53448-07-0

Usage

Uses

Used in Flavor Industry:
TRANS-2-UNDECENAL is used as a flavoring agent for its characteristic aroma and taste. It is particularly valued in the food and beverage industry for enhancing the flavor of various products, such as snacks, sauces, and beverages.
Used in Fragrance Industry:
In the fragrance industry, TRANS-2-UNDECENAL is used as a component in the creation of various scents. Its unique aroma profile makes it a valuable addition to perfumes, colognes, and other scented products.
Used in Chemical Research:
TRANS-2-UNDECENAL is also utilized in chemical research and development, where it serves as a starting material or intermediate for the synthesis of other compounds with potential applications in various industries, such as pharmaceuticals and materials science.
Used in Analytical Chemistry:
As a naturally occurring compound, TRANS-2-UNDECENAL is used in analytical chemistry for the identification and quantification of various substances in samples. It can be employed as a reference material or as a component in the development of analytical methods for detecting and measuring other compounds.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 3558, 1987 DOI: 10.1021/jo00392a011Tetrahedron Letters, 16, p. 1007, 1975 DOI: 10.1016/S0040-4039(00)72629-3

InChI:InChI=1/C11H20O/c1-2-3-4-5-6-7-8-9-10-11-12/h9-11H,2-8H2,1H3/b10-9+

Upstream product

• 75039-83-7 trans-2-undecen-1-ol 
• 153940-37-5 Undec-2-ynylsulfanyl-benzene 
• 112-80-1 cis-Octadecenoic acid 
• 124-19-6 nonan-1-al 
• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 
• 103698-50-6 triphenylarsonium salt of bromoacetaldehyde 
• 71276-99-8 1,1-diethoxy-undec-2c-ene 
• 100905-06-4 2-Benzenesulfonyl-2-octyl-cyclopropanol 
• 137345-54-1 (E)-1-Phenylselanyl-undec-1-en-3-ol 
• 71276-99-8 1,1-Diethoxy-2-undecen 
• 629-27-6 1-Iodooctane 
• 75039-84-8 (E)-undec-2-en-1-ol 
• 112-62-9 Methyl oleate 
• 872-05-9 1-Decene 

Downstream Products

• 1206159-72-9 (2RS)-2-octyl-7-phenyl-2H,5H-pyrano[4,3-b]pyran-5-one 
• 1279714-62-3 (R,E)-5,5-dimethoxy-3-octyl-1-phenylsulfonylpent-1-ene 
• 1378251-05-8 (R,E)-[3-(2,2-dimethoxyethyl)undec-1-enyl]benzene 
• 1378251-06-9 (R,E)-1-[3-(2,2-dimethoxyethyl)undec-1-enyl]-4-methoxybenzene 
• 1378251-07-0 (R,E)-1-chloro-4-[3-(2,2-dimethoxyethyl)undec-1-enyl]benzene 
• 110556-25-7 (E)-undec-2-enenitrile 
• 1260510-23-3 (4R,Z)-N-(4-octyl-1,3-oxazinan-2-ylidene)aniline 
• 1260396-03-9 (3R)-3-[4-phenyl-5-thioxo-1H-tetrazol-1-yl]undecan-1-ol 
• 20407-84-5 2-dodecenal 

Relevant academic research and scientific papers

A new synthesis of α,β-unsaturated aldehydes: Synthesis of traumatin and bombykol

A novel conversion of an alkene to a higher homologue α,β-unsaturated aldehyde was achieved in three steps. The aldehydes were used for the synthesis of traumatin, a wound hormone and bombykol, the pheromone of bombyx mori.

Copper-catalyzed method for preparing aldehyde or ketone compound by oxidizing alcohol with oxygen as oxidizing agent and application

The invention discloses a copper-catalyzed method for preparing an aldehyde or ketone compound by oxidizing alcohol with oxygen as an oxidizing agent. Reaction is performed in an organic solvent for 4-48 hours at room temperature by using copper salt and nitroxide free radicals as catalysts and oxygen or air as an oxidizing agent to efficiently oxidize an alcohol compound into the corresponding aldehyde or ketone compound. The method is simple to operate, free of chlorides corrosive to equipment, available in raw materials and reagents, mild in reaction conditions, wide in substrate universality, good in functional group compatibility, convenient in separation and purification, environmentally friendly in the whole process and free of pollution, and is a method suitable for industrial production.

Formation of potentially toxic carbonyls during oxidation of triolein in the presence of alimentary antioxidants

Abstract: A relation between oil uptake and cancer as well as induction of hepatic inflammation was shown earlier. It is discussed that the main oil oxidation products—hydroperoxides and carbonyls—might be the reason for the mentioned diseases. In this manuscript quantitative determination of aldehydes which are formed during oxidation of triolein—as a model substance—using the Rancimat 679 is described. The oxidation of 11?g of triolein is carried out at 120?°C sparging air with a flow of 20?dm3/h for 10?h. A series of aliphatic aldehydes starting from hexanal to decanal as well as decenal was identified by LC–MS/MS and quantified as DNPH derivatives. In addition, the total amount of carbonyls was determined. Based on the calibration with hexanal, all other dominant substances were in the similar concentration range with maximum concentrations of 1.6?μmol/cm3 of hexanal, 2.3?μmol/cm3 of heptanal, 2.5?μmol/cm3 of octanal, 3.2?μmol/cm3 of nonanal, 4.0?μmol/cm3 of decanal after 6?h. The total amount of carbonyls reached a maximum after 6?h being 27?μmol/cm3 for triolein without antioxidant. The results of this investigation will be a basis for further toxicological studies on oxidized oils.

