9-Octadecynoic acid

Base Information

• Chemical Name: 9-Octadecynoic acid
• CAS No.: 506-24-1
• Molecular Formula: C18H32O2
• Molecular Weight: 280.451
• Hs Code.: 2916190090
• European Community (EC) Number: 208-030-8
• UNII: 7M9KFA3WKU
• DSSTox Substance ID: DTXSID90198647
• Nikkaji Number: J135.093E
• Wikidata: Q27103903
• Metabolomics Workbench ID: 865
• ChEMBL ID: CHEMBL482804
• Mol file: 506-24-1.mol

Synonyms:9-octadecynoic acid;9-stearolic acid;octadec-9-ynoic acid

Chemical Property of 9-Octadecynoic acid

Chemical Property:

• Vapor Pressure: 1.07E-07mmHg at 25°C
• Melting Point: 46-47 °C
• Refractive Index: 1.471
• Boiling Point: 405.2 °C at 760 mmHg
• PKA: 4.77±0.10(Predicted)
• Flash Point: 196.3 °C
• PSA: 37.30000
• Density: 0.923 g/cm³
• LogP: 5.55570
• Storage Temp.: -20°C
• Water Solubility.: Insoluble in water.
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 13
• Exact Mass: 280.240230259
• Heavy Atom Count: 20
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

9-OctadecynoicAcid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC#CCCCCCCCC(=O)O
• Uses: 9-Octadecynoic Acid, is used as an important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.

Technology Process of 9-Octadecynoic acid

There total 40 articles about 9-Octadecynoic 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: 97.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) → Stearolic acid (506-24-1)

Guidance literature:

cis-Octadecenoic acid; With bromine; In diethyl ether; at -10 - -5 ℃; for 0.25h;

With 2-methyl-but-2-ene; potassium hydroxide; In propan-1-ol; dimethyl sulfoxide; at 60 - 100 ℃; for 1h;

DOI:10.1016/j.chembiol.2018.10.005

Reference yield: 95.0%

2-(octadec-9-yn-1-yloxy)tetrahydro-2H-pyran (168136-39-8) → Stearolic acid (506-24-1)

Guidance literature:

With jones reagent; In acetone; at 0 ℃;

DOI:10.1007/BF02660728

Reference yield: 69.0%

n-Octadec-9-yn-1-ol (2861-49-6) → Stearolic acid (506-24-1)

Guidance literature:

With Jones's reagent; In acetone; at 0 ℃; for 2h;

DOI:10.1021/jm0507227

upstream raw materials:

cis-Octadecenoic acid

Methyl oleate

Pentanedioic acid, monomethyl ester

pentadec-6-ynoic acid

Downstream raw materials:

stearolic acid methyl ester

methyl sterculate

17-octadecynoic acid

octadec-8-ynoic acid

Refernces

• 1、 -. "PHOSPHOLIPID-FLAVAGLINE CONJUGATES AND METHODS OF USING THE SAME FOR TARGETED CANCER THERAPY". Paragraph 000140. . Retrieved 2021/04/17.
• 2、 Fu, Yu,Weng, Yue,Hong, Wen-Xu,Zhang, Qinghai. "Efficient synthesis of unsaturated 1-monoacyl glycerols for in meso crystallization of membrane proteins". experimental part. p. 809 - 812. Retrieved 2011/06/21.