1-Cyclohexyl-2-propen-1-one

Base Information

• Chemical Name: 1-Cyclohexyl-2-propen-1-one
• CAS No.: 2177-34-6
• Molecular Formula: C9H14 O
• Molecular Weight: 138.21
• Hs Code.: 2914299000
• European Community (EC) Number: 218-539-7
• DSSTox Substance ID: DTXSID40176172
• Nikkaji Number: J299.143H
• Mol file: 2177-34-6.mol

Synonyms:1-cyclohexylprop-2-en-1-one;2177-34-6;1-Cyclohexyl-2-propen-1-one;2-Propen-1-one,1-cyclohexyl-;2-Propen-1-one, 1-cyclohexyl-;Vinylcyclohexylketon;EINECS 218-539-7;cyclohexylvinyl ketone;cyclohexyl vinyl ketone;starbld0011212;SCHEMBL761937;DTXSID40176172;1-Cyclohexyl-2-propen-1-one #;CAA17734;AKOS014915009;CS-0291382;EN300-1230734;F8887-0121

Chemical Property of 1-Cyclohexyl-2-propen-1-one

Chemical Property:

• Vapor Pressure: 0.166mmHg at 25°C
• Boiling Point: 213.2°Cat760mmHg
• Flash Point: 78.9°C
• PSA: 17.07000
• Density: 0.925g/cm³
• LogP: 2.32180
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

CyclohexylVinylKetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)C1CCCCC1
• Uses: Cyclohexyl Vinyl Ketone is a reagent used in the synthesis of α,β-unsaturated carbonyl compounds which are aminotrifluoromethylathiolated.

Technology Process of 1-Cyclohexyl-2-propen-1-one

There total 23 articles about 1-Cyclohexyl-2-propen-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: 98.0%

1-cyclohexylprop-2-en-1-ol (4352-44-7) → 1-cyclohexylprop-2-en-1-one (2177-34-6)

Guidance literature:

With oxalyl dichloride; TEA; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; at -60 ℃; for 0.5h;

DOI:10.1080/00397919108055448

Reference yield: 93.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Cyclohexyl methyl ketone (823-76-7) → 1-cyclohexylprop-2-en-1-one (2177-34-6)

Guidance literature:

With trifluoroacetic acid; diisopropylamine 2,2,2-trifluoroacetic acid salt; In tetrahydrofuran; Reflux; Portion-wise addition of paraformaldehyde;

DOI:10.1039/b924577d

Reference yield: 84.0%

vinyl magnesium bromide (1826-67-1) + cyclohexanecarbaldehyde (2043-61-0) → 1-cyclohexylprop-2-en-1-one (2177-34-6)

Guidance literature:

vinyl magnesium bromide; cyclohexanecarbaldehyde; In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere;

With Dess-Martin periodane; In dichloromethane; at 0 - 25 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02278

upstream raw materials:

1-cyclohexyl-1-hydroxypropan-2-one

α-(Methylsulfinyl)-propionylcyclohexan

1-cyclohexylprop-2-en-1-ol

1,3,5-Trioxan

Downstream raw materials:

2-(3-cyclohexyl-3-oxopropyl)-1H-isoindole-1,3(2H)-dione

1-Cyclohexyl-3-hydroxy-2-methylene-pentan-1-one

1-cyclohexylhex-5-en-1-one