Abstract
The reactivities of several softwood lignin model compounds with acetyl bromide have been examined in a number of good lignin solvents. Primary (y-)alcohols acetylate more rapidly than phenolic hydroxyls, whereas benzylic (α-)hydroxyls are converted to bromides via their acetates. Models treated under mild conditions with acetyl bromide cleanly produced acetylated α-bromo derivatives. Benzyl aryl ethers are cleaved rapidly and quantitatively to yield aryl acetates and acetylated α-bromo products. The rate order for the observed reactions is : primary (γ-)OH acetylation > benzyl aryl ether cleavage/bromination > benzylic secondary (α-)OH acetylation > benzylic acetate to benzylic bromide interconversion >> phenolic OH acetylation. These reactions are synthetically useful and have further potential in analytical methodologies.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
