2-UNDECENAL (HIGH TRANS) - CAS 2463-77-6
Category:
Flavor & Fragrance
Product Name:
2-UNDECENAL (HIGH TRANS)
Synonyms:
(* Alt. CAS #) CAS: 53448-07-0; e-2-Undecenal, 2-Undecenal, 2-UNDECENAL (HIGH TRANS), e-2-Undecenal, trans-2-Undecen-1-al; 2-UNDECENAL (HIGH TRANS), NO ANTIOXIDANT (special order)
CAS Number:
2463-77-6
Molecular Weight:
168.28
Molecular Formula:
C11H20O
COA:
Inquire
MSDS:
Inquire
Olfactive Family:
Fruity
FEMA:
3423
Odor description:
A fresh, fruity, citrus odor.
Taste description:
Waxy, citrus peel, slightly soapy.
Chemical Structure
CAS 2463-77-6 2-UNDECENAL (HIGH TRANS)

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Reference Reading


1.Characterization of the key aroma compounds in beef and pork vegetable gravies á la chef by application of the aroma extract dilution analysis.
Christlbauer M1, Schieberle P. J Agric Food Chem. 2009 Oct 14;57(19):9114-22. doi: 10.1021/jf9023189.
By application of the aroma extract dilution analysis (AEDA) on an aroma distillate isolated from a freshly prepared, stewed beef/vegetable gravy, 52 odor-active compounds were detected in the flavor dilution (FD) factor range of 4-4096. On the basis of high FD factors in combination with the results of the identification experiments, 3-(methylthio)propanal (cooked potato), 3-mercapto-2-methylpentan-1-ol (gravy-like), (E,E)-2,4-decadienal (deep-fried, fatty), 3-hydroxy-4,5-dimethyl-2(5H)-furanone (lovage-like), vanillin (vanilla-like), (E,E)-2,4-nonadienal (deep-fried), and (E)-2-undecenal (metallic) are suggested as key contributors to the aroma of the gravy. To get an insight into the role of the vegetables as sources of gravy odorants, a beef gravy was prepared without vegetables. The AEDA results revealed that, in particular, onions and leek are important sources of gravy aroma compounds, adding particularly the very potent, gravy-like smelling 3-mercapto-2-methylpentan-1-ol to the overall aroma profile.
2.Product ion distributions for the reactions of NO+ with some physiologically significant aldehydes obtained using a SRI-TOF-MS instrument.
Mochalski P1, Unterkofler K2, Španěl P3, Smith D4, Amann A5. Int J Mass Spectrom. 2014 Apr 15;363:23-31.
Product ion distributions for the reactions of NO+ with 22 aldehydes involved in human physiology have been determined under the prevailing conditions of a selective reagent ionization time of flight mass spectrometry (SRI-TOF-MS) at an E/N in the flow/drift tube reactor of 130 Td. The chosen aldehydes were fourteen alkanals (the C2-C11 n-alkanals, 2-methyl propanal, 2-methyl butanal, 3-methyl butanal, and 2-ethyl hexanal), six alkenals (2-propenal, 2-methyl 2-propenal, 2-butenal, 3-methyl 2-butenal, 2-methyl 2-butenal, and 2-undecenal), benzaldehyde, and furfural. The product ion fragmentations patterns were determined for both dry air and humid air (3.5% absolute humidity) used as the matrix buffer/carrier gas in the drift tube of the SRI-TOF-MS instrument. Hydride ion transfer was seen to be a common ionization mechanism in all these aldehydes, thus generating (M-H)+ ions. Small fractions of the adduct ion, NO+M, were also seen for some of the unsaturated alkenals, in particular 2-undecenal, and heterocyclic furfural for which the major reactive channel was non-dissociative charge transfer generating the M+ parent ion.
3.Identification of volatile degradants in formulations containing sesame oil using SPME/GC/MS.
Chen W1, Zhou P, Wong-Moon KC, Cauchon NS. J Pharm Biomed Anal. 2007 Jun 28;44(2):450-5. Epub 2007 Feb 27.
Solid-phase microextraction (SPME), in combination with gas chromatography/mass spectrometry (GC/MS), was used to identify an unknown degradant observed during stability studies of a pharmaceutical formulation containing sesame oil. SPME is a solvent-less, rapid, sensitive, and inexpensive extraction method that minimizes sample preparation. SPME combined with GC is a widely used technique in certain fields, such as food, environmental analysis, forensics, and consumer products, but has only rarely been used for the analysis of pharmaceutical formulations. Hexanal, octanal, 2-octenal, 2-decenal, 2-undecenal, and 2,4-decadienal can be detected and identified by GC/MS, but they cannot be detected by LC/MS due to their volatility and low ionization efficiency under atmospheric pressure ionization conditions. Combining the MS data from the GC/MS with LC/DAD data resulted in the identification of the unknown degradant in the formulation as 2,4-decadienal.
4.Re-evaluation of peroxide value as an indicator of the quality of edible oils.
Shiozawa S1, Tanaka M, Ohno K, Nagao Y, Yamada T. Shokuhin Eiseigaku Zasshi. 2007 Jun;48(3):51-7.
The oxidation of oils has important effects on the quality of oily foods, such as instant noodles. In particular, the generation of aldehydes, which accompanies the oxidation of oils, is one of the first factors to reduce food quality. We examined various indicators of oil quality during temperature-accelerated storage and found that peroxide value (POV) was highly correlated with the total concentration of major odorants. Moreover, the correlation of POV with the total concentration of five unsaturated aldehydes (t-2-heptenal, t-2-octenal, t-2-decenal, t-2-undecenal and t,t-2,4-decadienal) that show strong cytotoxicity was greater than the correlation of POV with the total concentration of major odorants. The maximum allowable concentration of the five aldehydes was calculated based on the 'no observed adverse-effect level' of the aldehyde that showed the highest cytotoxicity, t,t-2,4-decadienal, along with the human daily oil intake. We showed that it is useful to utilize POV as an indicator to control food quality and safety.