Oct-2-enoic acid

Base Information

• Chemical Name: Oct-2-enoic acid
• CAS No.: 1577-96-4
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• European Community (EC) Number: 217-491-4,216-001-6
• NSC Number: 66570
• DSSTox Substance ID: DTXSID801016248
• Nikkaji Number: J98.021H
• Metabolomics Workbench ID: 452
• Mol file: 1577-96-4.mol

Synonyms:(Z)-oct-2-enoic acid;2Z-octenoic acid;cis-2-octenoic acid;cis-alpha-octenoic acid;Oct-2-enoic acid;3-n-amyl acrylic acid;(Z)-2-Octenoic acid;1577-96-4;2-Octenoate;2-Octenic acid;C8:1n-6;2-Octenoic acid, (Z)-;2Z-octenoate;oct-2-enoate;2-octenoic acid (Z);2-Octenoic acid, cis-;(2Z)-2-Octenoic acid #;SCHEMBL3507118;CHEBI:180285;CWMPPVPFLSZGCY-SREVYHEPSA-N;DTXSID801016248;NSC66570;LMFA01030017;NSC-66570

Chemical Property of Oct-2-enoic acid

Chemical Property:

• Melting Point: -6 °C
• Boiling Point: 75 - 76 °C (0.3 mmHg)
• PKA: 4.61±0.25(Predicted)
• PSA: 37.30000
• Density: 0.9234 g/cm3
• LogP: 2.20750
• XLogP3: 2.7
• 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:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CC(=O)O
• Isomeric SMILES: CCCCC/C=C\C(=O)O

Technology Process of Oct-2-enoic acid

There total 8 articles about Oct-2-enoic 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: 93.9%

→ (Z)-oct-2-enoic acid (1577-96-4)

Guidance literature:

Reference yield:

trimethyl phosphonoacetate (5927-18-4) + hexanal (66-25-1) → (Z)-oct-2-enoic acid (1577-96-4)

Guidance literature:

trimethyl phosphonoacetate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

hexanal; In tetrahydrofuran; at 0 - 20 ℃; for 16h;

With lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 16h;

DOI:10.1002/anie.201812623

Reference yield:

oct-2-ynoic acid (5663-96-7) → (Z)-oct-2-enoic acid (1577-96-4)

Guidance literature:

With acetic acid ester; colloid; hydrogen; palladium;

upstream raw materials:

oct-2-ynoic acid

1,1,1-trichloro-oct-2c-ene

allyl oct-2-ynoate

cis-2-octenoyl-CoA

Downstream raw materials:

(E)-oct-2-enoic acid

trans-2-octenoyl-CoA

cis-2-octenoyl-CoA

Refernces

• 1、 -. "INHIBITORS OF YEAST FILAMENTOUS GROWTH AND METHOD OF THEIR MANUFACTURE". Page/Page column 12-14. . Retrieved 2008/06/13.
• 2、 Tani, Kousuke,Ono, Naoya,Okamoto, Sentaro,Sato, Fumie. "Palladium(0)-catalysed Transfer Hydrogenation of Alkynes to cis-Alkenes with HCO2H-NEt3". . p. 386 - 387. Retrieved 2007/10/02.