13183-21-6

Basic information

• Product Name: Butanal semicarbazone
• Synonyms: Butanal semicarbazone;Butyraldehyde semicarbazone
• CAS NO: 13183-21-6
• Molecular Formula: C₅H₁₁N₃O
• Molecular Weight: 129.16
• Mol File: 13183-21-6.mol

Chemical Properties

• Melting Point: 188 °C
• Appearance: /
• Density: 1.11±0.1 g/cm3(Predicted)
• PKA: 12.25±0.46(Predicted)
• CAS DataBase Reference: Butanal semicarbazone(CAS DataBase Reference)
• NIST Chemistry Reference: Butanal semicarbazone(13183-21-6)
• EPA Substance Registry System: Butanal semicarbazone(13183-21-6)

Safety Data

• Hazardous Substances Data: 13183-21-6(Hazardous Substances Data)

Upstream product

• 123-72-8 butyraldehyde 
• 563-41-7 semicarbazide hydrochloride 

Downstream Products

• 123-72-8 butyraldehyde 

Relevant articles and documents

A general and convenient synthesis of 4-(tosylmethyl)semicarbazones and their use in amidoalkylation of hydrogen, heteroatom, and carbon nucleophiles

A general synthesis of previously unknown semicarbazone-based α-amidoalkylating reagents, 4-(tosylmethyl)semicarbazones, has been developed. The synthesis involved three-component condensation of semicarbazones of aliphatic or aromatic aldehydes with the same or other aldehydes and p-toluenesulfinic acid. The scope and limitations of this reaction were investigated. The compounds obtained were demonstrated to be an efficient α-(4-semicarbazono)alkylating agents. They were reacted with H- (sodium borohydride), O- (sodium methylate), S- (sodium phenylthiolate), N- (pyrrolidine, sodium succinimide), P- (trialkyl phosphites), and C-nucleophiles (sodium diethyl malonate) to give the corresponding products of the tosyl group substitution, 4-substituted semicarbazones, including analogues of nitrofurazone. Among the prepared compounds tested in vitro for antibacterial and antifungal activity, three nitrofuryl-containing semicarbazones exhibited high biological activities with minimum inhibitory concentration (MIC) values of 8–32 μg/mL.

Synthesis of 2-amino-1,3,4-oxadiazoles and 2-Amino-1,3,4-thiadiazoles via sequential condensation and I2-mediated oxidative C-O/C-S bond formation

2-Amino-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles were synthesized via condensation of semicarbazide/thiosemicarbazide and the corresponding aldehydes followed by I2-mediated oxidative C-O/C-S bond formation. This transition-metal-free sequential synthesis process is compatible with aromatic, aliphatic, and cinnamic aldehydes, providing facile access to a variety of diazole derivatives bearing a 2-amino substituent in an efficient and scalable fashion.