Organic Chemistry Nomenclature

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cycloalkanes

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1

cycloalkanes

- alkanes forming a ring  \n - use the "cyclo "prefix to specify

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Properties of Alkanes

- unreactive  \n - boiling/melting point increases with size  \n - intermolecular forces are weak

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Crackling

- reaction for alkane \n - large alkane + H2 >(heat)> smaller alkane

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4

Refroming

small alkane >(heat)> large alkane + H2

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5

Halogenation

- replacing H with a halogen

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6

Isomers

different molecules wiht the same moolecular formula

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7

Structural Isomers

- different pattern of atoms attachment

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8

Alkenes

- C=C double bonds  \n - aliphatic and unsaturated  \n - more reactive than alkanes

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Alkynes

- known as acetylenes  \n - aliphatic, unsaturated  \n - CC triple bond  \n - more reactive than alkenes  \n - ending -yne

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10

Geometric Isomerism

- cis: same side  \n - trans: opposite side

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11

Alcohol

  • OH ending

  • ol ending

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3 types of Alcohols

  • primary

  • secondary

  • tertiary

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Polyalcohols

  • alcohols containing one or more hydroxyl groups

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Properties of Alcohols

  • higher boiling points than parent alkanes

  • more soluble than their parent alkanes

  • properties are due to the presence of H-bonding

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Hydration Reaction (Alcohol)

  • alkene + water > alcohol

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Combustion of Alcohols

  • alcohol + oxygen > water + CO2

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Ethers

  • C-O-C

  • ending -oxy, -ane

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Properties of Ethers

  • do not for, hydrogen bonds

  • more polar than hydrocarbons of the dipole

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Condensation Reactions

  • reaction of 2 alcohols and the elimination of a water molecule

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Hydrogenation

  • adding H2

  • converts unsaturated molecule to saturated

  • alkene/alkyne +H2 > alkane

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Halogenation

  • adding halogens (F,Cl, Br, I)

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Hydrohalogenation

  • adding HX

  • when adding a polar reagent to double or triple bond the positive part attaches to the carbon with the most H’s

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Hydration Reaction

  • adding H2O

  • converts hydrocarbon into an alcohol

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Markovnikov’s rule

  • in addition reaction HX to an alkene or alkyne.

  • The hydrogen atom of HX becomes bonded to the carbon atom that had the greatest number of hydrogen atoms in the starting alkene or alkyne

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Reactions of Aromatic Hydrocarbons

  • undergo substitution reactions

  • ex. benzene + Br2 >(catalyst)> benzen bromide

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Properties of Organic Halides

  • bonds between C and halogens are more polar

  • more soluble in polar solvent than and have higher boiling points

  • More halogenated = more polar

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Aldehydes

  • C = O

  • alkyl group bonded to a carbonyl group with a hydrogen atom

  • -al ending

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Ketones

  • two alcohol groups attached to a central carbonyl group

  • -one ending

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Properties of Aldehydes and Ketones

  • low boiling points

  • less soluble than alcohols

  • aldehydes and ketones can mix with both polar and non polar substances

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Oxidation reaction

  • loss of electrons

  • loss of hydrogens

  • gain of oxygens

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Reduction Reaction

  • gain of electrons

  • gain of hydrogens

  • loss of oxygens

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Preparing an Aldehyde

  • Primary Alcohol + Oxidizing agent > aldehyde + water

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Preparing a Ketone

  • secondary alcohol + oxidizing agent > Ketone + Water

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Carboxylic Acids

  • (R-COOH)

  • -oic acid ending

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Properties of Carboxylic acids

  • highly polar molecules

  • high boiling points than alkanes

  • small = soluble, large = insoluble

  • conduct electricity

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Preparing Carboxylic acid

  1. alcohol + (O) > Aldehyde + H2O

  2. aldehyde + (O) > Carboxylic acid

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Esters

  • (R-COO-R)

  • formed when carboxylic reacts with an alcohol

  • -oate ending

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Properties of Esters

  • carbonyl group makes esters more polar, but less polar thean carboxylic acids (lack -OH group, therefore no H-bonding)

  • less soluble in water

  • low melting and boiling point

  • small esters = soluable at (ST), large esters = insoluable

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Esterification

  • carboxylic acid + alcohol > ester + water

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Reaction of Esters

  • Hydrolysis produces an acid and an alcohol

  • ester + base > carboxylic acid + alcohol

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Amines

  • (R-NH2)

  • amino is put in front of the name of the parent chain

    • ex. aminomethane

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Properties of AMines

  • primary & Secondary are very polar due to N-H

  • high boiling & melting points than similar sized ethers

  • smaller amines are soluble in water

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Preparing amines

  • primary amines;

    • ammonia + alkyl halide > amine + HX

  • secondary amines

    • primary amine + alkyl halide > secondary amine + HX

  • Tertiary amine

    • secondary amine + alkyl halide > tertiary

    • amine + HX

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fractional distillation

  • amines can be isolated based on boiling points or specific synthesis methods

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Amides

  • (R=O-C-N-R)

  • -amide ending

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Preparing amides

  • carboxyclic acids + (1st & 2nd) amine > amide

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Properties of amides

  • polar carbonyl group with one -NH group can form strong hydrogen bonds

  • high boiling points than their corresponding hydrocarbon derivatives

  • weak bases that are insoluble

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