🗊Презентация General aspects of chemical structure and reactivity of organic compounds

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General aspects of chemical structure and reactivity of organic compounds, слайд №1General aspects of chemical structure and reactivity of organic compounds, слайд №2General aspects of chemical structure and reactivity of organic compounds, слайд №3General aspects of chemical structure and reactivity of organic compounds, слайд №4General aspects of chemical structure and reactivity of organic compounds, слайд №5General aspects of chemical structure and reactivity of organic compounds, слайд №6General aspects of chemical structure and reactivity of organic compounds, слайд №7General aspects of chemical structure and reactivity of organic compounds, слайд №8General aspects of chemical structure and reactivity of organic compounds, слайд №9General aspects of chemical structure and reactivity of organic compounds, слайд №10General aspects of chemical structure and reactivity of organic compounds, слайд №11General aspects of chemical structure and reactivity of organic compounds, слайд №12General aspects of chemical structure and reactivity of organic compounds, слайд №13General aspects of chemical structure and reactivity of organic compounds, слайд №14General aspects of chemical structure and reactivity of organic compounds, слайд №15General aspects of chemical structure and reactivity of organic compounds, слайд №16General aspects of chemical structure and reactivity of organic compounds, слайд №17General aspects of chemical structure and reactivity of organic compounds, слайд №18General aspects of chemical structure and reactivity of organic compounds, слайд №19General aspects of chemical structure and reactivity of organic compounds, слайд №20General aspects of chemical structure and reactivity of organic compounds, слайд №21General aspects of chemical structure and reactivity of organic compounds, слайд №22General aspects of chemical structure and reactivity of organic compounds, слайд №23General aspects of chemical structure and reactivity of organic compounds, слайд №24General aspects of chemical structure and reactivity of organic compounds, слайд №25General aspects of chemical structure and reactivity of organic compounds, слайд №26General aspects of chemical structure and reactivity of organic compounds, слайд №27General aspects of chemical structure and reactivity of organic compounds, слайд №28General aspects of chemical structure and reactivity of organic compounds, слайд №29General aspects of chemical structure and reactivity of organic compounds, слайд №30General aspects of chemical structure and reactivity of organic compounds, слайд №31General aspects of chemical structure and reactivity of organic compounds, слайд №32General aspects of chemical structure and reactivity of organic compounds, слайд №33General aspects of chemical structure and reactivity of organic compounds, слайд №34General aspects of chemical structure and reactivity of organic compounds, слайд №35General aspects of chemical structure and reactivity of organic compounds, слайд №36General aspects of chemical structure and reactivity of organic compounds, слайд №37General aspects of chemical structure and reactivity of organic compounds, слайд №38General aspects of chemical structure and reactivity of organic compounds, слайд №39

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Слайд 1





Information

Discipline: Bioorganic chemistry
Final assessment: test


Lecturer: PhD, docent Irina Vyacheslavovna Tarasova (department of organic chemistry)



e-mail: tarasova_iv_mrsu@mail.ru
web: http://vk.com/club114428385
Описание слайда:
Information Discipline: Bioorganic chemistry Final assessment: test Lecturer: PhD, docent Irina Vyacheslavovna Tarasova (department of organic chemistry) e-mail: tarasova_iv_mrsu@mail.ru web: http://vk.com/club114428385

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General aspects of chemical structure and reactivity of organic compounds
Lecture №1
Описание слайда:
General aspects of chemical structure and reactivity of organic compounds Lecture №1

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Chemical bonding and mutual atoms’ influence in organic molecules
Описание слайда:
Chemical bonding and mutual atoms’ influence in organic molecules

Слайд 4





Electronic configuration of carbon atom in organic molecules
Описание слайда:
Electronic configuration of carbon atom in organic molecules

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Atomic orbitals
Описание слайда:
Atomic orbitals

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Hybridization of orbitals
Hybridization is the process of atomic orbitals alignment in form and energy.
Описание слайда:
Hybridization of orbitals Hybridization is the process of atomic orbitals alignment in form and energy.

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sp3-Hybridization
Описание слайда:
sp3-Hybridization

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sp2-Hybridization
Описание слайда:
sp2-Hybridization

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sp-Hybridization
Описание слайда:
sp-Hybridization

Слайд 10





Chemical bonds in organic compounds
Covalent bonds

             - bond                            π - bond
Описание слайда:
Chemical bonds in organic compounds Covalent bonds  - bond π - bond

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Conjugation
Conjugation is the formation of delocalized electronic cloud in molecule as a result of p-orbitals overlap.

