(Z)-5-Decenoic acid

Base Information

• Chemical Name: (Z)-5-Decenoic acid
• CAS No.: 84168-28-5
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.252
• UNII: 5R82Y8PAHS
• Nikkaji Number: J2.261.052J
• Wikidata: Q27262768
• Mol file: 84168-28-5.mol

Synonyms:(Z)-5-Decenoic acid;cis-5-Decenoic acid;5-Decenoic acid, (Z)-;5-Decenoic acid, (5Z)-;UNII-5R82Y8PAHS;FEMA No. 3742, 5Z-;5R82Y8PAHS;84168-28-5;(5Z)-5-decenoic acid;SCHEMBL2573748;UJUXUEKQHBXUEM-WAYWQWQTSA-N;Q27262768

Chemical Property of (Z)-5-Decenoic acid

Chemical Property:

• PSA: 37.30000
• LogP: 2.98770
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 139

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (Z)-5-Decenoic acid

There total 5 articles about (Z)-5-Decenoic 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: 98.0%

cis-5-decene (7433-78-5) + 5-hexenoic acid (1577-22-6) → (Z)-5-decenoic acid (84168-28-5,85392-03-6)

Guidance literature:

With C₃₇H₄₀Cl₂N₂ORuS₂; In tetrahydrofuran; at 22 ℃; for 1h; stereoselective reaction; Glovebox; Inert atmosphere;

DOI:10.1021/jacs.7b06552

Reference yield: 97.0%

(Z)-5-Ethyl-decenoate (105986-60-5) → (Z)-5-decenoic acid (84168-28-5,85392-03-6)

Guidance literature:

With potassium hydroxide; water; Heating;

DOI:10.1023/A:1022563010599

Reference yield: 70.0%

endo-6-butyl-1-(trimethylsiloxy)bicyclo[3.1.0]-hexane → (Z)-5-decenoic acid (84168-28-5,85392-03-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In acetic acid; stereoselective reaction;

DOI:10.1134/S107042801706001X

upstream raw materials:

(Z)-5-Ethyl-decenoate

2-pentylidenecyclopentan-1-one

cis-5-decene

5-hexenoic acid

Refernces

• 1、 Xu, Chaofan,Shen, Xiao,Hoveyda, Amir H.. "In Situ Methylene Capping: A General Strategy for Efficient Stereoretentive Catalytic Olefin Metathesis. the Concept, Methodological Implications, and Applications to Synthesis of Biologically Active Compounds". supporting information. p. 10919 - 10928. Retrieved 2017/08/15.