9-Octadecenedioic acid, (9Z)-

Base Information

• Chemical Name: 9-Octadecenedioic acid, (9Z)-
• CAS No.: 4494-16-0
• Deprecated CAS: 127999-30-8
• Molecular Formula: C18H32O4
• Molecular Weight: 312.45
• Hs Code.: 2917190090
• European Community (EC) Number: 802-122-7,606-606-7
• UNII: 565ZMT5QRG
• DSSTox Substance ID: DTXSID90885146
• Nikkaji Number: J1.772.301D
• Wikidata: Q27261377
• RXCUI: 1427184
• Metabolomics Workbench ID: 1977
• Mol file: 4494-16-0.mol

Synonyms:octadecenedioic acid

Chemical Property of 9-Octadecenedioic acid, (9Z)-

Chemical Property:

• Vapor Pressure: 0-0.36Pa at 20℃
• Melting Point: 102.5-103.5℃ (ethyl acetate )
• Boiling Point: 426.4 °C at 760 mmHg
• PKA: 4.48±0.10(Predicted)
• Flash Point: 225.8 °C
• PSA: 74.60000
• Density: 1.012g/cm³
• LogP: 5.17320
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 312.23005950
• Heavy Atom Count: 22
• Complexity: 280

Purity/Quality:

99.9% ^*data from raw suppliers

Octadec-9-enedioic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCC=CCCCCCCCC(=O)O)CCCC(=O)O
• Isomeric SMILES: C(CCC/C=C\CCCCCCCC(=O)O)CCCC(=O)O
• Uses: Octadec-9-enedioic Acid is a potential antioxidant and antimicrobial agent.

Technology Process of 9-Octadecenedioic acid, (9Z)-

There total 13 articles about 9-Octadecenedioic acid, (9Z)- 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: 91.0%

dec-9-enoic acid (14436-32-9) → 1,18-octadec-9-enedioic acid (4494-16-0)

Guidance literature:

In toluene; at 50 ℃; for 12h; under 375.038 Torr;

Reference yield: 71.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) → 1,18-octadec-9-enedioic acid (4494-16-0) + 9-octadecene (5557-31-3)

Guidance literature:

With [1,3-bis(2,4,5-Me₃Ph)-2-imidazolidinylidene]Ru=CHPh(PCy₃)Cl₂; at 45 ℃; for 24h;

DOI:10.1007/s11746-006-1249-0

Reference yield: 64.5%

Elaidic Acid (112-79-8) → 1,18-octadec-9-enedioic acid (4494-16-0)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1246/cl.140471

upstream raw materials:

cis-Octadecenoic acid

ethene

Ricinoleic acid

1,4-butenediol

Downstream raw materials:

dimethyl 9-octadecen-1,18-dioate

methyl ricinoleate

azelaic acid

9-hydroxynonanoic acid

Refernces

• 1、 -. "COMBINED SYNTHESIS OF A NITRILE-ESTER/ACID AND OF A DIESTER/DIACID". Paragraph 0137-0138. . Retrieved 2016/03/13.
• 2、 -. "METHOD FOR SYNTHESISING BIOBASED UNSATURATED ACIDS". Paragraph 0071-0081. . Retrieved 2015/12/07.