Lecture 8 Spring 09 given

Lecture 8 Spring 09 given - ecture 8 Lecture 8 Chemistry...

Info iconThis preview shows pages 1–10. Sign up to view the full content.

View Full Document Right Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: ecture 8 Lecture 8 Chemistry 310N Chemistry 310N Organic Chemistry II for Prehealth Professionals Unique number: 53185 Tu,Th 12:30-2:00 pm, Welch 2.224 rofessor: Jonathan Sessler Ph D Professor: Jonathan Sessler, Ph.D. sessler@mail.utexas.edu Congrats on test I -- the best ever I have seen at this level! Chapter 15 Introduction to Organometallic Chemistry rganometallic Compounds Organometallic Compounds Organometallic compound: Organometallic compound: A compound that contains a carbon-metal bond. this chapter we focus on organometallic compounds In this chapter, we focus on organometallic compounds of Mg, Li, and Cu. These classes illustrate the usefulness of organometallics in modern synthetic organic chemistry. hey illustrate how the use of organometallics can They illustrate how the use of organometallics can bring about transformations that cannot be accomplished in any other way. More recent reactions of organometallic compounds are discussed in Chapter 24. Hopefully, we will get at far this semester! that far this semester! Organometallic Reagents he Key Concepts: The Key Concepts: Make a carbon negatively charged/polarlized so it is nucleophilic. Reaction with electrophilic carbons can make carbon-carbon bonds. This is a Big Deal! The First Organometallic Reagents Grignard Reagents Discovered by Victor Grignard in 1900 Key factors are ethereal solvent and water-free conditions Awarded Nobel Prize in 1912 Victor Grignard Grignard, Victor , 18711935, French chemist. He shared the 1912 Nobel Prize in Chemistry for his work in organic synthesis based on his discovery 900) of the Grignard Reagent He taught at the Univ of Nancy (1909 9) (1900) of the Grignard Reagent. He taught at the Univ. of Nancy (1909 19) and at the Univ. of Lyons (from 1919 until the end of his career). rignard Reagents Grignard Reagents Grignard reagent: Grignard reagent: An organomagnesium compound. Prepared by addition of an alkyl, aryl, or alkenyl (vinylic) halide to Mg metal in diethyl ether or THF. Mg + 1-Bromobutane Butylmagnesium bromide (an alkyl Grignard reagent) ether Br MgBr ( y g g ) + ether Mg Br MgBr g g Bromobenzene Phenylmagnesium bromide (an aryl Grignard reagent) MgX and RLi RMgX and RLi Grignard reagents dissolve as coordination compounds solvated by ether. ethylmagnesium bromide, EtMgBr MgX and RLi An Alternative to Grignard Reagents are Alkyl Lithiums RMgX and RLi Both are prepared from alkyl, vinyl, and aryl halides under anhydrous conditions + Mg o dry ether Br n-butyl bromide tetrahydrofuran (THF) or MgBr Grignard Reagent O recall: THF = Br + 2 Li o dry ether or Li n-butyl bromide tetrahydrofuran (THF) alkyl lithium + LiBr MgX and RLi RMgX and RLi The carbon-metal bonds in RMgX and RLi are best described as polar covalent....
View Full Document

This note was uploaded on 06/15/2009 for the course CH 53185 taught by Professor Sessler during the Spring '09 term at University of Texas at Austin.

Page1 / 32

Lecture 8 Spring 09 given - ecture 8 Lecture 8 Chemistry...

This preview shows document pages 1 - 10. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online