3-(Cyclohex-1-en-1-yl)prop-2-yn-1-ol

Base Information

• Chemical Name: 3-(Cyclohex-1-en-1-yl)prop-2-yn-1-ol
• CAS No.: 71313-45-6
• Molecular Formula: C9H12 O
• Molecular Weight: 136.194
• DSSTox Substance ID: DTXSID30509435
• Nikkaji Number: J2.156.855D
• Wikidata: Q82367007
• Mol file: 71313-45-6.mol

Synonyms:3-(Cyclohex-1-en-1-yl)prop-2-yn-1-ol;71313-45-6;SCHEMBL551632;3-Cyclohexenyl-2-propyn-1-ol;3-Cyclohexenylprop-2-yn-1-ol;DTXSID30509435;YARQJWKWITWROU-UHFFFAOYSA-N

Chemical Property of 3-(Cyclohex-1-en-1-yl)prop-2-yn-1-ol

Chemical Property:

• PSA: 20.23000
• LogP: 1.48250
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 136.088815002
• Heavy Atom Count: 10
• Complexity: 189

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=CC1)C#CCO

Technology Process of 3-(Cyclohex-1-en-1-yl)prop-2-yn-1-ol

There total 8 articles about 3-(Cyclohex-1-en-1-yl)prop-2-yn-1-ol 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: 93.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-ethenylcyclohexene (931-49-7) → 3-(cyclohex-1-enyl)prop-2-yn-1-ol (71313-45-6)

Guidance literature:

1-ethenylcyclohexene; With n-butyllithium; In tetrahydrofuran; at -78 - 0 ℃; for 1h;

formaldehyd; at -78 - 20 ℃; Further stages.;

DOI:10.1016/j.tetlet.2007.08.133

Reference yield: 75.0%

1-(1-ethynyl)-2-(2-phenyl-1-ethynyl)-1-cyclohexene (303142-40-7) → 3-(cyclohex-1-enyl)prop-2-yn-1-ol (71313-45-6)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 30h; Heating;

DOI:10.1021/ja0643826

Reference yield: 64.0%

cyclohex-1-en-1-yl trifluoromethane sulfonate (28075-50-5) + propargyl alcohol (107-19-7) → 3-(cyclohex-1-enyl)prop-2-yn-1-ol (71313-45-6)

Guidance literature:

With copper(l) iodide; diethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; for 16h; Heating;

DOI:10.1021/ol047602y

upstream raw materials:

formaldehyd

1-ethenylcyclohexene

cyclohex-1-en-1-yl trifluoromethane sulfonate

propargyl alcohol

Downstream raw materials:

1-bromo-3-(cyclohex-1-enyl)-2-propyne

(cyclohexene-1) yl-3 pentadiene-3,4 oate d'ethyle

[3-(3-cyclohex-1-enyl-prop-2-ynyloxy)-prop-1-ynyl]-benzene

diisopropyl 1-(3-(1-cyclohexenyl)-2-propyn-1-yl)hydrazine-1,2-dicarboxylate