4-Heptenoic acid

Base Information

• Chemical Name: 4-Heptenoic acid
• CAS No.: 51193-78-3
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.171
• European Community (EC) Number: 257-044-0
• UNII: 72KLY44M4A
• DSSTox Substance ID: DTXSID601314636
• Nikkaji Number: J98.013G,J98.014E
• Wikidata: Q27266080
• Metabolomics Workbench ID: 449
• Mol file: 51193-78-3.mol

Synonyms:(E)-Hept-4-enoic acid;4-heptenoic acid;51193-78-3;(E)-4-Heptenoic acid;4-Heptenoic acid, (4E)-;UNII-72KLY44M4A;gamma-heptenoic acid;72KLY44M4A;(4E)-4-heptenoic acid;EINECS 257-044-0;C7:1n-3;35194-37-7;hept-4-enoic acid;SCHEMBL113370;SCHEMBL841086;TRANS-4-HEPTENOIC ACID;CHEBI:173497;4-HEPTENOIC ACID, (E)-;DTXSID601314636;LMFA01030014;AKOS006375820;EN300-1827538;Q27266080

Chemical Property of 4-Heptenoic acid

Chemical Property:

• Boiling Point: 221.9 °C at 760 mmHg
• Flash Point: 119.3 °C
• PSA: 37.30000
• Density: 0.968 g/cm³
• LogP: 1.81740
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 128.083729621
• Heavy Atom Count: 9
• Complexity: 106

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Heptenoic acid

There total 17 articles about 4-Heptenoic 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: 87.0%

5-vinyl-dihydrofuran-2(3H)-one (21963-38-2) + methylmagnesium bromide (75-16-1) → (E)-hept-4-enoic acid (35194-37-7,41653-95-6,51193-78-3)

Guidance literature:

copper(l) iodide; In tetrahydrofuran; at -30 ℃; for 1h;

DOI:10.1246/bcsj.61.3255

Reference yield: 82.0%

(E)-hept-4-en-1-ol (24469-79-2) → (E)-hept-4-enoic acid (35194-37-7,41653-95-6,51193-78-3)

Guidance literature:

at 25 ℃; for 4h; electrolysis: nickel net anode, cylindrical stainless steel cathode; electrolyte: 1M NaOH/H₂O;

DOI:10.1016/0040-4020(82)80110-5

Reference yield:

5-vinyl-dihydrofuran-2(3H)-one (21963-38-2) + methylmagnesium bromide (75-16-1) → (E)-hept-4-enoic acid (35194-37-7,41653-95-6,51193-78-3) + (Z)-4-heptenoic acid (41653-95-6)

Guidance literature:

copper(l) iodide; In tetrahydrofuran; at -30 ℃; for 1h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)87676-5

upstream raw materials:

(E)-1-bromo-3-hexene

carbon dioxide

acide heptyne-4 oique

5-vinyl-dihydrofuran-2(3H)-one

Downstream raw materials:

(S)-4-Benzyl-3-((E)-(S)-2-methyl-hept-4-enoyl)-oxazolidin-2-one

(S)-4-Benzyl-3-((E)-(R)-2-fluoro-2-methyl-hept-4-enoyl)-oxazolidin-2-one

5-Phenylheptansaeuremethylester

6-Phenylheptansaeuremethylester

Refernces

• 1、 Less, Simon L.,Handa, Sandeep,Millburn, Karen,Leadlay, Peter F.,Dutton, Christopher J.,Staunton, James. "Biosynthesis of tetronasin: Part 6. Preparation of structural analogues of the diketide and triketide biosynthetic precursors to tetronasin". . p. 3515 - 3518. Retrieved 2007/10/03.
• 2、 Fujisawa, Tamotsu,Umezu, Kazuto,Kawashima, Masatoshi. "NEW SYNTHETIC METHOD OF (Z)-4-ALKENOIC ACIDS USING RING-OPENING REACTION OF (Z)-4-HEXENOLIDE WITH ORGANOCOPPER REAGENT". . p. 1795 - 1798. Retrieved 2007/10/02.