69112-21-6

Basic information

• Product Name: (E)-hex-3-enal
• Synonyms: (E)-hex-3-enal;3-Hexenal, (3E)-;(E)-3-Hexenal;3-Hexenal, (E)-;3-Hexenal, trans-;Brn 1720172;Einecs 273-874-6
• CAS NO: 69112-21-6
• Molecular Formula: C6H10O
• Molecular Weight: 98.143
• EINECS: 273-874-6
• Mol File: 69112-21-6.mol
• Article Data: 17

Chemical Properties

• Melting Point: -78°C (estimate)
• Boiling Point: 133.68°C (estimate)
• Appearance: /
• Density: 0.8280
• Refractive Index: 1.4210
• CAS DataBase Reference: (E)-hex-3-enal(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-hex-3-enal(69112-21-6)
• EPA Substance Registry System: (E)-hex-3-enal(69112-21-6)

Safety Data

• Hazardous Substances Data: 69112-21-6(Hazardous Substances Data)

Usage

General Description

(E)-hex-3-enal, also known as trans-2-hexenal, is a colorless to pale yellow liquid with a strong, pungent, green, oily odor. It is a naturally occurring compound in some fruits and vegetables, such as green apples, which contributes to their characteristic aroma. It is commonly used as a flavoring agent in food products and as a fragrance in perfumes and personal care products. (E)-hex-3-enal has also been studied for its potential antimicrobial properties and has been found to exhibit some level of toxicity towards certain microorganisms. Additionally, it is used in the chemical synthesis of other compounds and has applications in various industries, including food and beverage, fragrance, and pharmaceuticals.

InChI:InChI=1S/C6H10O/c1-2-3-4-5-6-7/h3-4,6H,2,5H2,1H3/b4-3+

Upstream product

• 32233-45-7 hept-4t-ene-1,2-diol 
• 928-97-2 (E)-3-hexen-1-ol 
• 41818-37-5 1-methoxy-hex-1-en-3-yne 
• 1418759-66-6 C₁₈H₄₀O₂Si₂ 
• 1577-18-0 (E)-3-hexenoic acid 
• 504-60-9 penta-1,3-diene 
• 19781-78-3 1-hepten-4-yne 
• 26553-46-8 ethyl (E)-3-hexenoate 
• 89897-10-9 hept-4-yne-1,2-diol 
• 6789-80-6 (3Z)-hexenal 
• 928-96-1 (Z)-3-Hexen-1-ol 

Downstream Products

• 2122-01-2 1-(hex-3-enylidene)-2-(2,4-dinitrophenyl)hydrazine 
• 6728-26-3 (E)-2-Hexenal 
• 2122-02-3 1-(hex-2-enylidene)-2-(2,4-dinitrophenyl)hydrazine 
• 58927-86-9 (E)-1-Phenyl-3-hexen-1-ol 
• 859173-88-9 (E)-octa-1,5-dien-3-one 
• 50306-14-4 (E)-(RS)-1,5-octadien-3-ol 
• 544-12-7 3-hexen-1-ol 
• 1453859-94-3 (E)-1-(4-chlorophenyl)hex-3-en-1-one 
• 1955-33-5 9Z,12Z,15E-octadecatrienoic acid 
• 162087-45-8 (8Z,11Z,14E)-1-bromoheptadeca-8,11,14-triene 
• 321307-46-4 (2R,4E)-2-(tert-butyldiphenylsilyl)oxy-1-(benzyloxycarbonyl)amino-4-heptene 
• 321307-45-3 (2R,4E)-2-(tert-butyldiphenylsilyl)oxy-1-(tert-butyloxycarbonyl)-amino-4-heptene 
• 321307-41-9 (2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-heptene 
• 321307-40-8 (2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-(p-methoxybenzyl)amino-4-heptene 

Relevant articles and documents

Ni-Catalyzed 1,2-Diarylation of Alkenyl Ketones: A Comparative Study of Carbonyl-Directed Reaction Systems

A nickel-catalyzed 1,2-diarylation of alkenyl ketones with aryl iodides and arylboronic esters is reported. Ketones with a variety of substituents serve as effective directing groups, offering high levels of regiocontrol. A representative product is diversified into a wide range of useful products that are not readily accessible via existing 1,2-diarylation reactions. Preliminary mechanistic studies shed light on the binding mode of the substrate, and Hammett analysis reveals the effect of electronic factors on initial rates.

Harnessing Secondary Coordination Sphere Interactions That Enable the Selective Amidation of Benzylic C-H Bonds

Engineering site-selectivity is highly desirable especially in C-H functionalization reactions. We report a new catalyst platform that is highly selective for the amidation of benzylic C-H bonds controlled by π-πinteractions in the secondary coordination sphere. Mechanistic understanding of the previously developed iridium catalysts that showed poor regioselectivity gave rise to the recognition that the π-cloud of an aromatic fragment on the substrate can act as a formal directing group through an attractive noncovalent interaction with the bidentate ligand of the catalyst. On the basis of this mechanism-driven strategy, we developed a cationic (ν5-C5H5)Ru(II) catalyst with a neutral polypyridyl ligand to obtain record-setting benzylic selectivity in an intramolecular C-H lactamization in the presence of tertiary C-H bonds at the same distance. Experimental and computational techniques were integrated to identify the origin of this unprecedented benzylic selectivity, and robust linear free energy relationship between solvent polarity index and the measured site-selectivity was found to clearly corroborate that the solvophobic effect drives the selectivity. Generality of the reaction scope and applicability toward versatile γ-lactam synthesis were demonstrated.

Hydroformylation of piperylene and efficient catalyst recycling in propylene carbonate

In contrast to monoolefins, diene hydroformylation is still a demanding task. Some dienes like butadiene and isoprene have been investigated more intensively, however, 1,3-pentadiene (piperylene) has been rarely investigated. Here, we present a systematic investigation of the hydroformylation of piperylene, using Rh(CO)2acac/Xantphos as an active catalyst which can be easily recycled in the green solvent propylene carbonate. Under the chosen conditions aldehyde yields of up to 82% have been obtained, while catalyst recycling was possible for up to six runs.