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Biological and Bioorganic Chemistry

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Page 1: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Biologicaland Bioorganic

Chemistry

Page 2: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Some useful materialSome useful material

niichem.univer.kharkov.ua/physorgchemlaba.wordpress.com

Page 3: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

What shall we do?What shall we do?

Introduction to organic and biological chemistry. Classes and nomenclature of organic compounds. Saturated and unsaturated hydrocarbons. SR and AdE reactions.

Feb 14

Aromatic hydrocarbons. Orientation in the aromatic ring. Halogen derivatives of hydrocarbons. SN reacions. Alcohols, ethers. Polyhydric alcohols.

Feb 21

Carbonyl compounds – aldehydes and ketones. Carbohydrates.Feb 28

Carboxylic acids and their derivatives: amides, nitriles, anhydrides. Esters, fats.

Mar 7

Amines, aminoacids, peptides. Heterocyclic compounds and their biological activity.

Mar 14

Page 4: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Aromatichydrocarbons

Page 5: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Structure of the benzene ringStructure of the benzene ring

Page 6: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Names of main benzene derivativesNames of main benzene derivatives

Page 7: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Naming benzene derivativesNaming benzene derivatives

Page 8: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Synthesis of aromatic compoundsSynthesis of aromatic compounds

aromatization

alkynes cycloaddition

Bergman reaction

Page 9: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Reactions of benzene – SReactions of benzene – SEE reactions reactions

Page 10: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Industry of benzene derivativesIndustry of benzene derivatives

Page 11: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Orientation in the benzene ringOrientation in the benzene ring

Page 12: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Orientation in the benzene ringOrientation in the benzene ring

Page 13: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Halogenderivatives

Page 14: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Naming halogen derivativesNaming halogen derivatives

Page 15: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Isomerism of the halogen derivativesIsomerism of the halogen derivatives

Page 16: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Isomerism of the halogen derivativesIsomerism of the halogen derivatives

Page 17: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Reactions of halogen derivativesReactions of halogen derivatives

Page 18: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Reactions of halogen derivativesReactions of halogen derivatives

Page 19: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Reactions of halogen derivativesReactions of halogen derivatives

Page 20: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Alcohols

Page 21: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Structure of alcoholsStructure of alcohols

Page 22: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Naming alcoholsNaming alcohols

Classification of alcohols:• primary• secondary• tertiary

Origin: from arabic الكحل (al-kuhl)

Page 23: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Isomerism of alkenesIsomerism of alkenes

+ INTERCLASS ISOMERISM

alcohols are isomeric to the corresponding ethers

Page 24: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Synthesis and reactions of alcoholsSynthesis and reactions of alcohols

HI

KOH/H2O

OH-

OH-

H+

H+

[O][O]

[H][H]

[H]

[O]

H2SO4 / to

H2O

Page 25: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

EthersEthers

Page 26: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Physiological role of alcoholsPhysiological role of alcohols

Ethanol in alcoholic beverages has been consumed by humans since prehistoric times. The consumption of large doses of ethanol causes drunkenness (intoxication). Depending upon the dose and the regularity of its consumption, ethanol can cause acute respiratory failure or death. Because ethanol impairs judgment in humans, it can be a catalyst for reckless or irresponsible behavior. The LD50 of ethanol for rats is 10.3 g/kg.

Other alcohols are substantially more poisonous than ethanol, partly because they take much longer to be metabolized and partly because their metabolism produces substances that are even more toxic. Methanol (wood alcohol), for instance, is oxidized to formaldehyde and then to the poisonous formic acid in the liver; accumulation of formic acid can lead to blindness or death.

Page 27: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Polyhydric alcohols - namesPolyhydric alcohols - names

xylitol lactitol

Page 28: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

Polyhydric alcohols - synthesisPolyhydric alcohols - synthesis

Similar procedure can be also performed using KMnO4.

Page 29: Biological and Bioorganic Chemistry. Some useful material niichem.univer.kharkov.ua/physorg chemlaba.wordpress.com

PolycondensationPolycondensation

- H2O

polyethylene glycol