AP Notes, Outlines, Study Guides, Vocabulary, Practice Exams and more!

Atkins/Jones - 19.00 Organic Chemistry II: Polymers and Biological Compounds

19.1 Haloalkanes
19.2 Alcohols
19.3 Ethers
19.4 Phenols
19.5 Aldehydes and Ketones
19.6 Carboxylic Acids
19.7 Esters
19.8 Amines, Amino Acids, and Amides
19.9 Addition Polymerization
19.10 Condensation Polymerization
19.11 Copolymers
19.12 Physical Properties of Polymers
19.13 Proteins
19.14 Carbohydrates
19.15 Nucleic Acids

Terms : Hide Images
326277345Functional GroupsSmall groups of atoms that lend characteristic properties to molecules they are attached to.
326277346Functional Groups: Halides (= F, Cl, Br, or I)-X
326277347Functional Groups: Alcohol, phenol-OH
326277348Functional Groups: Ether-O-
326277349Functional Groups: Aldehyde-CHO
326277350Functional Groups: Ketone-CO-
326277351Functional Groups: Carboxylic Acid-COOH
326277352Functional Groups: Ester-COOR
326277353Functional Groups: Amine-N<
326277354Functional Groups: Amide-CO-N<
326277355Haloalkanes, aka Alkyl HalidesAlkanes with at least one hydrogen atom replaced with a halogen atom.
326277356Properties of haloalkanesMany a highly toxic; many pesticides are aromatic compounds with several halogen atoms.
326277357Nucleophilic SubstitutionFor haloalkanes, a substitution in which a nucleophile replaces the halogen atom.
326277358NucleophileA reactant that seeks out centers of positive charge in a molecule.
326277359Examples of nucleophiles-OH and H₂O; the oxygen, in both cases. ex. water in hydrolysis
32627736019.1 Haloalkanes SummaryHaloalkanes are alkanes in which at least one hydrogen atom has been replaced by a halogen atom; they undergo nucleophilic substitution.
326277361Hydroxyl group-OH A polar group.
326277362AlcoholAn organic compound containing a hydroxyl group not connected directly to a benzene ring or to a >C=O group.
326277363Ethanol, aka...Ethyl alcohol, grain alcohol.
3262773643 ways of naming alcohols- Add the suffix -ol to the stem of the parent hydrocarbon; if the location must be specified, the number of the carbon atom to which it is attached is given. - Name the parent hydrocarbon as a group and attach the name alcohol, ex. ethyl alcohol. - Name the -OH group as a substituent, in which case the name hydroxy is used, ex. 2-hydroxybutane.
326277365Three classes of alcoholDivided by the number of organic groups attached to the carbon atom connected to the -OH group: - Primary; one R group - Secondary: two R groups - Tertiary: 3 R groups; often shortened to "tert"
326277366DiolA compound with two hydroxy groups. ex. ethylene glycol, used as antifreeze.
326277367Volatility of AlcoholsHigher than hydrocarbons of the same mass due to their ability to form H-bonds.
32627736819.2 Alcohols SummaryThe formulas of alcohols are derived from that of water by replacing one of the hydrogen atoms with an organic group. Like water, they form intermolecular hydrogen bonds.
323354624EtherAn organic compount of the form R-O-R.
323354625Volatility of EthersMore volatile than alcohols of the same molar mass because they do not form H-bonds to one another; also less soluble in water for the same reason.
323354626Reactivity of EthersThey are not very reactive and have low molecular polarity, making them useful solvents for other organic compounds. However, they are flammable.
323354627Crown EthersCyclic ethers with alternating -CH₂CH₂-O- units; named for their crownline structure.
323354628Properties of Crown EthersThey bind very strongly to some metal cations, ex. encasing a K⁺, with the Os pointing towards the K⁺ and the hydrocarbons wrapped around the outside. This lets you mix polar solutes into nonpolar solvent.
32335462919.3 Ethers SummaryEthers are not very reactive. They are more volatile than alcohols with similar molar masses because their molecules cannot form hydrogen bonds with one another. Crown ethers adopt shapes that can enclose ions and carry them into nonpolar solvents.
326277369PhenolAn organic molecule containing a hydroxyl group attached directly to an aromatic ring. Many occur naturally and are often components of essential oils.
32627737019.4 Phenols SummaryPhenols are weak acids as a result of delocalization and stabilization of the conjugate base.
326277371Carbonyl Group>C=O Occurs in two closely related families of compounds: Aldehydes and Ketones.
326277372Aldehydes
326277373Ketones
326277374How the carbonyl group is written in different situationsIn ketones, it is written as -CO- In aldehydes, it is written as -CHO
326277375Systematic names for aldehydes and ketonesAldehydes are named by replacing the ending -e with -al, ex methane → methanal. Ketones are named using the suffix -one.
32627737619.5 Aldehydes and Ketones SummaryAldehydes and ketones can be prepared by the oxidation of alcohols. Aldehydes can be more easily oxidized than ketones can.
326277377Carboxyl Group-COOH
326277378Carboxylic AcidsWeak acids of the form R-COOH.
326277379Naming of carboxylic acidsReplace the -e of the parent hydrocarbon with -oic acid.
