10-Undecynoic acid

Base Information

• Chemical Name: 10-Undecynoic acid
• CAS No.: 2777-65-3
• Molecular Formula: C11H18O2
• Molecular Weight: 182.263
• Hs Code.: 29161900
• European Community (EC) Number: 220-471-8
• UNII: 2F79G7H1WY
• DSSTox Substance ID: DTXSID2075219
• Nikkaji Number: J21.742E
• Wikidata: Q18611669
• Metabolomics Workbench ID: 1027
• Mol file: 2777-65-3.mol

Synonyms:10-undecynoic acid;10-undecynoic acid, sodium salt

Chemical Property of 10-Undecynoic acid

Chemical Property:

• Vapor Pressure: 0.000317mmHg at 25°C
• Melting Point: 40-42 °C(lit.)
• Refractive Index: 1.468
• Boiling Point: 1297.7 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 142.9 °C
• PSA: 37.30000
• Density: 0.966 g/cm³
• LogP: 2.82500
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: Sparingly Soluble in water.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 182.130679813
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

98%,99%, ^*data from raw suppliers

10-Undecynoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CCCCCCCCCC(=O)O
• Uses: 10-Undecynoic Acid is a fatty acid used in the synthesis of copolyesters. 10-Undecynoic acid was employed as model compound to investigate the microwave assisted surface click reactions catalyzed with Cu(II)/sodium L-ascorbate.? It may be used:As a biochemical probe in an assay for the microsomal hydroxylation of lauric acid (LA), based on HPLC with flow-through radiochemical detection. To form molecular layers by adsorbing on the fluorite surface.In the supercritical hydrothermal synthesis of iron oxide nanoparticles.

Technology Process of 10-Undecynoic acid

There total 30 articles about 10-Undecynoic 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: 100.0%

methyl 10-undecynoate (2777-66-4) → undec-10-ynoic acid (2777-65-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 24h;

DOI:10.1016/j.ejmech.2015.10.016

Reference yield: 81.0%

10,11-dibromo-undecanoic acid (6308-96-9) → undec-10-ynoic acid (2777-65-3)

Guidance literature:

With sodium hydroxide; Aliquat 336; In 1,2-dimethoxyethane; for 12h; Heating;

DOI:10.1055/s-1984-30783

Reference yield: 79.0%

undec-10-yn-1-ol (2774-84-7) → undec-10-ynal (103680-94-0) + undec-10-ynoic acid (2777-65-3)

Guidance literature:

With Iron(III) nitrate nonahydrate; tempol; oxygen; sodium chloride; In 1,2-dichloro-ethane; at 25 ℃; for 11.5h; chemoselective reaction;

DOI:10.1021/acs.oprd.8b00374

upstream raw materials:

10,11-dibromo-undecanoic acid

Methyl 10-undecenoate

methyl 10-undecynoate

10-undecenoic acid

Downstream raw materials:

methyl 10-undecynoate

1,10-decanedioic acid

14-methylpentadecanoic acid

10,12-heptadecadiynoic acid

Refernces

• 1、 Villemin, Didier,Cadiot, Paul,Kuetegan, Mikem. "A New Synthesis of ω-Hydroxyalkanoic Acids via Copper Catalysis". . p. 230 - 231. Retrieved 1984.
• 2、 Ragunathan, Kaliappa G.,Bhattacharya, Santanu. "Formation of gel and fibrous microstructures by 1-alkyne amphiphiles bearing L-serine headgroup in organic solvents". . p. 13 - 23. Retrieved 1995.
• 3、 Jiang, Xingguo,Liu, Jinxian,Ma, Shengming. "Iron-Catalyzed Aerobic Oxidation of Alcohols: Lower Cost and Improved Selectivity". . p. 825 - 835. Retrieved 2019/05/02.
• 4、 Brunner, Andreas,Hintermann, Lukas. "Configurational Assignment of ‘Cryptochiral’ 10-Hydroxystearic Acid Through an Asymmetric Catalytic Synthesis". . p. 928 - 943. Retrieved 2016/12/09.