80466-34-8

Basic information

• Product Name: 2,4-Hexadienal
• Synonyms: 2,4-Hexanedienal;Ccris 5124;Nsc 16184;Nsc 68096
• CAS NO: 80466-34-8
• Molecular Formula: C₆H₈O
• Molecular Weight: 96.13
• Mol File: 80466-34-8.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 155.9°C at 760 mmHg
• Flash Point: 67.8°C
• Appearance: /
• Density: 0.857g/cm³
• Vapor Pressure: 2.97mmHg at 25°C
• Refractive Index: 1.45
• CAS DataBase Reference: 2,4-Hexadienal(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Hexadienal(80466-34-8)
• EPA Substance Registry System: 2,4-Hexadienal(80466-34-8)

Safety Data

• Hazardous Substances Data: 80466-34-8(Hazardous Substances Data)

Usage

General Description

2,4-Hexadienal is a highly reactive and volatile chemical compound belonging to the family of alpha, beta-unsaturated aldehydes. It is known for its strong odor and is commonly used in the flavor and fragrance industry. 2,4-Hexadienal is also an important intermediate in the synthesis of various organic compounds and is used in the production of food additives and pharmaceuticals. Due to its high reactivity, 2,4-Hexadienal is also used as a building block in the manufacturing of polymers, resins, and other industrial products. However, 2,4-Hexadienal is considered to be toxic and should be handled with caution, as it may cause irritation to the skin, eyes, and respiratory tract.

InChI:InChI=1/C6H8O/c1-2-3-4-5-6-7/h2-6H,1H3/b3-2-,5-4+

Upstream product

• 110-89-4 piperidine 
• 75-07-0 acetaldehyde 
• 123-73-9 crotonaldehyde 
• 25724-11-2 1.1.3.5-tetramethoxy-hexane 
• 4540-33-4 piperdinium acetate 
• 91009-55-1 6-ethoxy-4,6-dimethoxy-hex-2-ene 
• 92659-37-5 1-hexa-2,4-dienoyl-1H-imidazole 
• 91001-07-9 (E)-hexa-1,4-dien-3-ol 
• 7664-93-9 sulfuric acid 
• 71-43-2 benzene 
• 111-28-4 2,4-hexadiene-1-ol 
• 147-85-3 L-proline 
• 123-38-6 propionaldehyde 
• 1388156-98-6 HDEGP 

Downstream Products

• 27310-22-1 1,1-diethoxy-2,4-hexadiene 
• 70341-55-8 12-(3-hydroxy-octa-4,6-dienoyl)-9,10-dimethyl-9,10-dihydro-10,9-oxaazaethano-anthracene 
• 111-28-4 2,4-hexadiene-1-ol 
• 117679-33-1 (3E,5Z)-2-(Allyl-phenyl-amino)-hepta-3,5-dienenitrile 
• 16326-89-9 nona-3,5,7-trien-2-one 
• 91890-52-7 phenylseleno-2 hexadiene-2,4-al 
• 80674-40-4 erythro-3-Hydroxy-2-phenyl-(E,E)-4,6-octadiensaeure 
• 80674-40-4 threo-3-Hydroxy-2-phenyl-(E,E)-4,6-octadiensaeure 
• 51284-68-5 2,2'-dimethylazoxybenzene 
• 127717-69-5 7-chloro-3-methyl-9H-pyrrolo<1,2-a>indol-9-ol 
• 614-26-6 4,4'-bis(chloro)azoxybenzene 
• 127717-76-4 7-methoxy-3-methyl-9H-pyrrolo<1,2-a>indol-9-ol 
• 1562-94-3 4,4'-azoxy anisole 
• 127717-75-3 N-(4-methoxyphenyl)-5-methylpyrrole-2-carbaldehyde 

Relevant articles and documents

Synthesis of α,β- and β-Unsaturated Acids and Hydroxy Acids by Tandem Oxidation, Epoxidation, and Hydrolysis/Hydrogenation of Bioethanol Derivatives

We report a reaction platform for the synthesis of three different high-value specialty chemical building blocks starting from bio-ethanol, which might have an important impact in the implementation of biorefineries. First, oxidative dehydrogenation of ethanol to acetaldehyde generates an aldehyde-containing stream active for the production of C4 aldehydes via base-catalyzed aldol-condensation. Then, the resulting C4 adduct is selectively converted into crotonic acid via catalytic aerobic oxidation (62 % yield). Using a sequential epoxidation and hydrogenation of crotonic acid leads to 29 % yield of β-hydroxy acid (3-hydroxybutanoic acid). By controlling the pH of the reaction media, it is possible to hydrolyze the oxirane moiety leading to 21 % yield of α,β-dihydroxy acid (2,3-dihydroxybutanoic acid). Crotonic acid, 3-hydroxybutanoic acid, and 2,3-dihydroxybutanoic acid are archetypal specialty chemicals used in the synthesis of polyvinyl-co-unsaturated acids resins, pharmaceutics, and bio-degradable/ -compatible polymers, respectively.

An Engineered Alcohol Oxidase for the Oxidation of Primary Alcohols

Structure-guided directed evolution of choline oxidase has been carried out by using the oxidation of hexan-1-ol to hexanal as the target reaction. A six-amino-acid variant was identified with a 20-fold increased kcat compared to that of the wild-type enzyme. This variant enabled the oxidation of 10 mm hexanol to hexanal in less than 24 h with 100 % conversion. Furthermore, this variant showed a marked increase in thermostability with a corresponding increase in Tm of 20 °C. Improved solvent tolerance was demonstrated with organic solvents including ethyl acetate, heptane and cyclohexane, thereby enabling improved conversions to the aldehyde by up to 30 % above conversion for the solvent-free system. Despite the evolution of choline oxidase towards hexan-1-ol, this new variant also showed increased specific activities (by up to 100-fold) for around 50 primary aliphatic, unsaturated, branched, cyclic, benzylic and halogenated alcohols.

Catalytic Reactions of Homo- and Cross-Condensation of Ethanal and Propanal

Abstract: Processes of catalytic homocondensation of propanal and its cross-condensation with ethanal and methanal in the presence of aniline and amino acids have been studied. The dependence of the conversion of the reactants and selectivity of the homo/heterocondensation process on the catalyst nature and temperature has been revealed. It has been shown that the maximum acrolein selectivity is reached in the case of using benzoyl-substituted derivatives in water, with the proportion of the products of further condensation decreasing. The selectivity for the ethanal homocondensation product 2-butenal decreases simultaneously as a result of the formation of linear and branched oligomers of successive condensation.