37423-42-0

Basic information

• Product Name: 4-Nonenal
• Synonyms: 4-Nonenal
• CAS NO: 37423-42-0
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140
• Mol File: 37423-42-0.mol

Chemical Properties

• Boiling Point: 196℃
• Flash Point: 67℃
• Appearance: /
• Density: 0.834
• CAS DataBase Reference: 4-Nonenal(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Nonenal(37423-42-0)
• EPA Substance Registry System: 4-Nonenal(37423-42-0)

Safety Data

• Hazardous Substances Data: 37423-42-0(Hazardous Substances Data)

Upstream product

• 4938-52-7 1-hepten-3-ol 
• 110-62-3 pentanal 
• 80816-20-2 l-butyl-2-propenyl-vinyl ether 
• 16695-34-4 (E)-4-none-1-ol 
• 592-76-7 1-Heptene 
• 75-07-0 acetaldehyde 

Downstream Products

• 50933-33-0 (7E/Z,11Z/E)-7,11-hexadecadien-1-yl acetate 
• 2277-16-9 (E)-non-4-enal 
• 16695-34-4 (E)-4-none-1-ol 
• 59499-28-4 (Z)-4-nonen-1-ol 

Relevant articles and documents

Investigation of Aliphatic Dienes by Chemical Ionization with Nitric Oxide

It is shown that the position of the double bond close to the hydrocarbon end of an aliphatic diene functionalized at C(1) can readily be determined by chemical ionization with NO+.Owing to the low abundance of the ions characteristic for the position of the other double bond, its localization may be difficult.Measurement of the chemical ionization (nitric oxide as reagent gas) spectra of the corresponding epoxides or collision activation studies can help.

Organoaluiminum-promoted claisen rearrangement of allyl vinyl ethers

Unprecedentad stereochemical control has achieved in the Claisen of allyl vinyl of type 4 with certain bulky organoaluminum Thus, methylaluminum bis(4-bromo-2,6-di-tert-butylphenoxide) (reagent A) can be utilized for obtaining the (Z) isomer, (Z)-6, whereas the (E) isomer, (E)-6 was produced with methylaluminum bis(2,6-diphenylphenoxide) (reagent B). This organoaluminum-promoted Claisen rearrangement proceeds under very mild conditions with very good E and Z selectlvities. On the basis of the Claisen rearrangement of optically active substrate 7 with reagent A, the Z selectivity would be interpreted by the intervention of the chairlike transition-state conformation with the isobutyl substituent axial. The present organoalunminum-promoted Claisen rearrangement has successfully applied to the synthesis of (4E,7Z)-4,7-tridecadienyl acetate (15), a component of the sex of tuberworm moth, in stereoselective fashion. Furthermore, the Claisen rearrangement of bisallyl vinyi ether16 with reagent A or B has been found to involve the more substituted allylic system to furnish dienal 18 preferentially, not obtainable in the ordinary thermal rearrangement. This chemistry been further extended to the ionic rearrangement of dienyl vinyl ether 28 by using reagent A in a polar solvent the previously unknown, remote transfer of the vinyloxy moiety by [3,5]-sigmatropic rearrangement via ionic intermediate 29 has observed.

ALIPHATIC CLAISEN REARRANGEMENT PROMOTED BY ORGANOALUMINIUM COMPOUNDS

Treatment of allyl vinyl ether derivatives with organoaluminium amphoteric reagent, R3Al or R2AlSPh, results in the title reaction at room temperature under uptake of R, H, or SPh as a nucleophile on the aldehydic carbon.