406546

10-Undecynoic acid

95%

• Linear Formula: HC≡C(CH₂)₈CO₂H
• CAS Number: 2777-65-3
• Molecular Weight: 182.26
• Beilstein: 1704918
• EC Number: 220-471-8
• MDL number: MFCD00014389
• UNSPSC Code: 12352100
• PubChem Substance ID: 24865385
• NACRES: NA.22

Properties

• Assay: 95%
• bp: 180 °C/15 mmHg (lit.)
• mp: 40-42 °C (lit.)
• functional group: carboxylic acid
• SMILES string: OC(=O)CCCCCCCCC#C
• InChI: 1S/C11H18O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h1H,3-10H2,(H,12,13)
• InChI key: OAOUTNMJEFWJPO-UHFFFAOYSA-N

Description

General description

10-Undecynoic acid (10- UDYA, UDY) is an acetylenic fatty acid. It is reported as highly selective irreversible inhibitor of hepatic ω- and ω-1-lauric acid hydroxylases.[1] Enzyme catalyzed esterification of 10-undecynoic acid has been reported.[2][3] UDY has been reported to be synthesized by the dehydrobromination of 10-undecenoic acid.[4]

Application

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.[5]
• To form molecular layers by adsorbing on the fluorite surface.[6]
• In the supercritical hydrothermal synthesis of iron oxide nanoparticles.[7]

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): 235.4 °F - closed cup
• Flash Point(C): 113 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves