24247-53-8

Basic information

• Product Name: 2-BROMO-2-BUTENAL
• Synonyms: 2-BROMO-2-BUTENAL
• CAS NO: 24247-53-8
• Molecular Formula: C₄H₅BrO
• Molecular Weight: 148.99
• Mol File: 24247-53-8.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 173.6°C at 760 mmHg
• Flash Point: 92.1°C
• Appearance: /
• Density: 1.5797
• Vapor Pressure: 1.26mmHg at 25°C
• Refractive Index: 1.5184
• CAS DataBase Reference: 2-BROMO-2-BUTENAL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-2-BUTENAL(24247-53-8)
• EPA Substance Registry System: 2-BROMO-2-BUTENAL(24247-53-8)

Safety Data

• Hazardous Substances Data: 24247-53-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H5BrO/c1-2-4(5)3-6/h2-3H,1H3/b4-2-

Upstream product

• 123-73-9 trans-Crotonaldehyde 
• 98551-14-5 (Z)-2-bromo-1,1-diethoxy-2-butene 
• 15798-64-8 cis-crotonaldehyde 
• 123-73-9 crotonaldehyde 
• 83769-15-7 (2-Bromo-3,3-dihydroxy-1-methyl-propyl)-dimethyl-sulfonium; bromide 
• 50553-14-5 2,3-dibromo-butyraldehyde 
• 74322-77-3 trans-1-Morpholinobutadien 
• 10028-15-6 ozone 
• 67-66-3 chloroform 
• 19147-46-7 4,5-dibromo-hex-2-enoic acid 
• 7726-95-6 bromine 
• 25798-85-0 1,1,3-triethoxy-2-bromo-butane 
• 98551-14-5 2-bromo-crotonaldehyde diethylacetal 
• 127-09-3 sodium acetate 

Downstream Products

• 2591-86-8 N-Formylpiperidine 
• 105098-71-3 α-piperidinocrotonaldehyde 
• 22039-42-5 1,2-dipiperidino-ethene 
• 114746-02-0 1,2-Dipiperidinoethylen 
• 52900-92-2 2-Piperidinobut-2-enal 
• 52900-93-3 E-2-Piperidino-2-butenal 

Relevant articles and documents

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Studies towards total synthesis of antillatoxin: Investigation of the indium-mediated allylation reactions of carbonyl compounds with β-bromocrotylbromide in water

Indium mediates the coupling of β-bromocrotylbromide with carbonyl compounds in saturated ammonium chloride in the presence of lanthanide triflate under sonication to give the corresponding compounds in good yield and moderate to high syn diastereoselecti

Enantioselective NHC-Catalyzed [3+3] Annulation of α-Bromoenals with 2-Aminobenzimidazoles

A chiral carbene-catalyzed [3+3] annulation of α-bromoenals with 2-aminobenzimidazoles providing pyrimido[1,2-a]benzimidazoles has been described. This protocol features a broad scope and good functional group tolerance. Biological studies indicated that the formed pyrimido[1,2-a]benzimidazole exhibited moderate cytotoxic activity against tumor cells.

Reactions of α-haloacroleins with azides: Highly regioselective synthesis of formyl triazoles

A general metal-free route to 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles was developed. α-Haloacroleins reacted with organic azides in a DMSO/H2O mixture solvent at room temperature to produce 1,4-disubstituted triazoles (up to 99%) with exclusive regioselectivities. This protocol is convenient and scalable with a broad substrate scope including aliphatic and aromatic azides. The resulting triazoles exhibited an aldehyde group at the C4 position and demonstrated synthetic utilizations. One 1,2,3-triazole compound containing diastereotopic protons was also identified.