• Density: 0.97g/cm³
• LogP: 1.56080
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

1-ETHYNYL-2-METHYL-CYCLOHEXANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCCCC1(C#C)O

Technology Process of 1-Ethynyl-2-methylcyclohexanol

There total 14 articles about 1-Ethynyl-2-methylcyclohexanol 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: 61.0%

2-Methylcyclohexanone (583-60-8) + trimethylsilylacetylene (1066-54-2) → 1-ethynyl-2-methyl-1-cyclohexanol (15564-30-4)

Guidance literature:

2-Methylcyclohexanone; trimethylsilylacetylene; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With methanol; potassium fluoride; at 20 ℃; for 72h;

DOI:10.1016/j.tetlet.2013.09.028

Reference yield: 61.0%

calcium carbide (75-20-7) + 2-Methylcyclohexanone (583-60-8) → 1-ethynyl-2-methyl-1-cyclohexanol (15564-30-4)

Guidance literature:

With caesium carbonate; In water; dimethyl sulfoxide; at 60 ℃; for 8h; Inert atmosphere; Green chemistry;

DOI:10.1039/c3gc41269e

Reference yield:

calcium carbide (75-20-7) + 2-Methylcyclohexanone (583-60-8) → cis-1-ethynyl-2-methylcyclohexan-ol (15564-30-4,36144-41-9,36144-42-0) + cis-1-Ethinyl-2-methyl-1-cyclohexanol (15564-30-4,36144-41-9,36144-42-0)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In dimethyl sulfoxide; at 20 ℃; for 2h; Overall yield = 93 %; Overall yield = 0.128 g; Optical yield = 33.333 %de; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01219

upstream raw materials:

sodium acetylide

2-Methylcyclohexanone

calcium carbide

trimethylsilylacetylene

Downstream raw materials:

2,2'-dimethyl-1,1'-ethynediyl-bis-cyclohexanol

2-methyl-1,1'-ethynediyl-bis-cyclohexanol

trans-1,2-bis-(2-methyl-cyclohex-1-enyl)-ethene

bis-(2-methyl-cyclohex-1-enyl)-acetylene