π,π-Conjugation is the type of orbital interaction when the p-orbitals are delocalized over the entire π system.

p,π-Conjugation is the overlap of a p-orbital on an atom adjacent to a double bond.
Описание слайда:
Conjugation Conjugation is the formation of delocalized electronic cloud in molecule as a result of p-orbitals overlap. π,π-Conjugation is the type of orbital interaction when the p-orbitals are delocalized over the entire π system. p,π-Conjugation is the overlap of a p-orbital on an atom adjacent to a double bond.

Слайд 12





π,π-Conjugation
Описание слайда:
π,π-Conjugation

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р,π-Conjugation
Описание слайда:
р,π-Conjugation

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Aromaticity
Описание слайда:
Aromaticity

Слайд 15





Inductive effect
Inductive effect (I) is the shifting of electrons in a -bond in response to electronegativity of nearby atoms.
 present in any polar molecule;
  decrease and fade after 2-3 bonds.


СН3СН2Сl             CH3CH2MgCl
Описание слайда:
Inductive effect Inductive effect (I) is the shifting of electrons in a -bond in response to electronegativity of nearby atoms. present in any polar molecule; decrease and fade after 2-3 bonds. СН3СН2Сl CH3CH2MgCl

Слайд 16





Mesomeric effect
Mesomeric effect (М) is the shifting of electron density caused by a substituent in conjugation system through p-orbital overlap.
 present only in conjugation systems;
 distribute throughout the conjugated system.
Описание слайда:
Mesomeric effect Mesomeric effect (М) is the shifting of electron density caused by a substituent in conjugation system through p-orbital overlap. present only in conjugation systems; distribute throughout the conjugated system.

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Electron donors (D) and electron withdrawers (W)
Описание слайда:
Electron donors (D) and electron withdrawers (W)

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Spatial structure of organic compounds
Описание слайда:
Spatial structure of organic compounds

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Isomerism of organic compounds
Isomers are the compounds which have the same composition but different sequence of atoms or their location in space, therefore have different properties.
Описание слайда:
Isomerism of organic compounds Isomers are the compounds which have the same composition but different sequence of atoms or their location in space, therefore have different properties.

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Stereoisomerism
Stereoisomers are the compounds that have the same order of atoms attachment but differ only in the arrangement of their atoms or groups in space.
Описание слайда:
Stereoisomerism Stereoisomers are the compounds that have the same order of atoms attachment but differ only in the arrangement of their atoms or groups in space.

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Configuration is the arrangement of atoms and groups in space without regard to arrangements that differ only due to rotation about one or more single bonds. 
Configuration is the arrangement of atoms and groups in space without regard to arrangements that differ only due to rotation about one or more single bonds. 

Carbon atom configurations
Описание слайда:
Configuration is the arrangement of atoms and groups in space without regard to arrangements that differ only due to rotation about one or more single bonds. Configuration is the arrangement of atoms and groups in space without regard to arrangements that differ only due to rotation about one or more single bonds. Carbon atom configurations

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Chirality
Chirality  is the property of the object to be nonsuperposable with its mirror image.

The simple example of chirality is presence the chiral center in molecule.  
It may be carbon atom with four different atoms or groups -  asymmetric carbon atom (*С). 
Such molecules have optical activity – they rotate the plane of polarized light.

Types of isomers:

 enantiomers

 diastereomers
Описание слайда:
Chirality Chirality is the property of the object to be nonsuperposable with its mirror image. The simple example of chirality is presence the chiral center in molecule. It may be carbon atom with four different atoms or groups - asymmetric carbon atom (*С). Such molecules have optical activity – they rotate the plane of polarized light. Types of isomers: enantiomers diastereomers

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Enantiomers
Enantiomers are the stereoisomers, the molecules of which relate to each other as an object and its nonsuperposable mirror image.
 enantiomers have the same physical and chemical properties;
 enantiomers have optical activity.
Описание слайда:
Enantiomers Enantiomers are the stereoisomers, the molecules of which relate to each other as an object and its nonsuperposable mirror image. enantiomers have the same physical and chemical properties; enantiomers have optical activity.

