Skip to Content
Merck
All Photos(1)

Key Documents

More Documents

406546

Sigma-Aldrich

10-Undecynoic acid

95%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

Quality Level

200

Assay

95%

bp

180 °C/15 mmHg (lit.)

mp

40-42 °C (lit.)

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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. Enzyme catalyzed esterification of 10-undecynoic acid has been reported. UDY has been reported to be synthesized by the dehydrobromination of 10-undecenoic acid.

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

C A CaJacob et al.
Biochemistry, 25(16), 4705-4711 (1986-08-12)
The hepatic cytochrome P-450 isozymes that catalyze omega- and (omega - 1)-hydroxylation of lauric acid are specifically inactivated in vitro but not in vivo by 10-undecynoic acid. The lack of in vivo activity may result from rapid degradation of the
Gerard Lligadas et al.
Biomacromolecules, 8(6), 1858-1864 (2007-05-03)
Novel biobased aromatic triols (1,3,5-(9-hydroxynonyl)benzene and 1,3,5-(8-hydroxyoctyl)-2,4,6-octylbenzene) were synthesized through the transition-metal-catalyzed cyclotrimerization of two alkyne fatty acid methyl esters (methyl 10-undecynoate and methyl 9-octadecynoate) followed by the reduction of the ester groups to give terminal primary hydroxyl groups. A
Thiol-yne reaction of alkyne-derivatized fatty acids: biobased polyols and cytocompatibility of derived polyurethanes.
Gonzalez-Paz RJ, et al.
Polym. Chem., 3(9), 2471-2478 (2012)
Continuous hydrothermal synthesis of in situ functionalized iron oxide nanoparticles: a general strategy to produce metal oxide nanoparticles with clickable anchors.
de Tercero MD, et al.
Particle & Particle Systems Characterization, 30(3), 229-234 (2013)
C A CaJacob et al.
The Journal of biological chemistry, 263(35), 18640-18649 (1988-12-15)
Cytochrome P-450LA omega purified from clofibrate-induced rat liver oxidizes lauric acid to 11- and 12-hydroxydodecanoic acid in approximately a 1:17 ratio at a rate of 20 nmol/nmol P-450/min. In contrast, cytochrome P-450b oxidizes lauric acid much more slowly (0.5 nmol/nmol
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service