9-Undecynoic acid

Base Information

• Chemical Name: 9-Undecynoic acid
• CAS No.: 22202-65-9
• Molecular Formula: C11H18 O2
• Molecular Weight: 182.263
• Hs Code.: 2916190090
• European Community (EC) Number: 624-404-7
• UNII: AJ4077274O
• DSSTox Substance ID: DTXSID40365100
• Wikidata: Q82149500
• Metabolomics Workbench ID: 1026
• Mol file: 22202-65-9.mol

Synonyms:9-Undecynoic acid;undec-9-ynoic acid;22202-65-9;9-Hendecynoic acid;MFCD00778750;AJ4077274O;undec-9-ynoicacid;9-Undecynoic acid, 90%;SCHEMBL2123036;UNII-AJ4077274O;DTXSID40365100;CHEBI:185332;BBL028996;GEO-02442;LMFA01030617;STK801899;AKOS001591961;VS-09072;CS-0323965;FT-0621689;J-014583

Chemical Property of 9-Undecynoic acid

Chemical Property:

• Vapor Pressure: 0.000279mmHg at 25°C
• Melting Point: 56-60 °C
• Refractive Index: 1.4066 (estimate)
• Boiling Point: 299.6°Cat760mmHg
• Flash Point: 143.7°C
• PSA: 37.30000
• Density: 0.969g/cm³
• LogP: 2.82500
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 182.130679813
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

98%Min ^*data from raw suppliers

9-Undecynoic acid ^*data from reagent suppliers

Safty Information:

• 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: CC#CCCCCCCCC(=O)O
• Uses: A lipophilic acid that may possess antimicrobial activity.

Technology Process of 9-Undecynoic acid

There total 9 articles about 9-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: 75.0%

10,11-dibromo-undecanoic acid (6308-96-9) → undec-10-ynoic acid (2777-65-3) + 9-undecynoic acid (22202-65-9) + undeca-9,10-dienoic acid + (10E)-11-bromoundec-10-enoic acid

Guidance literature:

With potassium hydroxide; In isopropyl alcohol; at 90 ℃; for 2h; Time; Schlenk technique; Sealed tube;

DOI:10.1002/hlca.201600242

Reference yield: 75.0%

10,11-dibromo-undecanoic acid (6308-96-9) → undec-10-ynoic acid (2777-65-3) + 9-undecynoic acid (22202-65-9) + (Z)-11-bromoundec-10-enoic acid (100399-51-7) + undeca-9,10-dienoic acid + (10E)-11-bromoundec-10-enoic acid + C11H19BrO2

Guidance literature:

With ammonia; sodium amide; at -40 ℃; for 14h;

DOI:10.1002/hlca.201600242

Reference yield: 47.0%

10,11-dibromo-undecanoic acid (6308-96-9) → undec-10-ynoic acid (2777-65-3) + 9-undecynoic acid (22202-65-9) + undeca-9,10-dienoic acid + (10E)-11-bromoundec-10-enoic acid + C11H19BrO2

Guidance literature:

With 18-crown-6 ether; potassium hydroxide; In Petroleum ether; at 90 ℃; for 6h; Schlenk technique; Sealed tube;

DOI:10.1002/hlca.201600242

upstream raw materials:

10,11-dibromo-undecanoic acid

10-undecenoic acid

Downstream raw materials:

10-oxo-undecanoic acid

9-oxo-undecanoic acid

azelaic acid

undec-9-ynoic acid 6-[4,5-bis-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2-(1-methyl-dec-8-ynyloxy)-tetrahydro-pyran-3-yloxy]-4,5-bis-(4-methoxy-benzyloxy)-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yl ester

Refernces