{[ promptMessage ]}

Bookmark it

{[ promptMessage ]}

ch12B_slides_keypoints - Chapter 12B Compounds Alcohols...

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

View Full Document Right Arrow Icon
Ch. 12 - Chapter 12B Alcohols from Carbonyl Compounds NOTE: Exam 4 is on Wed Dec 15 th (5:40-7:10 pm, 510N)
Background image of page 1

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

View Full Document Right Arrow Icon
Ch. 12 - A. Overview Today’s main goal: Grignard reaction and its application to organic synthesis Why important? Construction of carbon framework is the central challenge in organic synthesis. Grignard reaction is one of the key reactions used to assemble carbon fragments into a large framework.
Background image of page 2
Ch. 12 - Key points: Nucleophilic attack of carbanion to carbonyl (carbanion is a great nucleophile) O R O R Carbanions R-Li R-Mg-X R-C C Na R-C C Organolithium compounds Grignard reagents Acetylides R:
Background image of page 3

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

View Full Document Right Arrow Icon
Ch. 12 - 7C. 7C. Reactions of Grignard Reagents Reactions of Grignard Reagents with Carbonyl Compounds with Carbonyl Compounds O R R' 1. Et 2 O 2.  H 3 O + + R" Mg X O H R R" R' R' = H (aldehyde) R' = alkyl (ketone)
Background image of page 4
Ch. 12 - Mechanism O R R' Mg X R" + δ + δ - H O H H O H R R' R" O        MgX R R' R"
Background image of page 5

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

View Full Document Right Arrow Icon
Ch. 12 - R, R’ = H (formaldehyde) 1 o  alcohol O H H Mg X R + δ + δ - formaldehyde O       MgX R H H OH R H H H 3 O + 1 o  alcohol
Background image of page 6
Ch. 12 - R = alkyl, R’ = H (higher aldehydes) 2 o  alcohol O R' H Mg X R + δ - δ + higher aldehyde O       MgX R H R' OH R H R' H 3 O + 2 o  alcohol
Background image of page 7

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

View Full Document Right Arrow Icon
Ch. 12 - Examples O H 3 C H (2) MgI + Et 2 O CH 3 O MgI H O H H 3 O + (2 o  alcohol) CH 3
Background image of page 8
Ch. 12 -
Background image of page 9

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

View Full Document Right Arrow Icon
Image of page 10
This is the end of the preview. Sign up to access the rest of the document.

{[ snackBarMessage ]}