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Lecture Notes on Mechanism of Hydroboration - Oxidation | CHEM 2300, Study notes of Organic Chemistry

The University of Wyoming (UW)Organic Chemistry

Material Type: Notes; Class: Intro to Organic Chemistry; Subject: Chemistry; University: University of Wyoming; Term: Unknown 1989;

Typology: Study notes

Pre 2010

Uploaded on 08/19/2009

koofers-user-jar-2 🇺🇸

10 documents

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Download Lecture Notes on Mechanism of Hydroboration - Oxidation | CHEM 2300 and more Study notes Organic Chemistry in PDF only on Docsity! Mechanism of Hydroboration-Oxidation 1. Hydroboration: BH3 adds to alkene “Anti-Markovnikov” + BH3 3 C C C C H B(alkyl)2 2. Oxidation: Replacement of B by OH. You do not need to memorize this mechanism. Just be able to predict the overall product as done in class. a) H2O2 & NaOH react. H O O H + OH- H O O + H2O b) H-O-O - reacts with Trialkylborane H O O C C H B(alkyl)2 C C H B(alkyl)2 O OH C C H O B(alkyl)2 migration of alkyl group to oxygen + OH- H O O and alkyl migration two more times C C H O B(Oalkyl)2 OH- C C H O B(Oalkyl)2 OH H O H C C H O H B(Oalkyl)2 OH OH- + + alcohol product

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