{[ promptMessage ]}

Bookmark it

{[ promptMessage ]}

Lect27_1028 - 4 OH ⊖ H 2 O cold or OsO 4 pyridine then...

Info iconThis preview shows pages 1–14. Sign up to view the full content.

View Full Document Right Arrow Icon
Ch. 8 - 1 12. Electrophilic Addition of Bromine and Chlorine to Alkenes Addition of X–X (X = Cl, Br) across a C=C bond 2 4
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. 8 - 2 4 Stereochemistry Anti addition N
Background image of page 2
Ch. 8 - 3 13. Stereospecific Reactions A reaction is stereospecific when a particular stereoisomeric form of the starting material reacts by a mechanism that gives a specific stereoisomeric form of the product
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. 8 - 4 Reaction 1 Br 2 H 3 C H H CH 3 Br C H H 3 C C CH 3 Br H CCl 4 -2-Butene H 3 C Br Br CH 3 H H -2,3-Dibromobutane (a meso compound) Reaction 2 Br 2 H 3 C H CH 3 H Br C H H 3 C C H Br CH 3 CCl 4 -2-Butene Br C H CH 3 C H Br H 3 C + (a pair of enantiomers)
Background image of page 4
Ch. 8 - 5 14. Divalent Carbon Compounds: Carbenes Methylene Methylene 2
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. 8 - 6 t 3 Usually a syn ( cis ) addition across a C=C bond Dihalocarbene Dihalocarbene : :
Background image of page 6
Ch. 8 - 7 2 2 2 2 Carbenoid Carbenoid
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. 8 - 8 15. Oxidation of Alkenes: Syn 1,2-Dihydroxylation Overall: addition of 2 OH groups across a C=C bond Reagents: dilute KMnO 4
Background image of page 8
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
Background image of page 10
Background image of page 11

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

View Full Document Right Arrow Icon
Background image of page 12
Background image of page 13

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

View Full Document Right Arrow Icon
Background image of page 14
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 4 / OH ⊖ / H 2 O / cold or OsO 4 , pyridine then NaHSO 3 , H 2 O Ch. 8 - 9 Comparison of the two reagents ● KMnO 4 : usually lower yield and possibly side products due to over-oxidation ● OsO 4 : usually much higher yield but OsO 4 is extremely toxic (oxidative cleavage of C=C) Ch. 8 - 10 16. 16. Oxidative Oxidative Cleavage with Ozone Cleavage with Ozone Ch. 8 - 11 17. Electrophilic Addition of Bromine & Chlorine to Alkynes 2 2 2 Same addition as to Alkenes Ch. 8 - 12 18. Addition of Hydrogen Halides to Alkynes 3 3 3 Ch. 8 - 13 Anti-Markovnikov addition of hydrogen bromide to alkynes occurs when peroxides are present in the reaction mixture Free Radical Mechanism Chapter 10 Ch. 8 - 14 19. Oxidative Cleavage of Alkynes 2 4 3 + 2 Example OR...
View Full Document

{[ snackBarMessage ]}