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Naming Benzene Derivatives

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MW = 6000 to 1,000,000 g/mol. Perform most of the chemistry ... Chirality. For many biological molecules, only a certain optical isomer is active. L amino acids ... – PowerPoint PPT presentation

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Title: Naming Benzene Derivatives


1
Naming Benzene Derivatives
  • Base Name
  • Toluene
  • Benzoic Acid
  • Number the Ring
  • Functional group is attached to carbon 1
  • Add substituents (like before)

2
  • Name the following
  • What is the structure of p-bromophenol?

benzoic acid
3-ethyl
o
m
p
3
Groups with Carbonyls
  • Aldehydes, Ketones and Carboxylic Acids
  • All have a carbonyl component

4
Natural Polymers (21.6)
  • Proteins are a natural polymer
  • MW 6000 to 1,000,000 g/mol
  • Perform most of the chemistry in your body
  • A large biological structural component, as well
  • Monomers amino acids
  • 20 to choose from, can be arranged in any order
  • Amino Acids

5
Primary protein structure is a sequence of amino
acids in a straight chain
6
Hemoglobin
7
Amino Acid Nonpolar R Groups
In your book, pg 1046
8
Polar R Groups
9
Amino Acid ? Protein
  • Condensation Reaction


H2O
  • Repeat many times to make a protein

C-terminus
N-terminus
10
Gly -H Ala -CH3 Tyr -CH2-phenyl-OH Asn
-CH2-(CO)-NH2 Gln -CH2-CH2-(CO)-NH2 Leu
-CH2-CH-(CH3)2
  • What is the amino acid sequence of the following
    tripeptide?

asn-gly-tyr
Always write N-terminus first
Asparagine (Asn)
Tyrosine (Tyr)
Glycine (Gly)
11
Gly -H Ala -CH3 Tyr -CH2-phenyl-OH Asn
-CH2-(CO)-NH2 Gln -CH2-CH2-(CO)-NH2 Leu
-CH2-CH-(CH3)2 Ser -CH2-OH
  • Draw the structure of the tripeptide
    ser-gly-gln

Gly
Gln
Ser
12
Chirality
  • For many biological molecules, only a certain
    optical isomer is active
  • L amino acids
  • D sugars
  • Drug molecules
  • chiral has an optical isomer
  • A tetrahedral center (i.e. carbon) needs 4
    different connected groups to be chiral
  • In this class, all well do is determine how many
    chiral centers are on a molecule

13
4 Different Groups
  • Using D-Fructose as an example

Not Chiral (two hydrogens)
Not Chiral (three groups)
Chiral (four different groups)
Not Chiral (two hydrogens)
14
  • How many chiral carbons are in ibuprofen?
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