3-Octenoic acid

Base Information

• Chemical Name: 3-Octenoic acid
• CAS No.: 1577-19-1
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• Hs Code.: 2916190090
• European Community (EC) Number: 225-941-6,216-418-3
• UNII: 3F5ID1X5WH
• DSSTox Substance ID: DTXSID801315228
• Nikkaji Number: J98.022F,J98.023D
• Wikidata: Q27257146
• Metabolomics Workbench ID: 455
• Mol file: 1577-19-1.mol

Synonyms:3-octenoic acid

Chemical Property of 3-Octenoic acid

Chemical Property:

• Melting Point: 1.7°C (estimate)
• Refractive Index: 1.4420-1.4470
• Boiling Point: 244°Cat760mmHg
• Flash Point: 141.3°C
• PSA: 37.30000
• Density: 0.955g/cm³
• LogP: 2.20750
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

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

3-Octenoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=CCC(=O)O
• Isomeric SMILES: CCCC/C=C/CC(=O)O
• Uses: 3-Octenoic acid is a fatty acid used as a synthetic building block, and is naturally found bioactive component in some plant extracts, such as Bryonopsis laciniosa fruit extract.

Technology Process of 3-Octenoic acid

There total 17 articles about 3-Octenoic acid 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%

malonic acid (141-82-2) + hexanal (66-25-1) → (E)-oct-2-enoic acid (1871-67-6) + 2-hexen-1-yl acetate (1577-19-1)

Guidance literature:

With pyrrolidine; pyridine; at 0 - 20 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1002/adsc.200700595

Reference yield: 79.0%

hexylidene-malonic acid (4360-85-4) → (E)-oct-2-enoic acid (1871-67-6) + 2-hexen-1-yl acetate (1577-19-1)

Guidance literature:

With pyridine; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.200700595

Reference yield:

1-hepten-3-ol (4938-52-7) + carbon monoxide (201230-82-2) → cis-3-octenoic acid (1577-19-1,5163-67-7,5169-51-7) + (E)-oct-3-enoic acid (5163-67-7)

Guidance literature:

With dmap; palladium diacetate; acetic anhydride; triethylamine; triphenylphosphine; at 60 ℃; for 24h; under 7500.75 Torr; Overall yield = 26 percent; Overall yield = 2.4 g; Autoclave; Inert atmosphere;

upstream raw materials:

oct-3-ynoic acid

hexenylmagnesium bromide

oct-3-yn-1-ol

cis-3-octen-1-ol

Downstream raw materials:

5-butylfuran-2(5H)-one

gamma-octalactone