Method to oxidize alcohols selectively to aldehydes and ketones with heterogeneous supported ruthenium catalyst at room temperature in air and catalyst thereof

The present invention relates to a method for selectively oxidizing alcohol by using a heterogeneous catalyst for producing aldehyde and ketone in an organic synthesis process used in the laboratory and chemical industries, and a catalytic system thereof. The method can be used as an intermediate product for synthesizing medicine, scent, fragrance, and precise chemical products, and can use a heterogeneous catalyst at room temperature in air by using the catalytic system and producing alcohol and ketone.COPYRIGHT KIPO 2016

Selective oxidation of styrene catalyzed by cerium-doped cobalt ferrite nanocrystals with greatly enhanced catalytic performance

The rare earth metal Ce-doped cobalt ferrite samples CexCo1?xFe2O4 (x?=?0.1, 0.3, 0.5) were prepared by the sol–gel autocombustion route. The as-prepared samples were characterized by X-ray diffractometry, scanning electron microscopy, transmission electron microscopy, ICP–atomic emission spectroscopy, and N2 physisorption. Their catalytic performance was evaluated in oxidation of styrene using hydrogen peroxide (30%) as oxidant. Compared with pristine CoFe2O4, the Ce-doped samples were found to be more efficient catalysts for the oxidation of styrene to benzaldehyde, with greatly enhanced catalytic performance. Especially, when Ce0.3Co0.7Fe2O4 was used as catalyst, 90.3% styrene conversion and 91.5% selectivity for benzaldehyde were obtained at 90?°C for 9?h reaction. The catalyst can be magnetically separated easily for reuse, and no obvious loss of activity was observed when it was reused in five consecutive runs.

1H-pyrrole-2,4-dicarbonyl-derivatives and their use as flavoring agents

The present invention primarily relates to 1H-pyrrole-2,4-dicarbonyl-derivatives of Formula (I) wherein R1, R2, R3, Z. Z' and J are as defined in the description, to mixtures thereof and to the use thereof as flavoring agents. The compounds in accordance with the present invention are suitable for producing, imparting, or intensifying an umami flavor. The invention further relates to flavoring mixtures, compositions for oral consumption as well as ready-to-eat, ready-to-use and semifinished products, comprising an effective amount of the compound of Formula (I) or of a mixture of compounds of Formula (I) and to specific methods for producing, imparting, modifying and/or intensifying specific flavor impressions.

Imidazo[1,2-a]pyridine-ylmethyl-derivatives and their use as flavoring agents

The present invention primarily relates to imidazo[1,2-a]pyridine-ylmethyl-derivatives of Formula (I) wherein R1, R2, X, W e J are as defined in the description, to mixtures thereof and to the use thereof as flavoring agents. The compounds in accordance with the present invention are suitable for producing, imparting, or intensifying an umami flavor. The invention further relates to flavoring mixtures, compositions for oral consumption as well as ready-to-eat, ready-to-use and semifinished products, comprising an effective amount of the compound of Formula (I) and to specific methods for producing, imparting, modifying and/or intensifying specific flavor impressions.

Synthesis of α,β-unsaturated aldehydes and nitriles via cross-metathesis reactions using Grubbs' catalysts

A series of α,β-unsaturated aldehydes and nitriles of significant interest in the fragrance industry have been prepared using Grubbs' catalysts in cross-metathesis reactions of electron-deficient olefins (i.e., acrolein, crotonaldehyde, methacrolein, and acrylonitrile) with various 1-alkenes, including 1-decene, 1-octene, 1-hexene and 2-allyloxy-6-methylheptane. The latter is of particular interest, as it has not previously being used as a substrate in cross-metathesis reactions and allows access to valuable intermediates for the synthesis of new fragrances. Most reactions gave good selectivity of the desired CM product (≥90%). Detailed optimisation and mechanistic studies have been performed on the cross-metathesis of acrolein with 1-decene. Recycling of the catalyst has been attempted using ionic liquids.

Iron-catalyzed aerobic oxidation of allylic alcohols: The issue of C=C bond isomerization

An aerobic oxidation of allylic alcohols using Fe(NO3) 3·9H2O/TEMPO/NaCl as catalysts under atmospheric pressure of oxygen at room temperature was developed. This eco-friendly and mild protocol provides a convenient pathway to the synthesis of stereodefined α,β-unsaturated enals or enones with the retention of the C-C double-bond configuration.

A detailed identification study on high-temperature degradation products of oleic and linoleic acid methyl esters by GC-MS and GC-FTIR

GC-MS and GC-FTIR were complementarily applied to identify oxidation compounds formed under frying conditions in methyl oleate and linoleate heated at 180 °C. The study was focused on the compounds that originated through hydroperoxide scission that remain attached to the glyceridic backbone in fats and oils and form part of non-volatile molecules. Twenty-one short-chain esterified compounds, consisting of 8 aldehydes, 3 methyl ketones, 4 primary alcohols, 5 alkanes and 1 furan, were identified. In addition, twenty non-esterified volatile compounds, consisting of alcohols, aldehydes and acids, were also identified as major non-esterified components. Furanoid compounds of 18 carbon atoms formed by a different route were also identified in this study. Overall, the composition of the small fraction originated from hydroperoxide scission provides a clear idea of the complexity of the new compounds formed during thermoxidation and frying.