67592-76-1

Basic information

• Product Name: 2-(4-chlorophenyl)pent-4-enal
• Synonyms: 2-(4-chlorophenyl)pent-4-enal
• CAS NO: 67592-76-1
• Molecular Weight: 194.661
• Mol File: 67592-76-1.mol

Chemical Properties

• CAS DataBase Reference: 2-(4-chlorophenyl)pent-4-enal(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-chlorophenyl)pent-4-enal(67592-76-1)
• EPA Substance Registry System: 2-(4-chlorophenyl)pent-4-enal(67592-76-1)

Safety Data

• Hazardous Substances Data: 67592-76-1(Hazardous Substances Data)

Upstream product

• 2362-79-0 N-(4-chlorobenzylidene)aniline 
• 945489-21-4 C₁₁H₁₂BrClO 
• 24850-33-7 allyltributylstanane 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 136411-67-1 2-allyl-2-(4-chlorophenyl)oxirane 
• 937-20-2 p-chlorophenacyl chloride 

Relevant articles and documents

A new type of allylation: Synthesis of β,γ-unsaturated ketones from α-halogenated aryl ketones using an allyltributyltin(IV)-tin(II) dichloride-acetonitrile system

Allylation of α-halogenated aryl ketones with an allyltributyltin-tin dichloride-acetonitrile system gave β,γunsaturated ketones in high yields via selective aryl rearrangement.

Pyrolysis of azetidinone derivatives: A versatile route towards electron-rich alkenes, C-1 allylation and/or homologation of aldehydes

Pyrolysis of β-lactams and β-thiolactams led essentially to stereoselective synthesis of the high energy electron-rich Z-alkenes. Extension of this methodology to the pyrolysis of 3-allyloxy derivatives gave a simple direct route to the synthetically important 4-pentenal. These pyrolytic transformations convert aldehydes to aryloxyalkenes (a protected homologation) and 4-pentenal (a C-1 allylation and homologation). The starting 3-aryloxy and 3-allyloxy-β-lactams were synthesized by the standard Staudinger ketene-imine [2 + 2] cycloaddition. The corresponding β-thiolactams have readily been obtained in good yields by thiation of β-lactams with Lawesson's reagent. This journal is the Partner Organisations 2014.

Multi-product classes obtained from allylation of α-halo ketones with allylzinc bromide

An efficient, one-pot synthesis procedure for the preparation of allylic epoxides, aldehydes and homoallylic alcohols (see scheme) has been described. The three industrial products were synthesized by the reaction of allylzinc bromide with a-halo ketones

Preference of 4-exo ring closure in copper-catalyzed intramolecular coupling of vinyl bromides with alcohols

The copper-catalyzed intramolecular O-vinylation of γ-bromohomoallylic alcohols was investigated. With 10 mol % of CuI as the catalyst and 20 mol % of 1,10-phenanthroline as the ligand, the reactions of 3-bromo-3-buten-1-ols in refluxing CH3CN