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Fischer projections
Описание слайда:
Fischer projections

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D,L-Nomenclature
  Glyceraldehyde is the configurational standard.
  Fischer projection writes in “standard view”. We can do the interchanges or rotate the projection through 180o to achieve the “standard view”.
  If the group lies on the left side we name it as levorotatory enantiomer (L). If the group lies on the right side we name it as dextrorotatory enantiomer (D).
Описание слайда:
D,L-Nomenclature Glyceraldehyde is the configurational standard. Fischer projection writes in “standard view”. We can do the interchanges or rotate the projection through 180o to achieve the “standard view”. If the group lies on the left side we name it as levorotatory enantiomer (L). If the group lies on the right side we name it as dextrorotatory enantiomer (D).

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R,S-Nomenclature
 The least substituent near the chiral center must lie at the bottom of the Fischer projection. 

 Atoms attached directly to the chiral center are first arranged according to decreased atomic number.

 If the  remaining three groups are arranged clockwise, the configuration is symbolized by R. If they form a counterclockwise array, the configuration is symbolized by S.
Описание слайда:
R,S-Nomenclature The least substituent near the chiral center must lie at the bottom of the Fischer projection. Atoms attached directly to the chiral center are first arranged according to decreased atomic number. If the remaining three groups are arranged clockwise, the configuration is symbolized by R. If they form a counterclockwise array, the configuration is symbolized by S.

Слайд 27





Diastereomers
Diastereomers are the stereoisomers that are not mirror images of one another.
 they have different physical and chemical properties.
Описание слайда:
Diastereomers Diastereomers are the stereoisomers that are not mirror images of one another. they have different physical and chemical properties.

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meso  Compounds
Описание слайда:
meso Compounds

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Acidity and basicity 
of organic compounds
Описание слайда:
Acidity and basicity of organic compounds

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Acidity and basicity are the key notions, determining many fundamental physico-chemical and biochemical properties of organic compounds. 
Acidity and basicity are the key notions, determining many fundamental physico-chemical and biochemical properties of organic compounds.
Описание слайда:
Acidity and basicity are the key notions, determining many fundamental physico-chemical and biochemical properties of organic compounds. Acidity and basicity are the key notions, determining many fundamental physico-chemical and biochemical properties of organic compounds.

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Brønstedt-Lowry  concept
Описание слайда:
Brønstedt-Lowry concept

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Brønstedt acids
Acidic site is a part of molecule that involves hydrogen together with an atom attached to it.
Описание слайда:
Brønstedt acids Acidic site is a part of molecule that involves hydrogen together with an atom attached to it.

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Brønstedt bases
Basic site is a heteroatom with a lone-pair of electrons or a -bond which are capable to accept a proton.
Описание слайда:
Brønstedt bases Basic site is a heteroatom with a lone-pair of electrons or a -bond which are capable to accept a proton.

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Comparison the acidity
The more stable is an anion, the stronger is an acid!

The factors which influence the stability of conjugate bases:

  electronegativity and polarizability of the atom in the acidic site;
  delocalization of a negative charge due to the effect of substituens in a molecule;
 solvation effects.
Описание слайда:
Comparison the acidity The more stable is an anion, the stronger is an acid! The factors which influence the stability of conjugate bases: electronegativity and polarizability of the atom in the acidic site; delocalization of a negative charge due to the effect of substituens in a molecule; solvation effects.

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The influence of atom nature in acidic site

СН            NH           ОН
                                   SH    


           
            СН            NH           ОН       SH
Описание слайда:
The influence of atom nature in acidic site СН NH ОН SH СН NH ОН SH

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The influence of substituents effects
 inductive effect
 
 mesomeric effect
Описание слайда:
The influence of substituents effects inductive effect mesomeric effect

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Comparison the basicity
The more stable is an cation and the more available a lone-pair of electrons, the stronger is an base!

The factors which influence the stability of conjugate acids is the same but they act in the opposite direction:
.
Описание слайда:
Comparison the basicity The more stable is an cation and the more available a lone-pair of electrons, the stronger is an base! The factors which influence the stability of conjugate acids is the same but they act in the opposite direction: .

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The influence of atom nature in the basic site
      S              О           N


           

The influence of substituents effects
Описание слайда:
The influence of atom nature in the basic site S О N The influence of substituents effects

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Lewis concept
Описание слайда:
Lewis concept



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