CIS-4-DECENOIC ACID

Base Information

• Chemical Name: CIS-4-DECENOIC ACID
• CAS No.: 505-90-8
• Molecular Formula: C10H18O2
• Molecular Weight: 170.252
• Hs Code.: 2916190090
• European Community (EC) Number: 208-024-5
• UNII: 6PR4L1KTAZ
• DSSTox Substance ID: DTXSID001315543
• Nikkaji Number: J79.643C
• Wikidata: Q27114909
• Metabolomics Workbench ID: 619
• Mol file: 505-90-8.mol

Synonyms:4-Decenoicacid, (Z)- (8CI);4-cis-Decenoic acid;Obtusilic acid;cis-4-Decenoic acid;

Chemical Property of CIS-4-DECENOIC ACID

Chemical Property:

• Vapor Pressure: 0.00144mmHg at 25°C
• Melting Point: 18.83°C (estimate)
• Refractive Index: 1.462
• Boiling Point: 274.9 °C at 760 mmHg
• PKA: 4.62±0.10(Predicted)
• Flash Point: 172.1 °C
• PSA: 37.30000
• Density: 0.936g/cm³
• LogP: 2.98770
• XLogP3: 3.1
• 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:

99% ^*data from raw suppliers

CIS-4-DECENOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCCC(=O)O
• Isomeric SMILES: CCCCC/C=C\CCC(=O)O
• Uses: (4Z)-4-Decenoic Acid is an intermediate in the synthesis of 4-cis-Decenoylcarnitine (D225640) which is an acycarnitine used in diagnostic tests for inherited disorders of fatty acid and branched-chain amino acid catabolism.

Technology Process of CIS-4-DECENOIC ACID

There total 28 articles about CIS-4-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%

4-decynoic acid (16900-59-7) → (Z)-dec-4-enoic acid (505-90-8)

Guidance literature:

With hydrogen; nickel boride;

DOI:10.1016/0040-4039(88)85189-X

Reference yield: 92.0%

(Z)-4-decenal (30390-50-2,65405-70-1,21662-09-9) → (Z)-dec-4-enoic acid (505-90-8)

Guidance literature:

With sodium hydroxide; silver(l) oxide; for 2.33333h;

DOI:10.1016/j.ab.2010.02.026

Reference yield: 86.0%

(Z)-4-decen-1-ol (57074-37-0) → (Z)-dec-4-enoic acid (505-90-8)

Guidance literature:

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1021/ol2014335

upstream raw materials:

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

n-butyl magnesium bromide

2,3,4,7-tetrahydrooxepin-2-one

n-butyllithium

Downstream raw materials:

(2R,4Z)-2(tert-Butyldiphenylsiloxy)-4-decen-1-ol

(4R,5S)-3-[(Z)-(R)-2-(tert-Butyl-diphenyl-silanyloxy)-dec-4-enoyl]-4-methyl-5-phenyl-oxazolidin-2-one

2(R)-<(tert-butyldiphenylsilyl)oxy>dec-4(Z)-enal

(4R,5S)-3-((Z)-Dec-4-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Refernces

• 1、 Shen, Cong,Lu, Xiunan,Zhang, Jian,Ding, Liyuan,Sun, Yaling,Zhong, Guofu. "Bidentate auxiliary-directed alkenyl C-H allylation: Via exo-palladacycles: Synthesis of branched 1,4-dienes". supporting information. p. 13582 - 13585. Retrieved 2019/11/14.
• 2、 Kai, Kenji,Kasamatsu, Koji,Hayashi, Hideo. "(Z)-N-(4-Decenoyl)homoserine lactone, a new quorum-sensing molecule, produced by endobacteria associated with Mortierella alpina A-178". . p. 5441 - 5444. Retrieved 2012/10/30.