Elaidamide

Base Information

• Chemical Name: Elaidamide
• CAS No.: 3322-62-1
• Molecular Formula: C₁₈H₃₅NO
• Molecular Weight: 281.482
• European Community (EC) Number: 224-316-5
• UNII: GOU8K597IT
• DSSTox Substance ID: DTXSID901017170
• Nikkaji Number: J46.811H,J205.696H
• Wikidata: Q27094678
• Metabolomics Workbench ID: 4501
• ChEMBL ID: CHEMBL86554
• Mol file: 3322-62-1.mol

Synonyms:9,10-octadecenamide;9-octadecenamide;cis-9,10-octadecenoamide;oleamide;oleic acid amide;oleylamide;oleylamide, (E)-isomer;trans-9,10-octadecenoamide

Chemical Property of Elaidamide

Chemical Property:

• Vapor Pressure: 1.03E-07mmHg at 25°C
• Melting Point: 72-75 °C
• Refractive Index: 1.468
• Boiling Point: 433.3 °C at 760 mmHg
• PKA: 16.61±0.40(Predicted)
• Flash Point: 215.9 °C
• Density: 0.879 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 15
• Exact Mass: 281.271864740
• Heavy Atom Count: 20
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Octadec-9-enamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)N
• Isomeric SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)N

Technology Process of Elaidamide

There total 33 articles about Elaidamide 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: 98.6%

cis-Octadecenoic acid (112-80-1,2027-47-6) → cis-9-octadecenoamide (301-02-0,3322-62-1,94554-98-0)

Guidance literature:

With ammonia; zircornium(IV) n-propoxide; at 165 ℃; for 9h; Reagent/catalyst;

Reference yield: 97.0%

(Z)-9-octadecen-1-amine (112-90-3) → cis-9-octadecenoamide (301-02-0,3322-62-1,94554-98-0)

Guidance literature:

With C₃₁H₂₉Br₂N₃Ru; potassium tert-butylate; In tert-butyl alcohol; at 70 ℃; for 24h; regioselective reaction;

DOI:10.1039/d1cy01541a

Reference yield: 95.0%

linoleamide (3999-01-7,3072-13-7) → cis-9-octadecenoamide (301-02-0,3322-62-1,94554-98-0)

Guidance literature:

With ammonia; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88524-0

upstream raw materials:

cis-Octadecenoic acid

acetylurea

Methyl oleate

(Z)-9-octadecenoyl chloride

Downstream raw materials:

(S,Z)-methyl 2-[3-(octadec-9-en-1-yl)ureido]-3-phenylpropanoate

(Z)-1-(octadec-9-en-1-yl)-3-(3-methoxybenzyl)urea

(Z)-1-(octadec-9-en-1-yl)-3-benzylurea

8-[(2S*3R*)-3-octyloxirane-2-yl]octanamide

Refernces

• 1、 Yadav, Suman,Reshi, Noor U Din,Pal, Saikat,Bera, Jitendra K.. "Aerobic oxidation of primary amines to amides catalyzed by an annulated mesoionic carbene (MIC) stabilized Ru complex". . p. 7018 - 7028. Retrieved 2021/11/17.
• 2、 Johansson, Silje J. R.,Johannessen, Tonje,Ellefsen, Christiane F.,Ristun, Mali S.,Antonsen, Simen,Hansen, Trond V.,Stenstrom, Yngve,Nolsoe, Jens M. J.. "A Convenient Protocol for the Synthesis of Fatty Acid Amides". supporting information. p. 213 - 217. Retrieved 2019/01/14.