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Reaction Summary for the Organic Chemistry Final Exam | CHEM 341, Study notes of Organic Chemistry

Colorado State University (CSU)Organic Chemistry

Lecture Notes for CHEM 341 - Modern Organic Chemistry I with Crans at Colorado State (CSU)

Typology: Study notes

2019/2020

Uploaded on 06/10/2020

ekachakra
ekachakra 🇺🇸

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X R
B–
R
R
H R
strong base
X R
BH
R
R
H R
R
R
weak base
R X
NuH
R Nu
R
RR
R
weak nucleophile
R X Nu–
R Nu
strong nucleophile
R X R OH
OH–
R OH R O
1. NaH
R
R X
2.
R
R
HO
Br
NaH
O
pf3
pf4
pf5

Partial preview of the text

Download Reaction Summary for the Organic Chemistry Final Exam | CHEM 341 and more Study notes Organic Chemistry in PDF only on Docsity!

X R

B –

R

R

H R strong base

X R

BH

R

R

H R

R

R

weak base

R X

NuH R Nu

R R

R R

weak nucleophile

R X

Nu – strong nucleophile R^ Nu

R X R OH

OH –

R OH R O

  1. NaH

R

2.R X

R

R

HO

Br

NaH

O

R R

H 2 SO 4 or TsOH

OH R R

R R

POCl 3 , pyridine

OH R R

R R

SOCl 2 , pyridine

OH R R

Cl

R R

TsCl, pyridine

OH R R

OTs

HO

Nu

  1. Nu – O
  2. H 2 O

OH

Nu

O HNu, H 2 SO (^4)

R R

PBr 3 , pyridine

OH R R

Br

R R

HX

OH R R

X

(racemic)

H

HX

X X

H

X (^2)

X X

X

X

H

H 2 O, H 2 SO 4 , HgSO (^4)

O

H

  1. BH (^3)

O

H

  1. H 2 O 2 , OH –

H

  1. NaH

X

H

  1. NaH
  2. O^ OH

H

H 2 , Pd/C

H 2 , Lindlar's catalyst

Na, NH (^3)

X

X = Cl, Br, I

LiAlH (^4) H

HO

H

O 1. LiAlH (^4)

  1. H 2 O
  2. mCPBA

OH

OH (racemic)

  1. OH –^ or H 2 O, H 2 SO (^4)
    1. OsO 4 OH

OH (racemic)

  1. NaHSO (^3)

OR KMnO 4 , H 2 O, OH –

  1. O (^3)
  2. S(CH 3 ) 2 or Zn

O

+ O

+ (racemic)

HBr (^) H

low temperature

Br

(racemic)

HBr (^) H high temperature

Br