(E)-But-2-enal

• CAS: 15798-64-8
• Catalog Number: ACM15798648
• Category: Other Products
• Molecular Weight: 0
• Molecular Formula: C₄H₆O
• Synonyms: CIS-CROTONIC ALDEHYDE;(2Z)-2-Butenal;(Z)-2-Butenal;cis-Crotonaldehyde;Isocrotonaldehyde;(Z)-Crotonaldehyde;2-Butenal, (2Z)-;2-Butenal, (Z)-

Case Study

Selective Hydrogenation of Crotonaldehyde into Crotyl Alcohol

Zhang Z, et al. ACS Catalysis, 2020, 10(24), 14560-14566.

The selective hydrogenation of α,β-unsaturated aldehydes to unsaturated alcohols is important in the synthesis of fine chemicals. For example, using metal-free CeO2 nanorods (r-CeO2) as a catalyst, crotonaldehyde can be selectively hydrogenated and converted into crotyl alcohol, with a selectivity of up to 93.2% at 323 K.
Selective hydrogenation of crotonaldehyde catalyzed by r-CeO2
· The gas phase crotonaldehyde hydrogenation reaction was conducted in a fixed bed reactor. 100 mg as-synthesized CeO2 catalyst was put into a quartz tube and the reaction was performed with the reaction gases of crotonaldehyde (273 K crotonaldehyde vapor pressure, 1.06 kPa) mixed with high-pure H2 (26 mL) at different desired temperatures. The concentration of crotonaldehyde was 1%.
· The reaction products and reactants were analyzed using an online gas chromatograph equipped with a flame ionization detector (FID) and a DB-Wax capillary column. For the catalytic cycle experiments, the sample was firstly reacted at 323 K for 160 min and then collected. Prior to the next use, the used sample was calcined at 623 K for 2 h.

Selective Electroreduction of Crotonaldehyde to Crotyl Alcohol and 1-Butanol

Ting L R L, et al. ChemSusChem, 2021, 14(14), 2963-2971.

(E)-But-2-enal, also known as crotonaldehyde, can be converted into high-value C4 chemicals such as crotyl alcohol and 1-butanol through the electroreduction pathway in the presence of different catalysts. A variety of functional catalysts have been developed, such as oxide-derived silver (OD-Ag) and iron nanoflakes (Fe-NF) catalysts.
· Electroreduction of crotonaldehyde to crotyl alcohol
Oxide-derived Ag (OD-Ag) catayzed crotyl alcohol formation with 84.3% FE at 0.75 V, which was 1.6 times higher than that of Ag foils under the same conditions. Undercoordinated sites on the OD-Ag surface, pinpointed by cyclic voltammetry, were proposed to promote the binding of crotonaldehyde via its oxygen atom to facilitate the preferential reduction of the C=O bond.
· Electroreduction of crotonaldehyde to 1-butanol
Iron nanoflakes (Fe-NF) catalyzed crotonaldehyde reduction to 1-butanol with 60.6% FE at 0.70 V. The superior activity of Fe-NF might arise from the activation of a mechanistic pathway for crotonaldehyde reduction to 1-butanol, which involves a concerted reduction of its C=C and C=O bonds.

Synthesis of Crotonaldehyde-Based Corrosion Inhibitors

Zafar N, et al. International Journal of Engineering Trends and Technology, 2022, 70, 8.

Oligomer corrosion inhibitors can be prepared using crotonaldehyde, diamidophosphate and dithioamidophosphate as raw materials. The resulting oligomers are used as corrosion inhibitors to protect metal structures from corrosion by sulfur gases and H2S produced in the petroleum industry.
Corrosion inhibitor synthesis procedure
· In synthesising nitrogen-, phosphorus, and sulfurcontaining oligomeric corrosion inhibitors in ethanol, the reaction first proceeds with the formation of monomers based on crotonaldehyde with di(thio)amidophosphates.
· The ratio of crotonaldehyde and thiocarbamide is 1:2. The reaction is carried out in a thiocarbamide solution at a temperature of 308-313 K. Initially, 55-70% (thio)urea is introduced, after which the product is cooled. The remaining (thio)urea is added.
· The resulting product of the interaction of crotonaldehyde with diamidophosphates has the following characteristics: a brown solid, non-volatile, the content of the main component is 98.7%, and impurities - 1.3%. The resulting product is diluted to 50-55% to obtain a working solution.

Custom Q&A

What is the molecular formula of Crotonaldehyde?

The molecular formula of Crotonaldehyde is C4H6O.

What is the molecular weight of Crotonaldehyde?

The molecular weight of Crotonaldehyde is 70.09 g/mol.

What is the IUPAC name for Crotonaldehyde?

The IUPAC name for Crotonaldehyde is (E)-but-2-enal.

What is the InChI key for Crotonaldehyde?

The InChI key for Crotonaldehyde is MLUCVPSAIODCQM-NSCUHMNNSA-N.

What is the chemical structure of Crotonaldehyde in canonical SMILES notation?

The chemical structure of Crotonaldehyde in canonical SMILES is CC=CC=O.

What is the CAS number for Crotonaldehyde?

The CAS number for Crotonaldehyde is 4170-30-3.

What is the UN number for Crotonaldehyde?

The UN number for Crotonaldehyde is 1143.

What is the KEGG ID for Crotonaldehyde?

The KEGG ID for Crotonaldehyde is C19377.

What is the Pharos Ligand ID for Crotonaldehyde?

The Pharos Ligand ID for Crotonaldehyde is 2CHA95U5Q4ZN.

What is the RTECS number for Crotonaldehyde?

The RTECS number for Crotonaldehyde is GP9499000.