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ECU / Chemistry / CHEM 2760 / How is freidel-crafts acylation illustrated?

How is freidel-crafts acylation illustrated?

How is freidel-crafts acylation illustrated?

Description

School: East Carolina University
Department: Chemistry
Course: Organic Chemistry 2760
Professor: Andrew morehead
Term: Spring 2016
Tags: Organic Chem, Chemistry, Benzene, substituents, ortho, para, meta, and Freidel-Crafts
Cost: 25
Name: March 28th-April 1st notes Chapter 19
Description: Morehead's Organic Chemistry 2760 notes for Chapter 19
Uploaded: 04/04/2016
9 Pages 36 Views 1 Unlocks
Reviews


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Voice 47: 3/28/16If you want to learn more check out What is the process followed in making a recording?

CHAPTER 19

  • Friedel- Crafts Alkylation
  • --(RCl)--(AlCl3)→
  • Carbocation = possible rearrangements
  • Friedel- Crafts Acylation
  • --(RCCl)--(AlCl3)→
  • --(AlCl3) →  AlCl4-


If you want to learn more check out Which ammendment gave the african american men the right to vote?

Example Exam 3?

  • Circle the correct electrophiles below:


  • Acyl / Reduction

        


If you want to learn more check out What is clientele effect?

[R]

  •   can’t have an alkene or alkyne
  • Clemmesen Reduction
  •  No acid sensitive in reactants
  • Wolff- Kishner Reduction


  • Chemical Reactions of Substituents
  •  --H2 / Pd/ C→                Reminder
  •  --H2 / Ra- Ni→


  •  --Br2 /Δ→                                 Δ or hv
  • Benzylic
  • -- NBS/Δ →

  • Oxidation of Alkyl Chains
  • only works on chains with at least one benzylic H
  • [0]
  • 1. KMnO4 / Δ
  • 2. H3O+
  • Na2Cr2O7 / H+ / Δ
  • H2CrO4 / Δ
  •  --(1. KMnO4 / Δ)--(2. H3O+) →

  • --[(Na2Cr2O7)/H+]--(Δ)→  


  • --(MnO2/Δ)--(or PCC)→
  • --(Sn/HCl)--(or H2/Pd/C)→


We also discuss several other topics like What are the parts of a digestive tract?

Voice 049: 03/20/16

CHAPTER 19

  • 1,2
  • Dichlorobenzene
  • Ortho-
  • O-
  • 1,3
  • Dichlorobenzene
  • Meta-
  • M-
  • 1,4
  • Dichlorobenzene
  • Para-
  • P-
  • Numbering is the preferred way of naming
  • Substituent on ring directs attachment
  • 1- Iodo- 3- nitrobenzene
  • M- iodonitrobenzene
  • 1- bromo- 4- methoxybenzene
  • 4- bromoanisole
  • 1- chloro- 4- iodo- 2- nitrobenzene


  • Substituent Effects
  • Induction: Faster than Benzene
  •  donating
  • Induction: Slower than Benzene (more electronegative than carbon)
  •  withdrawing
  •  withdrawing
  •  withdrawing
  • Give electrons to ring make the reaction faster
  • Substituents react with rng by inductive and resonance modes
  • Inductive EN as either donating or withdrawing through the sigma bond

  • Resonance Effects
  • Resonance Withdrawing

  • Resonance donating but inductive withdrawing


Don't forget about the age old question of What are the problems and goals of politics? are they the same as, or different than the problems and goals of morality and religion?

Don't forget about the age old question of What is the cause of conformity?

Voice 051: 04/01/16

CHAPTER 9

  • Activating (faster) and Deactivating
  • Ortho/Para Directing and Meta Directing


  • Alkyl group is an ortho/para director


  • Lone pair on atom directly attached to ring are ortho/para directing
  • Ketones don’t like (+) near it
  • (+) near electron withdrawing group so choose meta position instead


Substituent Effects on pKa

  •  pKa 10.20        pKa 9.95                pKa 7,14
  • Least → most (acidic)
  • Substituent with (+) is withdrawing

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