The Chemical Educator
ISSN: 1430-4171 (electronic version)
Abstract Volume 10
Issue 2 (2005) pp 133-135
Bismuth(III)-Mediated Allylation of Benzaldehyde Dimethyl Acetal: Analysis of First-Order Coupling in the NMR Spectrum
R. David Crouch*, Anna C. Kreshock, Michael S. Holden
Department of Chemistry, Dickinson College, Carlisle,
Published online: 26 February 2005
Abstract. We describe our version of a bismuth (III)-mediated allylation reaction of benzaldehyde dimethyl acetal with allyltrimethylsilane. The vinylic hydrogens of the resulting ether can be identified in the 1H NMR spectrum through a partial analysis of the NMR splitting patterns.
Key Words: Laboratories and Demonstrations; organic chemistry; organic synthesis; NMR spectrometry
(*) Corresponding author. (E-mail: firstname.lastname@example.org)
Written material for students including a laboratory handout and safety instructions; instructor notes; CAS registry numbers for the reagents; and spectra are available in a Zip file as supporting material (228 KB).
Issue date: April,