1-Ethynyl-1-methylcyclohexane

Base Information

• Chemical Name: 1-Ethynyl-1-methylcyclohexane
• CAS No.: 28509-10-6
• Molecular Formula: C9H14
• Molecular Weight: 122.20700
• Hs Code.: 2902199090
• DSSTox Substance ID: DTXSID10595770
• Nikkaji Number: J2.141.497B
• Wikidata: Q82490853
• Mol file: 28509-10-6.mol

Synonyms:1-Ethynyl-1-methylcyclohexane;28509-10-6;Cyclohexane, 1-ethynyl-1-methyl-;1-Ethynyl-1-methyl-cyclohexane;DTXSID10595770;PUGBFDBWJLOUMK-UHFFFAOYSA-N;MFCD20040375;AKOS016006297;DB-067938;CS-0237791;D82488;EN300-1870183

Chemical Property of 1-Ethynyl-1-methylcyclohexane

Chemical Property:

• PSA: 0.00000
• LogP: 2.59000
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 122.109550447
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

1-Ethynyl-1-methylcyclohexane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCCC1)C#C

Technology Process of 1-Ethynyl-1-methylcyclohexane

There total 7 articles about 1-Ethynyl-1-methylcyclohexane 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:

phosphoric acid diethyl ester 1-(1-methyl-cyclohexyl)-vinyl ester → 1-ethynyl-1-methylcyclohexane (28509-10-6)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1002/chem.200400723

Reference yield:

C9H14Br2 → 1-ethynyl-1-methylcyclohexane (28509-10-6)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; at 115 ℃; for 12h;

DOI:10.1039/c9ob01395d

Reference yield:

1-methyl-1-cyclohexanecarboxylic acid (1123-25-7) → 1-ethynyl-1-methylcyclohexane (28509-10-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / Reflux

1.2: 0 °C

2.1: pyridinium chlorochromate; silica gel / dichloromethane / 20 °C

3.1: triphenylphosphine / dichloromethane / 0 - 20 °C

4.1: caesium carbonate / dimethyl sulfoxide / 12 h / 115 °C

With lithium aluminium tetrahydride; silica gel; caesium carbonate; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1039/c9ob01395d

upstream raw materials:

methyl 1-methylcyclohexyl ketone

1-methyl-1-cyclohexanecarboxylic acid

(1-methylcyclohexyl)methanol

1-methylcyclohexanecarbaldehyde

Downstream raw materials:

1,1'-((quinoline-2,4-diyl)bis(ethynyl))di(cyclohexanol)

Refernces

• 1、 Stulgies, Balder,Prinz, Peter,Magull, Joerg,Rauch, Karsten,Meindl, Kathrin,Ruehl, Stephan,De Meijere, Armin. "Six- and eightfold palladium-catalyzed gross-coupling reactions of hexa- and octabromoarenes". . p. 308 - 320. Retrieved 2007/10/03.