2497-25-8

Basic information

• Product Name: 2-decenal,(Z)-2-decenal
• Synonyms: 2-decenal,(Z)-2-decenal;2-Decenal, (Z)-;(Z)-2-Decenal
• CAS NO: 2497-25-8
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• Mol File: 2497-25-8.mol
• Article Data: 16

Chemical Properties

• Melting Point: -16°C (estimate)
• Boiling Point: 227.64°C (estimate)
• Flash Point: 96.1°C
• Appearance: /
• Density: 0.8664 (estimate)
• Refractive Index: 1.4459 (estimate)
• CAS DataBase Reference: 2-decenal,(Z)-2-decenal(CAS DataBase Reference)
• NIST Chemistry Reference: 2-decenal,(Z)-2-decenal(2497-25-8)
• EPA Substance Registry System: 2-decenal,(Z)-2-decenal(2497-25-8)

Safety Data

• Hazardous Substances Data: 2497-25-8(Hazardous Substances Data)

Upstream product

• 18409-18-2 (E)-2-decenol 
• 112-31-2 caprinaldehyde 
• 28735-89-9 1,1-dimethoxy-dec-2-ene 
• 60697-67-8 trans-1-bromo-2-decene 
• 74824-56-9 dec-1-en-3-ol 
• 13125-66-1 n-heptylmagnesium bromide 
• 112-30-1 1-Decanol 
• 124-13-0 Octanal 
• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 
• 112-62-9 Methyl oleate 
• 872-05-9 1-Decene 
• 22104-80-9 dec-2-en-1-ol 
• 122-32-7 trioleoylglycerol 
• 4117-14-0 2-decyn-1-ol 

Downstream Products

• 112-31-2 caprinaldehyde 
• 334-48-5 1-decanoic acid 
• 334-49-6 trans-2-decenoic acid 
• 3913-81-3 (E)-2-decenal 
• 112-30-1 1-Decanol 
• 1158468-56-4 (1S,6R)-ethyl 3-(diethoxyphosphoryl)-6-heptyl-2-oxocyclohex-3-enecarboxylate 
• 1174194-21-8 (R,E)-3-styryldecan-1-ol 
• 1280739-11-8 (4aS,5R,6S,10bS)-5-heptyl-6-(2-oxo-2-phenylethyl)-2-phenyl-4a,5,6,10b-tetrahydro-4H-benzo[f]isochromen-4-one 
• 22104-80-9 dec-2-en-1-ol 
• 1360762-34-0 (3R,5R)-2-tert-butoxycarbonyl-5-heptyl-1-(4-nitrophenylsulfonyl)pyrazolidin-3-ol 
• 1360762-61-3 (5R)-5-heptyl-1-(4-nitrophenylsulfonyl)-4,5-dihydro-1H-pyrazole 

Relevant articles and documents

First total synthesis of cyrmenin

A short and efficient synthesis of cyrmenin B1 an antifungal metabolite of myxobacteria Cystobacter armeniaca and Archangium gephyra, is described. The crucial steps of the synthesis included the formation of the dehydroalanine moiety from the corresponding serine acetate and the formation of the β-methoxyacrylate system via trimethylsilyldiazomethane methylation of the corresponding β-hydroxy enamide.

An Unsaturated Quinolone N-Oxide of Pseudomonas aeruginosa Modulates Growth and Virulence of Staphylococcus aureus

The pathogen Pseudomonas aeruginosa produces over 50 different quinolones, 16 of which belong to the class of 2-alkyl-4-quinolone N-oxides (AQNOs) with various chain lengths and degrees of saturation. We present the first synthesis of a previously proposed unsaturated compound that is confirmed to be present in culture extracts of P. aeruginosa, and its structure is shown to be trans-Δ1-2-(non-1-enyl)-4-quinolone N-oxide. This compound is the most active agent against S. aureus, including MRSA strains, by more than one order of magnitude whereas its cis isomer is inactive. At lower concentrations, the compound induces small-colony variants of S. aureus, reduces the virulence by inhibiting hemolysis, and inhibits nitrate reductase activity under anaerobic conditions. These studies suggest that this unsaturated AQNO is one of the major agents that are used by P. aeruginosa to modulate competing bacterial species.

Dehydrogenative Synthesis of Linear α,β-Unsaturated Aldehydes with Oxygen at Room Temperature Enabled by tBuONO

Synthesis of linear α,β-unsaturated aldehydes via a room-temperature oxidative dehydrogenation has been realized by the cocatalysis of an organic nitrite and palladium with molecular oxygen as the sole clean oxidant. Linear α,β-unsaturated aldehydes could be efficiently prepared under aerobic catalytic conditions directly from the corresponding saturated linear aldehydes. Besides linear products, the aromatic analogy could also be smoothly achieved by the same standard method. The organic nitrite redox cocatalyst and alcohol solvent play a key role for realizing this method.