3-Cyclohexyl-1-propyne

Base Information

• Chemical Name: 3-Cyclohexyl-1-propyne
• CAS No.: 17715-00-3
• Molecular Formula: C9H14
• Molecular Weight: 122.21
• Hs Code.: 2902199090
• European Community (EC) Number: 626-106-2
• DSSTox Substance ID: DTXSID90170261
• Nikkaji Number: J51.148J
• Wikidata: Q72460135
• Mol file: 17715-00-3.mol

Synonyms:3-Cyclohexyl-1-propyne;17715-00-3;prop-2-yn-1-ylcyclohexane;prop-2-ynylcyclohexane;3-Cyclohexylpropyne;2-Propynylcyclohexane;1-Prop-2-ynylcyclohexane;Propyne, 3-cyclohexyl-;Cyclohexane, 2-propynyl-;(prop-2-yn-1-yl)cyclohexane;BRN 1849402;prop-2-ynyl-cyclohexane;AI3-17859;Cyclohexane, 2-propynyl- (9CI);4-05-00-00419 (Beilstein Handbook Reference);3-Cyclohexyl-1-propyne, 97%;(2-propynyl)cyclohexane;Cyclohexane, (2-propynyl)-;DTXSID90170261;MFCD00041562;AKOS015840887;FS-4725;LS-125778;FT-0613389;FT-0615568;EN300-1852884;J-505101;F2147-2838

Chemical Property of 3-Cyclohexyl-1-propyne

Chemical Property:

• Vapor Pressure: 1.92mmHg at 25°C
• Refractive Index: n20/D 1.4590(lit.)
• Boiling Point: 158.2 °C at 760 mmHg
• Flash Point: 37.5 °C
• PSA: 0.00000
• Density: 0.846 g/cm³
• LogP: 2.59000
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 122.109550447
• Heavy Atom Count: 9
• Complexity: 109

Purity/Quality:

97% ^*data from raw suppliers

3-Cyclohexyl-1-propyne 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-22-41
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CCC1CCCCC1
• Uses: 3-Cyclohexyl-1-propyne, is used as a pharmaceutical intermediate. It can be used to produce (5-bromo-4,4,5,5-tetrafluoro-pent-2-enyl)-cyclohexane at the temperature of 40°C. It will need reagents (NH4)2S2O8, HCO2Na·2H2O and solvent dimethylformamide with the reaction time of 3 hours. It is also used as organic synthesis intermediates.

Technology Process of 3-Cyclohexyl-1-propyne

There total 10 articles about 3-Cyclohexyl-1-propyne 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: 90.0%

cyclohexylallene (5664-17-5) → prop-2-ynylcyclohexane (17715-00-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; 1.) -60 deg C, 15 min, 2.) reflux, 5 h;

DOI:10.1080/00397919708005448

Reference yield: 77.0%

propargyl bromide (106-96-7) + cyclohexylmagnesium bromide (931-50-0) → prop-2-ynylcyclohexane (17715-00-3) + cyclohexylallene (5664-17-5)

Guidance literature:

With bis(acetylacetonate)nickel(II); triphenylphosphine; In tetrahydrofuran; at 20 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1055/s-0031-1290365

Reference yield:

Methoxyallene (13169-00-1) + cyclohexylmagnesium bromide (931-50-0) → prop-2-ynylcyclohexane (17715-00-3)

Guidance literature:

With copper(l) iodide; sodium cyanide; water; ammonium chloride; Yield given. Multistep reaction; 1.) Et₂O, 20-30 deg C, 30 min, 2.) Et₂O, 40 min;

upstream raw materials:

Methoxyallene

cyclohexylmagnesiumchloride

cyclohexyl chloride

2-bromoallyl bromide

Downstream raw materials:

trans-1,3-Dibrom-1,3-bis-cyclohexylmethyl-cyclobutan

1-Hydroperoxy-1-propargyl-cyclohexan

1-Hydroperoxy-1-cyclohexyl-propin-⁽²⁾

(3-cyclohexylprop-1-ynyl)trimethylsilane