15798-64-8

Basic information

• Product Name: (E)-but-2-enal
• Synonyms: CIS-CROTONIC ALDEHYDE;(2Z)-2-Butenal;(Z)-2-Butenal;cis-Crotonaldehyde;Isocrotonaldehyde;(Z)-Crotonaldehyde;2-Butenal, (2Z)-;2-Butenal, (Z)-
• CAS NO: 15798-64-8
• Molecular Formula: C₄H₆O
• Molecular Weight: 70.09
• Mol File: 15798-64-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: -74°C
• Boiling Point: 104°C
• Flash Point: 4.6°C
• Appearance: /
• Density: 0.8190
• Refractive Index: 1.4365
• CAS DataBase Reference: (E)-but-2-enal(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-but-2-enal(15798-64-8)
• EPA Substance Registry System: (E)-but-2-enal(15798-64-8)

Safety Data

• Hazardous Substances Data: 15798-64-8(Hazardous Substances Data)

Usage

General Description

(E)-but-2-enal is a chemical compound with the formula C4H6O. It is an aldehyde and exists as a colorless to pale yellow liquid with a pungent, fruity odor. (E)-but-2-enal is commonly used as a flavoring agent in food and beverages due to its sweet and fruity aroma. Additionally, it is used as a precursor for the synthesis of other chemicals such as fragrances and pharmaceuticals. It is also known to be an important component in the production of plastics, resins, and rubber. However, (E)-but-2-enal is highly reactive and can cause irritation to the eyes, skin, and respiratory system, and should be handled with caution.

InChI:InChI=1S/C4H6O/c1-2-3-4-5/h2-4H,1H3/b3-2-

Upstream product

• 5194-51-4 (2E,4E)-hexa-2,4-diene 
• 5194-50-3 (E,Z)-2,4-hexadiene 
• 4088-60-2 cis-2-buten-1-ol 
• 68691-89-4 4-methylsulfinyl-4-methylthio-1-butene 
• 6108-61-8 cis,cis-2,4-Hexadien 
• 4885-02-3 Dichloromethyl methyl ether 
• 66680-84-0 tributyl(propenyl)tin 
• 17680-03-4 1-(trimethylstannyl)prop-1-ene 
• 4344-87-0 3-hydroxy-5-methyl-1H-pyrazole 
• 6776-19-8 ethyl (Z)-crotonate 
• 1191-99-7 2,3-dihydro-2H-furan 
• 123-73-9 trans-Crotonaldehyde 

Downstream Products

• 31704-80-0 3-(5-methyl-2-furyl)butyraldehyde 
• 50697-48-8 3-methyl-4-nitrobutyraldehyde 
• 33718-99-9 (Z)-2-bromobut-2-enal 

Relevant articles and documents

Method for preparing Z-isomer by E-isomer of alpha, beta-nonsaturated carbonyl compound

The invention provides a method for preparing a Z-isomer by an E-isomer of an alpha, beta-nonsaturated carbonyl compound. The method uses nitrogen-containing chiral binaphthol phosphoramidite to prepare a catalyst, under mild reaction condition, the E-isomer of the alpha, beta-nonsaturated carbonyl compound is efficiently conversed to the Z-isomer. The method is especially suitable for preparing neral through isomerization of partial geranial in a citral split residual material, the citral with mol ratio of the obtained geranial to neral being 1:1 can be reused for splitting the neral, raw material utilization rate is increased, and the cost is reduced.

Total synthesis and biological evaluation of (-)-exiguolide analogues: Importance of the macrocyclic backbone

(-)-Exiguolide (1), isolated from the marine sponge Geodia exigua, has been shown to inhibit the growth of the A549 human lung adenocarcinoma and NCI-H460 human lung large cell carcinoma cells in vitro. In this study, we synthesized structural analogues o

Synthesis of aromatic and αβ-unsaturated aldehydes by a friedel-crafts-like electrophilic destamylation using 1,1-dichloromethyl metyhyl ether

A mild and effective method for the preparation of a variety of aromatic (7a-m), heteroaromatic (7n-r), and α,β-unsaturated aldehydes (8a-f) is described. The reaction of trialkylaryl- (2a-o), heteroaryl- (2p-t), and 1-alkenylstannanes (4a-f and 5a-f) with dichloromethyl methyl ether (1, DCME) in the presence of aluminium trichloride followed by hydrolysis provides the corresponding aldehydes. In the case of arylstannanes the ipso-isomers are generally formed; the p-alde-hydes occur as side products. The electrophilic substitution of 1-alkenylstannanes with 1 leads to α,β-unsaturated aldehydes In an ipso- and stereospecific manner. A comparison of the leaving abilities of the stannyl and silyl groups shows a lower or even zero reactivity of the silyl-substituted compounds 8a-e towards the electrophile 1. In the silylstannylalkene 6c only the stannyl group reacts whereas the stannyl function remains unaffected in the product, aldehyde 11.