2-Octen-4-one

Base Information

• Chemical Name: 2-Octen-4-one
• CAS No.: 4643-27-0
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• Hs Code.: 2914190090
• European Community (EC) Number: 225-071-7
• UNII: C9NB51LMXT
• Nikkaji Number: J297.862H,J997.148C
• Wikidata: Q27275362
• Mol file: 4643-27-0.mol

Synonyms:2-Octen-4-one;4643-27-0;(E)-oct-2-en-4-one;Propenyl butyl ketone;Butyl propenyl ketone;FEMA No. 3603;trans-2-Octen-4-one;(E)-2-Octen-4-one;2-Octen-4-one (natural);2-Octen-4-one, (E)-;2-Octen-4-one, (2E)-;EINECS 225-071-7;UNII-C9NB51LMXT;C9NB51LMXT;22286-99-3;2-octen-4-ona;(2E)-2-Octen-4-one;DTXSID3047134;2-Octen-one;(E)-2-Octene-4-one;(2E)-oct-2-en-4-one;2-Octen-4-one, AldrichCPR;(2E)-2-Octen-4-one #;BUTYL 1-PROPENYL KETONE;DTXCID1027134;2-OCTEN-4-ONE [FHFI];CHEBI:172018;FMDLEUPBHMCPQV-GQCTYLIASA-N;Tox21_302717;MFCD00061023;AKOS025396811;NCGC00256657-01;BS-22947;CAS-4643-27-0;LS-179683;O0360;T72492;Q27275362

Chemical Property of 2-Octen-4-one

Chemical Property:

• Appearance/Colour: Colourless to pale yellow liquid
• Vapor Pressure: 0.897mmHg at 25°C
• Refractive Index: 1.431
• Boiling Point: 180.4 °C at 760 mmHg
• Flash Point: 67.1 °C
• PSA: 17.07000
• Density: 0.833 g/cm³
• LogP: 2.32180
• Storage Temp.: Refrigerator
• Water Solubility.: Insoluble in water.
• XLogP3: 2.1
• 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:

99% ^*data from raw suppliers

2-Octen-4-one >96.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(=O)C=CC
• Isomeric SMILES: CCCCC(=O)/C=C/C
• Uses: Reactant in the rhodium-catalyzed asymmetric ring opening of oxabicyclic alkenes with organoboronic acids.

Technology Process of 2-Octen-4-one

There total 11 articles about 2-Octen-4-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: 89.0%

oct-1-en-4-one (65807-62-7) → oct-2-en-4-one (4643-27-0)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In isopropyl alcohol; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/jccs.200400058

Reference yield: 81.0%

2-butenoic acid (3724-65-0) → oct-2-en-4-one (4643-27-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;

DOI:10.1039/d0ob01806f

Reference yield: 76.0%

methanol (67-56-1) + oct-1-en-4-one (65807-62-7) → 2-methoxy-octan-4-one + oct-2-en-4-one (4643-27-0)

Guidance literature:

With boron trifluoride diethyl etherate; at 20 ℃; for 2h;

DOI:10.1055/s-2003-42472

upstream raw materials:

2-octene

methanol

oct-1-en-4-one

n-valeryl chloride

Downstream raw materials:

1-(3-Methyl-oxiranyl)-pentan-1-one

C₁₇H₂₆O₃

(S)-5-ethyl-5-((S)-4-oxooctan-2-yl)-2-phenyloxazol-4(5H)-one

Refernces

• 1、 -. "Environment-friendly method for synthesizing propenyl ketone compound". Paragraph 0019; 0025. . Retrieved 2019/01/04.
• 2、 Zhang, Guozhu,Peng, Yu,Cui, Li,Zhang, Liming. "Gold-catalyzed homogeneous oxidative cross-coupling reactions". experimental part. p. 3112 - 3115. Retrieved 2009/09/30.