1-Ethynylcyclohexyl acetate

Base Information

• Chemical Name: 1-Ethynylcyclohexyl acetate
• CAS No.: 5240-32-4
• Molecular Formula: C10H14 O2
• Molecular Weight: 166.22
• Hs Code.: 2915390090
• European Community (EC) Number: 226-040-0
• NSC Number: 22257
• UNII: N95BG68JVK
• DSSTox Substance ID: DTXSID40863510
• Nikkaji Number: J55.432D
• Wikidata: Q82854454
• Mol file: 5240-32-4.mol

Synonyms:1-acetoxy-1-ethynylcyclohexane;1-ethynylcyclohexyl acetate

Chemical Property of 1-Ethynylcyclohexyl acetate

Chemical Property:

• Vapor Pressure: 0.303mmHg at 25°C
• Refractive Index: 1.472
• Boiling Point: 201.7 °C at 760 mmHg
• Flash Point: 72.4 °C
• PSA: 26.30000
• Density: 1.01 g/cm³
• LogP: 1.88560
• Water Solubility.: 738.7mg/L at 24℃
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 166.099379685
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1(CCCCC1)C#C

Technology Process of 1-Ethynylcyclohexyl acetate

There total 14 articles about 1-Ethynylcyclohexyl acetate 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: 100.0%

acetic anhydride (108-24-7) + 1-Ethynylcyclohexan-1-ol (78-27-3) → 1-acetoxy-1-ethynyl cyclohexane (5240-32-4)

Guidance literature:

indium(III) chloride; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(03)01641-1

Reference yield: 99.0%

Isopropenyl acetate (108-22-5) + 1-Ethynylcyclohexan-1-ol (78-27-3) → 1-acetoxy-1-ethynyl cyclohexane (5240-32-4)

Guidance literature:

With Cp*2Sm(THF)2; cyclohexanone oxime acetate; In toluene; at 25 ℃; for 15h;

DOI:10.1021/jo971204+

Reference yield: 90.0%

1-Ethynylcyclohexan-1-ol (78-27-3) + acetic acid (64-19-7,77671-22-8) → 1-acetoxy-1-ethynyl cyclohexane (5240-32-4)

Guidance literature:

With perchloric acid; at 20 ℃; for 6h;

DOI:10.1039/b304178f

upstream raw materials:

acetic anhydride

1-Ethynylcyclohexan-1-ol

acetyl chloride

Bromo-acetic acid 1-ethynyl-cyclohexyl ester

Downstream raw materials:

acetic acid-(1-octa-1,3-diynyl-cyclohexyl ester)

1-vinylcyclohexyl acetate

1-(2,2-dibromoacetyl)cyclohexyl acetate

1,1-pentamethylene-1,2-pentadiene

Refernces

• 1、 McLaughlin, Mark G.,Roberts, Dean D.. "Regioselective Synthesis of Multifunctional Allylic Amines; Access to Ambiphilic Aziridine Scaffolds". supporting information. p. 4463 - 4467. Retrieved 2021/06/28.
• 2、 Liu, Jie,Fujita, Hikaru,Kitamura, Masanori,Shimada, Daichi,Kunishima, Munetaka. "Development of a triazinedione-based dehydrative condensing reagent containing 4-(dimethylamino)pyridine as an acyl transfer catalyst". supporting information. p. 4712 - 4719. Retrieved 2021/06/11.