326277380The production of carboxylic acidsCarboxylic acids can be prepared by oxidizing primary alcohols and aldehydes with a strong oxidizing agent; in some cases an alkyl group can be oxidized directly to a carboxyl group.
32627738119.6 Carboxylic Acids SummaryCarboxylic acids have an -OH group attached to a carbonyl group to form the carboxylic group, -COOH.
326277382EsterThe product of a reaction between a carboxylic acid and an alcohol.
326277383EsterificationThe process of creating esters, ex. the heating of acetic acid and ethanol to produce ethyl acetate and water.
326277384Properties of EstersMany esters are fragrant and contribute to the flavor of fruits. Other esters are oils or fats.
326277385Condensation ReactionA reaction in which two molecules combine to form a larger one and a small molecule, usually water, is eliminated. The reaction can be catalyzed by a small amount of strong acid.
326277386Naming EstersChange the -anol of he alcohol to -yl and the -oic acid of the parent acid to -oate. CH₃COOCH₃ Methanol + Ethanoic Acid → Methyl Ethanoate
32627738719.7 Esters SummaryAlcohols condense with carboxylic acids to form esters.
326277388AmineAn organic compound containing NH₃. Amines are classified according to the number of R groups on the nitrogen: - Primary: RNH₂ - Secondary: R₂NH - Tertiary: R₃NH In all cases the N atom is sp³ hybridized.
326277389Quaternary Ammonium IonA tetrahedral ion of the form R₄N⁺.
326277390Amino Group-NH₂
326277391Amino AcidA carboxylic acid that contains an amino acid as well as a carboxyl group.
326277392ZwitterionA form of a molecule in which a basic part has been protonated and an acidic part deprotonated; in an amino acid, the amino group would have been protonated and the carboxyl group deprotonated.
326277393There are four possible forms of an amino acidThey differ in the extend of protonation of the two functional groups, i.e. changed/changed, changed/unchanged, u/c, u/u.
326277394α-amino acidsAmino acids in which the -NH₂ group is attached to the carbon atom next to the carboxyl group, ex. glycine, NH₂CH₂COOH.
326277395AmideThe product of an amine condensing with a carboxylic acid.
326277396Mechanism of amide formationThe amine could act as a base and simply accept a proton from the carboxylic acid; however, upon heating, a thermodynamically more favorable reaction takes place, the proton transfer is reversed and the amine acts as a nucleophile as it attacks the carbon of the carboxyl group.
326277397Amine nomenclatureAmines are named by specifying the groups attached to the nitrogen atom in alphabetical order followed by the suffix -amine. Amines with two amino groups are called diamines. The -NH₂ group is called amino- when it is a substituent.
326277398Naming halidesName the halogen atom as a substituent by changing the -ine to an -o, ex. 2-chlorobutane.
32627739919.8 Amines, Amino Acids, and Amides SummaryAmines are derived from ammonia by the replacement of hydrogen atoms with organic groups. Amides result from the condensation of amines with carboxylic acids. Amines and many amides take part in hydrogen bonding.
326277400PolymersMacromolecular compounds in which chains or networks of small repeating units form giant molecules. They are made mainly by addition and condensation reactions.
326277401Addition PolymerizationA process in which alkenes react with themselves to form long chains.
326277402MonomerA subunit of a polymer.
326277403Repeating UnitThe structure that repeats over and over to produce a polymer chain.
326277404Radical PolymerizationPolymerization by a radical chain reaction.
326277405Ziegler-Natta CatalystA catalyst containing titanium tetrachloride and triethylaluminum which is used to ensure that polymers are stereoregular.
326277406StereoregularWhen each unit or repeating unit has the same relative orientation.
32627740719.9 Addition Polymerization SummaryAlkenes undergo addition polymerization. When a Ziegler-Natta catalyst is used, the polymer is stereoregular and has a high density.
326277408Condensation PolymersPolymers made via condensation reactions.
326277409PolyestersPolymers formed by linking together monomers that have carboxylic acid groups with those that have alcohol groups.
326277410Why polyester molecules make good fibersGrowth can only occur at the functional groups, so chain branching is much less likely, keeping the polymers linear.
326277411PolyamidesA polymer formed from the condensation polymerization of amines with carboxylic acids. Commoly known as nylons.
32627741219.10 Condensation Polymerization SummaryMost condensation polymers are formed by the reaction of a carboxylic acid with an alcohol to form a polyester or with an amine to form a polyamide.
326277413CopolymersPolymers made of more than one type of repeating unit.
326277414Alternating CopolymerA copolymer where the differing subunits alternate.
326277415Block CopolymerA copolymer in which a long segment of one monomer is followed by a block of another monomer.
