1,4-Pentadien-3-one

Base Information

• Chemical Name: 1,4-Pentadien-3-one
• CAS No.: 1890-28-4
• Molecular Formula: C5H6O
• Molecular Weight: 82.102
• Hs Code.: 2914190090
• UNII: F5WPQ70H2L
• DSSTox Substance ID: DTXSID60337521
• Nikkaji Number: J150.179H
• Wikidata: Q27277680
• Mol file: 1890-28-4.mol

Synonyms:1,4-Pentadien-3-one;3-Pentadienone;1890-28-4;DIVINYL KETONE;vinyl ketone;penta-1,4-dien-3-one;F5WPQ70H2L;UNII-F5WPQ70H2L;J150.179H;vinylallenol;Pent-1,4-diene-3-one;DTXSID60337521;MFCD09754433;AKOS017342870;FT-0774637;Q27277680

Chemical Property of 1,4-Pentadien-3-one

Chemical Property:

• Vapor Pressure: 39.6mmHg at 25°C
• Boiling Point: 98.7°C at 760 mmHg
• Flash Point: 9.8°C
• PSA: 17.07000
• Density: 0.834g/cm³
• LogP: 0.92750
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 82.041864811
• Heavy Atom Count: 6
• Complexity: 71.9

Purity/Quality:

99% ^*data from raw suppliers

1,4-PENTADIEN-3-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)C=C

Technology Process of 1,4-Pentadien-3-one

There total 16 articles about 1,4-Pentadien-3-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: 100.0%

1,5-dichloropentan-3-one (3592-25-4) → divinylketone (1890-28-4)

Guidance literature:

With quinoline; at 150 ℃;

DOI:10.1021/ja00412a024

Reference yield: 93.0%

α,α'-dibromopentan-3-one (140200-76-6) → divinylketone (1890-28-4)

Guidance literature:

With triethylamine; In dichloromethane; for 19h;

DOI:10.1002/chem.200600851

Reference yield: 85.0%

1,4-Pentadiene (591-93-5) → divinylketone (1890-28-4)

Guidance literature:

With tert.-butylhydroperoxide; Cu[PHMAPM]; dihydrogen peroxide; In acetonitrile; at 70 ℃; for 6h; Reagent/catalyst; Time; Solvent;

upstream raw materials:

1,5-dichloropentan-3-one

1,5-dimethoxy-pentan-3-one

N,N-diethylaniline

1,3,3,5-tetrachloropentane

Downstream raw materials:

cis-1-Aethyl-2-vinyl-cyclohexan-1,2-diol

1,7-Bis-(4-chloro-phenyl)-heptane-1,4,7-trione

1,7-Diphenyl-heptane-1,4,7-trione

nonane-2,5,8-trione

Refernces

CONVENIENT SYNTHESIS OF VINYL KETONES VIA A NEW THREE CARBON HOMOLOGATING AGENT

10.1246/cl.1984.1427

The research focuses on the development of a convenient method for synthesizing vinyl ketones using a new three-carbon homologating agent, 4-phenylthio-N,N-dimethylaminobutyronitrile. The purpose of this study was to explore the synthetic potential of this reagent as an acyl anion equivalent in organic chemistry. The researchers demonstrated the effectiveness of this agent by generating lithio compounds through reactions with lithium diisopropylamide (LDA) in tetrahydrofuran (THF) at low temperatures. These lithio compounds were then subjected to alkylation with halides and addition reactions with carbonyl compounds, yielding γ-keto sulfides. The γ-keto sulfides were subsequently oxidized using sodium metaperiodate or m-chloroperbenzoic acid (MCPBA) to form γ-keto sulfoxides, which were then pyrolyzed to produce vinyl ketones in high yields.