3-Ethynylcyclohex-2-en-1-one

Base Information

• Chemical Name: 3-Ethynylcyclohex-2-en-1-one
• CAS No.: 124267-26-1
• Molecular Formula: C8H8O
• Molecular Weight: 120.151
• DSSTox Substance ID: DTXSID60561783
• Nikkaji Number: J275.644G
• Wikidata: Q82445646
• Mol file: 124267-26-1.mol

Synonyms:3-Ethynylcyclohex-2-en-1-one;124267-26-1;3-ethynyl-2-cyclohexen-1-one;2-Cyclohexen-1-one, 3-ethynyl-;3-ethynyl-2-cyclohexenone;3-Ethynyl-cyclohex-2-enone;SCHEMBL274271;3-ethynyl-cyclohex-2-en-1-one;DTXSID60561783;HPMWHVMJEUBHPB-UHFFFAOYSA-N;MFCD24688187;SY250093;CS-0057923

Chemical Property of 3-Ethynylcyclohex-2-en-1-one

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 120.057514874
• Heavy Atom Count: 9
• Complexity: 202

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C#CC1=CC(=O)CCC1

Technology Process of 3-Ethynylcyclohex-2-en-1-one

There total 9 articles about 3-Ethynylcyclohex-2-en-1-one 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%

3-Ethoxycyclohex-2-en-1-one (5323-87-5) + acetylenemagnesium bromide (4301-14-8) → 3-ethynyl-2-cyclohexen-1-one (124267-26-1)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 19h;

DOI:10.2533/chimia.2012.201

Reference yield: 93.0%

3-[(trimethylsilyl)ethynyl]-2-cyclohexen-1-one (124267-25-0) → 3-ethynyl-2-cyclohexen-1-one (124267-26-1)

Guidance literature:

With potassium fluoride; N-benzyl-N,N,N-triethylammonium chloride; In tetrahydrofuran; for 3h;

DOI:10.1021/jo00290a030

Reference yield: 72.0%

1-ethynyl-cyclohex-2-en-1-ol (38693-58-2) → 3-ethynyl-2-cyclohexen-1-one (124267-26-1)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(II) choride dihydrate; In acetonitrile; at 20 ℃; for 8h; chemoselective reaction; Molecular sieve;

DOI:10.1016/j.tet.2009.11.104

upstream raw materials:

3-isobutoxycyclohex-2-en-1-one

lithium acetylide-ethylenediamine complex

3-[(trimethylsilyl)ethynyl]-2-cyclohexen-1-one

3-Ethoxycyclohex-2-en-1-one

Downstream raw materials:

3-(3,3-Dimethyl-but-1-enylidene)-2-methyl-cyclohexanone

3-((Z)-1,3,3-Trimethyl-but-1-enyl)-cyclohex-2-enone

(E)-3-(prop-1-en-1-yl)cyclohex-2-en-1-one

3-propenyl-2-cyclohexenone