4-Hexen-3-one

Base Information

• Chemical Name: 4-Hexen-3-one
• CAS No.: 50396-87-7
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.1448
• European Community (EC) Number: 219-681-2,878-668-5
• UNII: 287565SV8S
• DSSTox Substance ID: DTXSID90885909
• Nikkaji Number: J276.608F,J24.197K
• Wikidata: Q27161988
• Metabolomics Workbench ID: 46887
• Mol file: 50396-87-7.mol

Synonyms:4-HEXEN-3-ONE;(E)-hex-4-en-3-one;2497-21-4;2-Hexen-4-one;50396-87-7;2-Hexene-4-one;(E)-4-hexen-3-one;4-Hexen-3-one, (4E)-;4-Hexene-3-one;trans-4-hexen-3-one;(E)-2-hexene-4-one;FEMA No. 3352;trans-4-hexene-3-one;(4E)-4-Hexen-3-one;4-Hexen-3-one, predominantly trans;(4E)-hex-4-en-3-one;(E)-2-hexen-4-one;EINECS 219-681-2;NSC 245483;4-Hexen-3-one, (E)-;UNII-287565SV8S;(E)-CH3CH=CHC(=O)C2H5;287565SV8S;4-hexen-3-ona;hex-4-en-3-one;DTXSID4047670;trans-hex-4-en-3-one;HEXENE-3-ONE, 4-;(4E)-4-Hexen-3-one #;DTXCID2027670;4-Hexen-3-one, >=92%;CHEBI:89801;FEMA 3352;4-HEXEN-3-ONE [FHFI];DTXSID90885909;CHEBI:183229;4-Hexen-3-one predominantly trans;Tox21_303442;MFCD00010631;AKOS015903510;CS-W013723;NCGC00257470-01;LS-75611;CAS-2497-21-4;H1735;4-Hexen-3-one, predominantly trans, >=90%;EN300-7580372;J-015757;Q27161988

Chemical Property of 4-Hexen-3-one

Chemical Property:

• Refractive Index: 1.44
• Boiling Point: 137 °C
• PSA: 17.07000
• LogP: 1.54160
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 98.073164938
• Heavy Atom Count: 7
• Complexity: 82.2

Purity/Quality:

97% ^*data from raw suppliers

(E)-4-Hexen-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(=O)C=CC
• Isomeric SMILES: CCC(=O)/C=C/C

Technology Process of 4-Hexen-3-one

There total 42 articles about 4-Hexen-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: 96.0%

trans-chrotonyl chloride (625-35-4,3488-22-0,10487-71-5) + triethylaluminum (97-93-8) → E-4-hexen-3-one (50396-96-8,130981-55-4,2497-21-4,50396-87-7)

Guidance literature:

With aluminium trichloride; In dichloromethane;

DOI:10.1055/s-1995-4115

Reference yield: 90.0%

(E)-hexa-1,4-dien-3-ol (91001-07-9) → E-4-hexen-3-one (50396-96-8,130981-55-4,2497-21-4,50396-87-7)

Guidance literature:

Rh(κ(2)-1,1,1,3,3,3-hexafluoroacetylacetonate)(C2H4)2; In benzene; at 80 ℃; for 60h;

DOI:10.1039/DT9840000219

Reference yield: 87.0%

ethylaluminum dichloride (563-43-9) + (E)-But-2-enoic acid quinolin-8-yl ester → E-4-hexen-3-one (50396-96-8,130981-55-4,2497-21-4,50396-87-7)

Guidance literature:

In dichloromethane; added at -70 deg C, then 7-13 h at at room temperature. AlCl₃ can be added as well.;

upstream raw materials:

Vinylethylacetylen

2-hexen-4-yne

N-Phenylpropionimidoyl chloride

1-propenylmagnesium bromide

Downstream raw materials:

Trifluoro-methanesulfonate((Z)-1-methyl-3-trimethylsilanyloxy-pent-2-enyl)-triphenyl-arsonium;

Trifluoro-methanesulfonate((E)-1-methyl-3-trimethylsilanyloxy-pent-2-enyl)-triphenyl-arsonium;

5-Phenyltellanyl-hexan-3-one

4,5-epoxyhexan-3-one