Undecanal, also known as undecyl aldehyde, is an organic compound with the chemical formula C10H21CHO. It is an eleven-carbon aldehyde. A colourless, oily liquid, undecanal is a component of perfumes. Although it occurs naturally in citrus oils, it is produced commercially by hydroformylation of decene.[1]

Undecanal
Names
Preferred IUPAC name
Undecanal
Other names
Undecyl aldehyde
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
DrugBank
ECHA InfoCard 100.003.611 Edit this at Wikidata
EC Number
  • 203-972-6
UNII
  • InChI=1S/C11H22O/c1-2-3-4-5-6-7-8-9-10-11-12/h11H,2-10H2,1H3
    Key: KMPQYAYAQWNLME-UHFFFAOYSA-N
  • InChI=1/C11H22O/c1-2-3-4-5-6-7-8-9-10-11-12/h11H,2-10H2,1H3
    Key: KMPQYAYAQWNLME-UHFFFAOYAE
  • O=CCCCCCCCCCC
Properties
C11H22O
Molar mass 170.296 g·mol−1
Appearance colourless oil
Density 0.825 g cm−3
Melting point −2 °C (28 °F; 271 K)
Boiling point 120 to 122 °C (248 to 252 °F; 393 to 395 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H412
P264, P273, P280, P302+P352, P321, P332+P313, P362, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

It has been registered under the EU REACH scheme at >1000 tonnes by Oxea, which confirms the status as irritant.[2]

Undecanal is used in the synthesis of Disparlure.[3]

References edit

  1. ^ Christian Kohlpaintner, Markus Schulte, Jürgen Falbe, Peter Lappe, Jürgen Weber, Guido D. Frey. "Aldehydes, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a01_321.pub3. ISBN 978-3527306732.{{cite encyclopedia}}: CS1 maint: multiple names: authors list (link)
  2. ^ http://apps.echa.europa.eu/registered/data/dossiers/DISS-9d84f5d2-6b83-52c9-e044-00144f67d249/DISS-9d84f5d2-6b83-52c9-e044-00144f67d249_DISS-9d84f5d2-6b83-52c9-e044-00144f67d249.html [dead link]
  3. ^ https://chem.libretexts.org/Bookshelves/Organic_Chemistry/Logic_of_Organic_Synthesis_(Rao)/05%3A_Strategies_in_Disparlure_Synthesis