326277416Random CopolymerA copolymer in which different monomers are linked in no particular order.
326277417Graft CopolymerA copolymer consisting of a long chain of one monomer with shorter side chains of another monomer attached as side groups.
32627741819.11 Copolymers SummaryCopolymers combine the advantages of more than one component material.
326277419Polymer propertiesBecause synthetic polymers consist of chains of varying lengths, there can only be averages - average chain lengths, molar masses, etc. Properties are from averages.
326277420HygroscopicWater-absorbing
326277421Linear vs branched chain packingLinear chains can pack more tightly than branched ones, so materials with aligned linear chains tend to be dense and tough.
326277422ElasticityA substance's ability to return to its original shape after being stretched.
326277423ElastomersPolymeric materials that return to their original shapes after stretching.
326277424Thermoplastic PolymerA polymer that can be softened again after having been molded.
326277425Thermosetting PolymerA polymer that cannot be remolded after taking on a hardened shape.
32627742619.12 Physical Properties of Polymers SummaryPolymers melt over a high range of temperatures, and polymers consisting of long chains tend to have high viscosities. Polymer strength increases with increasing chain length and the extent of crystallization. Thermoplastic polymers are recyclable.
326277427Essential Amino AcidsThe amino acids that the human body cannot produce and thus must obtain by via consumption.
326277428PeptideA molecule formed by the condensation of two or more amino acids.
326277429Peptide BondThe -CO-NH- link found in a peptide.
326277430ResidueWhat each monomer used to form a peptide is called.
326277431OligopeptideA peptide containing only a few amino acids.
326277432DipeptideA peptide with only two residues.
326277433Primary Structure of a ProteinThe sequence of residues in a peptide chain.
326277434Secondary Structure of a ProteinThe shape adopted by the polypeptide chain; in particular, how it forms coils or sheets.
326277435α-HelixThe most common secondary structure in animal proteins; a helical conformation of a polypeptide chain held in place by H-bonds between residues.
326277436β-SheetThe second most common secondary structure found in animal proteins; consisting of pleated sheets.
326277437Tertiary Structure of a ProteinThe shape into which a protein's secondary structure is folded into as a result of interactions between residues.
326277438Disulfide LinkAn important link found in tertiary structures; -S-S-
326277439Prion DiseasesDiseases caused by the infectious misfolding of proteins.
326277440quaternary StructureA protein structure in which neighboring polypeptide units stack together in a specific arrangement.
326277441DenaturationWhen a protein loses its structure; contrary to the MCB definition, the Chem 204 version also includes the cleavage of primary structure sequences.
32627744219.13 Proteins SummaryProteins are polymers made of amino acid units. The primary structure of a polypeptide is the sequence of amino acid residues; secondary structure is the formation of helices and sheets; tertiary structure is the folding into a compact unit; quaternary structure is the packing of individual protein units together.
326277443CarbohydratesHydrates of carbon.
326277444PolysaccharidesPolymers of glucose.
326277445Starch compositionStarch is made of two components: 20-25% amylose, and amylopectin.
326277446Amylose/AmylopectinAmylose consists of chains of several thousand glucose molecules. Amylopectin consists of chains of glucose molecules with branches. Each molecule contains ~1 million glucose.
326277447CelluloseThe structural material of plants, held together by hydrogen bonds.
32627744819.14 Carbohydrates SummaryCarbohydrates include sugars, starches, and cellulose. Glucose is an alcohol and an aldehyde that polymerizes to form starch and cellulose.
326277449NucleosideA unit consisting of a nitrogenous base and a ribose sugar.
326277450NucleotideA unit consisting of a nitrogenous base, ribose sugar, and phosphate group.
326277451PolynucleotidesPolymeric species built from nucleotide units.
32627745219.15 Nucleic AcidsNucleic acids are copolymers of four nucleotides joined by phosphate ester links. The nucleotide sequence stores all genetic information.

Need Help?

We hope your visit has been a productive one. If you're having any problems, or would like to give some feedback, we'd love to hear from you.

For general help, questions, and suggestions, try our dedicated support forums.

If you need to contact the Course-Notes.Org web experience team, please use our contact form.

Need Notes?

While we strive to provide the most comprehensive notes for as many high school textbooks as possible, there are certainly going to be some that we miss. Drop us a note and let us know which textbooks you need. Be sure to include which edition of the textbook you are using! If we see enough demand, we'll do whatever we can to get those notes up on the site for you!