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

Definition

ChEBI: A 2-undecenal in which the C2C bond has E configuration.

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

General Description

trans-2-undecenal is mainly formed due to the oxidation of triolein while heating. It occurs naturally in coriander, fresh red pepper and watermelon.

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 
• 75456-63-2 undec-1-enal dimethyl acetal 
• 198982-64-8 3-chloro-1-undecenylthio benzene 
• 122-32-7 trioleoylglycerol 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 71276-99-8 1,1-Diethoxy-2-undecen 
• 872-05-9 1-Decene 
• 123-73-9 crotonaldehyde 
• 107-02-8 acrolein 
• 75039-84-8 (E)-undec-2-en-1-ol 
• 57943-00-7 Diethyl-dithiocarbamic acid (E)-undec-2-enyl ester 
• 132869-11-5 1,1,3-Tribromo-undecane 
• 111-83-1 1-bromo-octane 
• 71276-99-8 1,1-diethoxy-undec-2c-ene 

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 
• 110556-25-7 (E)-undec-2-enenitrile 
• 1378251-07-0 (R,E)-1-chloro-4-[3-(2,2-dimethoxyethyl)undec-1-enyl]benzene 
• 1378251-06-9 (R,E)-1-[3-(2,2-dimethoxyethyl)undec-1-enyl]-4-methoxybenzene 
• 1378251-05-8 (R,E)-[3-(2,2-dimethoxyethyl)undec-1-enyl]benzene 
• 1360762-76-0 (5R)-2-tert-butoxycarbonyl-1-(4-nitrophenylsulfonyl)-5-octylpyrazolidin-3-one 
• 1360762-63-5 (5R)-1-(4-nitrophenylsulfonyl)-5-octyl-4,5-dihydro-1H-pyrazole 

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.

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.