53448-07-0

Basic information

• Product Name: TRANS-2-UNDECENAL
• Synonyms: FEMA 3423;TRANS-2-UNDECEN-1-AL;TRANS-2-UNDECEN-1-YL ALDEHYDE;TRANS-2-UNDECENAL;TRANS-2-HENDECEN-1-AL;(2E)-2-Undecenal;(E)-2-Undecanal;(E)-2-undecenal
• CAS NO: 53448-07-0
• Molecular Formula: C₁₁H₂₀O
• Molecular Weight: 168.28
• EINECS: 219-564-6
• Product Categories: Alphabetical Listings;Flavors and Fragrances;Q-Z
• Mol File: 53448-07-0.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 115 °C10 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.849 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.457(lit.)
• BRN: 1762239
• CAS DataBase Reference: TRANS-2-UNDECENAL(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-2-UNDECENAL(53448-07-0)
• EPA Substance Registry System: TRANS-2-UNDECENAL(53448-07-0)

Safety Data

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 61
• RIDADR: UN 3082 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 53448-07-0(Hazardous Substances Data)

Usage

Description

TRANS-2-UNDECENAL, also known as trans-2-undecenal, is an organic compound that is primarily formed due to the oxidation of triolein while heating. It is a 2-undecenal with an E configuration of the C2C bond and can be found naturally in various plants, such as coriander, fresh red pepper, and watermelon.

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 
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• 198982-64-8 3-chloro-1-undecenylthio benzene 
• 100528-71-0 1,1-dimethoxy-undec-2-ene 
• 153940-37-5 Undec-2-ynylsulfanyl-benzene 
• 198982-51-3 1-phenylthio-2-undecene 
• 112-44-7 undecylaldehyde 
• 52517-67-6 undecanal dimethyl acetal 
• 17049-49-9 octylmagnesium bromide 
• 111-85-3 n-chlorooctane 
• 112-80-1 cis-Octadecenoic acid 
• 112-41-4 1-dodecene 
• 122-32-7 trioleoylglycerol 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 

Downstream Products

• 54910-51-9 (2S-cis)-7,8-epoxy-2-methyloctadecane 
• 101708-28-5 (7S,8S)-7-acetoxy-8-(p-toluenesulfonyloxy)-2-methyloctadecane 
• 222546-56-7 (7S,8S)-8-(tert-butyldimethylsilyloxy)-2-methyl-7-(p-toluenesulfonyloxy)ocatadecan-7-ol 
• 151276-92-5 (2E,4E)-Trideca-2,4-dienoic acid 4-nitro-phenyl ester 
• 20407-84-5 2-dodecenal 
• 1206159-72-9 (2RS)-2-octyl-7-phenyl-2H,5H-pyrano[4,3-b]pyran-5-one 
• 1260396-03-9 (3R)-3-[4-phenyl-5-thioxo-1H-tetrazol-1-yl]undecan-1-ol 
• 1260510-23-3 (4R,Z)-N-(4-octyl-1,3-oxazinan-2-ylidene)aniline 
• 1279714-62-3 (R,E)-5,5-dimethoxy-3-octyl-1-phenylsulfonylpent-1-ene 
• 1359738-61-6 (R)-6-methyl-3-octyl-2-(p-tolylsulfonyl)-2,3-dihydropyridazine-4-carbaldehyde 
• 1360762-35-1 (3R,5R)-2-tert-butoxycarbonyl-1-(4-nitrophenylsulfonyl)-5-octylpyrazolidin-3-ol 
• 1360762-63-5 (5R)-1-(4-nitrophenylsulfonyl)-5-octyl-4,5-dihydro-1H-pyrazole 
• 1360762-76-0 (5R)-2-tert-butoxycarbonyl-1-(4-nitrophenylsulfonyl)-5-octylpyrazolidin-3-one 
• 1378251-05-8 (R,E)-[3-(2,2-dimethoxyethyl)undec-1-enyl]benzene 

Relevant articles and documents

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.

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