10-Undecenal

10-Undecenal
  • CAS No.:112-45-8
Other grades of this product :
10-Undecenal Basic information
Product Name:10-Undecenal
Synonyms:10-Undecylenealdehyde;1-Undecen-10-al;C-11 Aldehyde, undecylenic;c-11aldehyde,undecylenic;undec-10-en-al;Undecylenaldehyde;Undecylene aldehyde;N-UNDECYLENIC ALDEHYDE
CAS:112-45-8
MF:C11H20O
MW:168.28
EINECS:203-973-1
Product Categories:
Mol File:112-45-8.mol
10-Undecenal Chemical Properties
Melting point 7°C
Boiling point 98-100 °C3 mm Hg(lit.)
density 0.84 g/mL at 25 °C(lit.)
vapor density >1 (vs air)
vapor pressure 8.7Pa at 25℃
refractive index n20/D 1.4427(lit.)
FEMA 3095 | 10-UNDECENAL
Fp 199 °F
storage temp. 2-8°C
solubility Chloroform (Sparingly), Ethyl Acetate (Slightly)
pka0[at 20 ℃]
form Crystals or Crystalline Powder
color White
Specific Gravity0.84
Water Solubility Insoluble
JECFA Number330
LogP4.672 at 25℃
CAS DataBase Reference112-45-8(CAS DataBase Reference)
NIST Chemistry Reference10-Undecenal(112-45-8)
EPA Substance Registry System10-Undecenal (112-45-8)
Safety Information
Hazard Codes Xi
Risk Statements 38-10
Safety Statements 24/25-37/39-26
WGK Germany 2
RTECS YQ2835000
HS Code 29121900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
10-Undecenal Usage And Synthesis
Chemical PropertiesClear colorless liquid
Chemical Properties10-Undecenal was identified, for example, in coriander leaf extract. It is a colorless liquid with a fatty, green, slightly metallic, heavy, floral odor. The aldehyde can be synthesized from undecylenic acid, for example, by hydrogenation of the acid chloride (Rosenmund reduction) or by reaction with formic acid in the vapor phase in the presence of titanium dioxide. In perfumery, 10-undecenal is one of the aldehydes essential for creating the “aldehydic note.” Mixtures containing undecenals with the double bond in other positions (9-, 8-, 7-) are also marketed and used in fragrances, for example, Aldehyde C11 Iso (Givaudan), Intreleven aldehyde (IFF).
Chemical Properties10-Undecenal has a characteristic fatty, rose odor on dilution. It has an unpleasant sweet, fatty taste. This compound tends to polymerize.
OccurrenceReported found in coriander leaf (Coriandrum sativum L.).
Uses10-Undecylenic Aldehyde is derived from the reduction of Undecylenic Acid (U788820) which is used for the manufacture of pharmaceuticals, cosmetics and perfumery, including antidandruff shampoos, antimicrobial powders and as a musk in perfumes and aromas.
PreparationBy oxidation of the corresponding alcohol or reduction of the corresponding acid; by passing vapors of formic acid and undecylenic acid over TiO2 at 250°C under pressure; by passing vapors of undecylenic acid and methanol over a manganese dioxidebased catalyst; or by reduction of ethyl undecylenate with lithium hydride and sodium in tetrahydrofuran solution at very low temperature (–50°C).
Taste threshold valuesTaste characteristics at 2.5 ppm: fatty, oily and aldehydic with a mandarin, citrus nuance.
Synthesis Reference(s)The Journal of Organic Chemistry, 47, p. 4534, 1982 DOI: 10.1021/jo00144a026Synthetic Communications, 12, p. 839, 1982 DOI: 10.1080/00397918208065961
Flammability and ExplosibilityNonflammable
Safety ProfileLOW toxicity by ingestion and skin contact. A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
10-Undecenal Preparation Products And Raw materials
Raw materialsUndecenoic acid-->Heptaldehyde-->Nonanoic acid-->nonenoic acid
Preparation Products10-UNDECEN-1-OL-->CIS-11-HEXADECENAL-->11-HEXADECYN-1-OL-->METHYL 10-UNDECENOATE

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