7319-38-2

Basic information

• Product Name: 3-butenal
• Synonyms: 3-butenal
• CAS NO: 7319-38-2
• Molecular Formula: C₄H₆O
• Molecular Weight: 70.09
• Mol File: 7319-38-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: -77°C (estimate)
• Boiling Point: 71.54°C (estimate)
• Appearance: /
• Density: 0.7894 (estimate)
• Vapor Pressure: 140mmHg at 25°C
• Refractive Index: 1.4197 (estimate)
• CAS DataBase Reference: 3-butenal(CAS DataBase Reference)
• NIST Chemistry Reference: 3-butenal(7319-38-2)
• EPA Substance Registry System: 3-butenal(7319-38-2)

Safety Data

• Hazardous Substances Data: 7319-38-2(Hazardous Substances Data)

Usage

General Description

3-butenal, also known as crotonaldehyde, is a highly reactive and flammable organic compound that is commonly used as a building block in the production of various chemicals, such as butanol and plasticizers. It is a colorless liquid with a pungent, suffocating odor and is highly soluble in water. 3-butenal is also found naturally in various foods, such as coffee and almonds, and is responsible for the characteristic flavors and aromas of these products. However, exposure to 3-butenal can be hazardous to human health, as it is a respiratory irritant and a potential carcinogen. Therefore, it is important to handle 3-butenal with caution and ensure proper ventilation and protective measures are in place when working with this chemical.

InChI:InChI=1/C4H6O/c1-2-3-4-5/h2,4H,1,3H2

Upstream product

• 106-99-0 buta-1,3-diene 
• 10034-09-0 1-methoxy-1,3-butadiene 
• 19774-38-0 1-cis-Methoxy-1,3-trans-butadiene 
• 930-22-3 epoxybutene 
• 2516-33-8 Cyclopropylmethanol 
• 10602-36-5 3-butenal 1,1-diethylacetal 
• 72380-56-4 3-butenal dimethyl acetal 
• 130436-11-2 C₁₀H₁₁NO₃S 
• 32797-18-5 but-3-enal enol tautomer 
• 70415-58-6 (Z)-1-hydroxybuta-1,3-diene 
• 4427-96-7 4-vinyl-1,3-dioxolan-2-one 

Downstream Products

• 239075-73-1 (4S)-3-<(2S,3R)-1-oxo-2-(but-3-enyl-1-oxy)-3-hydroxy-4-hexenyl>-4-benzyl-2-oxazolidinone 
• 239075-75-3 (4S)-3-<(2S,3R)-1-oxo-2-(pent-4-enyl-1-oxy)-3-hydroxy-5-hexenyl>-4-benzyl-2-oxazolidinone 
• 239075-67-3 (4S)-3-<(2S,3R)-1-oxo-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-3-hydroxy-5-hexenyl>-4-benzyl-1,3-oxazolidine-2-thione 
• 239075-95-7 (4S)-3-<(2S,3R)-1-oxo-2-<(R)-1-(benzyloxymethyl)but-3-enyl-1-oxy>-3-hydroxy-5-hexenyl>-4-benzyl-1,3-oxazolidinone 
• 1190929-27-1 C₂₂H₃₀O₆ 
• 1205673-96-6 (S)-4-benzyl-3-((2S,3R)-3-hydroxy-2-vinylhex-5-enoyl)oxazolidin-2-one 
• 1240260-68-7 C₁₁H₁₃ClO₂S 
• 1233348-00-9 3-[(2-methoxyphenyl)dimethylsilanyl]hepta-1,6-dien-4-ol 
• 1246920-52-4 (R)-3-hydroxyl-1-((R)-4-mesityl-2-thioxothiazolidin-3-yl)hex-5-en-1-one 
• 1257148-62-1 C₂₀H₂₈O₄ 
• 1257148-82-5 C₂₂H₃₂O₄ 
• 1333225-84-5 (2S,4S,5R)-2-benzyloxy-5-hydroxy-4-methyl-7-octen-3-one 
• 1373432-30-4 (S)-3-hydroxy-1-((S)-4-mesityl-2-thioxothiazolidin-3-yl)hex-5-en-1-one 

Relevant articles and documents

First preparation of 5-allyl-1,3-oxazolidine-2-thione (napoleiferin), a natural homolog of 5-vinyl-1,3-oxazolidine-2-thione (goitrin)

The preparation of 5-allyl-1,3-oxazolidine-2-thione (napoleiferin) 5 via a practical synthesis of but-3-enal 2 and the key intermediate 1-aminopent- 4-en-2-ol 4 is described for the first time.

Visible Light Induced Reactions of NO2 with Conjugated Dienes in a Low-Temperature Ar Matrix

Visible light induced oxygen atom transfer from NO2 to conjugated dienes has been investigated in a low-temperature Ar matrix, where the dienes are 1,3-butadiene (BD), 2-methyl-1,3-butadiene (isoprene), and 2,3-dimethyl-1,3-butadiene (DMB).In each diene/NO2/Ar system, the corresponding nitrite radical, oxirane, aldehyde, and NO were obtained as the photochemical reaction products.The reactions are initiated by the formation of undetecteable short-lived oxirane biradical and NO due to visible light induced O atom transfer from NO2 to the conjugated dienes. (1) The recombination of oxirane biradicals and neighboring NO gives the nitrite radicals as the photochemical intermediate. (2) The ring closure of the biradicals leads to the formation of oxiranes. (3) The intramolecular H atom transfer of biradicals leads to the formation of aldehydes.The visible photolysis of the nitrite radicals gives rise to oxirane, aldehyde, and NO.The reaction rates are derived by measuring the absorbance changes of the products upon the 582-nm irradiation.The methyl substituent effect on the reactivity is discussed.

Simple Enols. 5. (Z)- and (E)-1-Hydroxy-1,3-butadiene

(Z)- and (E)-1-hydroxybutadiene have been generated from their trimethylsilyl derivatives in slightly acidic aqueous acetonitrile and CH3OH-DMSO mixtures and characterized by NMR spectroscopy.The kinetics and products of ketonization of both dienols have been investigated.In aqueous solution they yield mixtures of (E)-2-butenal and 3-butenal whose proportions depend on pH.Analysis of the variation of product composition with pH indicates that (E)-1-hydroxybutadiene yields 90.1, 28.0, and 44.7percent of (E)-2-butenal in the H3O+, H2O, and HO--catalyzed reactions, whereas (Z)-1-hydroxybutadiene yields 69.8, 17.2, and 19.6percent.It is suggested that transmission of positive charge to the oxygen in the transition state for protonation at the 4-position is more efficient with the E than with the Z isomer, possibly because it is easier for the former to attain a planar conformation.No evidence was found for a mechanism that involves a cyclic transition state for the spontaneous ketonization of (Z)-butadienol.