3-Octen-2-one

Base Information

• Chemical Name: 3-Octen-2-one
• CAS No.: 1669-44-9
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• Hs Code.: 29337900
• European Community (EC) Number: 216-793-3
• UNII: M26AH283XV
• Nikkaji Number: J126.518K,J99.957A
• Wikidata: Q27161905
• Metabolomics Workbench ID: 5415
• ChEMBL ID: CHEMBL4062155
• Mol file: 1669-44-9.mol

Synonyms:1-Hexenylmethyl ketone;3-Octen-2-one,98%;Trans-3-octen-2-one;oct-3-en-2-one;

Chemical Property of 3-Octen-2-one

Chemical Property:

• Appearance/Colour: Clear colorless to light yellow liquid
• Vapor Pressure: 0.897mmHg at 25°C
• Melting Point: -66.9°C (estimate)
• Refractive Index: n20/D 1.448(lit.)
• Boiling Point: 180.4 °C at 760 mmHg
• Flash Point: 67.1 °C
• PSA: 17.07000
• Density: 0.833 g/cm³
• LogP: 2.32180
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Octen-2-one >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-37-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatic Ketones, Other
• Canonical SMILES: CCCCC=CC(=O)C
• Isomeric SMILES: CCCC/C=C/C(=O)C
• Description: May be synthesized by bubbling air in a solution of an organoborane derivative of 1-butene and l-butyn-2-one in tetrahydrofuran.

Technology Process of 3-Octen-2-one

There total 19 articles about 3-Octen-2-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: 97.0%

C15H22N2O2S → 3-octen-2-one (1669-44-9)

Guidance literature:

With (Bu₄N)₂S₂O₈; In 1,2-dichloro-ethane; for 0.5h; Heating;

DOI:10.1080/00397919508015467

Reference yield: 74.0%

oct-3-en-2-ol (76649-14-4) → 3-octen-2-one (1669-44-9)

Guidance literature:

With 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); 2,6-dimethoxy-p-quinone; tetrabutylammonium tetrafluoroborate; acetic acid; In N,N-dimethyl-formamide; at 80 ℃; for 5h; Inert atmosphere; Electrochemical reaction;

DOI:10.1002/adsc.201600783

Reference yield: 63.0%

pentanal (110-62-3) + acetone (67-64-1) → 3-octen-2-one (1669-44-9)

Guidance literature:

With (S)-2-(pyrrolidin1-yl)methylpyrrolidine; 2,4-dinitrobenzenesulfonic acid;

DOI:10.1055/s-2001-16055

upstream raw materials:

1-hexene

acetic acid

trifluoroacetic anhydride

oct-4t-en-2-one

Downstream raw materials:

hexyl-methyl-ketone

Z-3,4-epoxy-2-octanone

5-butyl-4-methyl-4-phenyl-2-cyclohexen-1-one

5-butyl-4-methyl-4-(4-methylphenyl)-2-cyclohexen-1-one

Refernces

• 1、 Chen,Yang,Zhang,Guan,Wan. "Tetrabutylammonium peroxydisulfate in organic synthesis; II. A mild method for cleaving tosylhydrazones with tetrabutylammonium peroxydisulfate". . p. 3163 - 3172. Retrieved 1995.
• 2、 Zhang, Mengqi,Zhai, Yongyan,Ru, Shi,Zang, Dejin,Han, Sheng,Yu, Han,Wei, Yongge. "Highly practical and efficient preparation of aldehydes and ketones from aerobic oxidation of alcohols with an inorganic-ligand supported iodine catalyst". supporting information. p. 10164 - 10167. Retrieved 2018/09/13.
• 3、 Pils, Sabine,Schnabl, Kordula,Wallner, Silvia,Daniel, Bastian,Macheroux, Peter,Kljajic, Marko,Kupresanin, Nina,Breinbauer, Rolf,Fuchs, Michael,Rocha, Raquel,Schrittwieser, Joerg H.,Kroutil, Wolfgang. "Characterization of the monolignol oxidoreductase AtBBE-like protein 15 L182V for biocatalytic applications". . p. S6 - S14. Retrieved 2018/04/05.