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What do C-C single bonds allow? Majorly found in which class of hydrocarbon? |
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2 less hydrogens than alkanes simplest: cyclopropane shapes CnH2n + 2 rule |
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When two compounds have the same molecular formula but C atoms bonded in a different order |
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an alkane that is missing on hydrogen atom ex: methyl CH3 |
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-C atoms most likely to bond with nonmetals: H, N, O, S, P and halogens -classify organic compounds according to their structure -chemical rxns -found in biomolecules: proteins, lipids, carbs |
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What type of hydrocarbons are alkenes and alkynes? |
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Unsaturated. due to double and triple bonds |
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What type of hydrocarbons are alkanes? |
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Saturated. MAX number of hydrogens possible |
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Attraction between oppositely charged ions, loss and gain of electrons. complete transfer of electrons |
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Compound containing BENZENE, a molecule that has a ring of 6 carbon atoms with 1 H attached to each C -picture: hexagon with circle in ctr. -cyclic and contains double bonds |
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Nucleophilic Functional Groups |
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Alcohols, Amine or Amino groups, & Thiols (sulfhydryls) -electron rich -lone pair of electrons -partial negative charge (anions) |
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Hydroxyl or -OH bonded to (a C atom) -can ionize or deprotenate (in water based solutions):loss of a proton or H+ --ex: CH2OH --> CH30 neg. chrg + H+ pos. chrg --O becomes more nucleophilic from deprotenation -attacking species - |
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What do curved arrows symbolize? |
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The direction of electron flow; movmt of electron pair |
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Classifications of the Alcohols |
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Primary, Secondary and tertiary -1: attached to zero or 1 other C; 1 alkyl group -2: attached to 2 alkyl groups -3:3 alkyl groups |
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Takes electrons and goes basically anything electronegative can leave Cl, Br, I, At (Halides) -OR, -SR -OH?, -OH2?, |
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What does the oxidation of a primary alcohol produce? |
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An aldehyde. (contains a double bond between C & O). Ex: oxidized Methanol (Takes a H from -OH and H around C) |
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How do aldehydes oxidize and what is then the final product? |
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They need added Oxygen; final product is carboxylic acid
-ex: acetaldehyde --> acetic acid |
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Oxidation of Functional Group |
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increase in C-O bonds loss of electrons loss H atoms or addition of O gain of C=C bonds (from C-OH bond) |
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Oxidizing something and therefore is reduced |
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decrease C-O bonds gain of electrons |
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NH2 or R-NH2 central atom is a Nitrogen atom; derivative of ammonia (NH3)in which C atoms replace one, two, or three of the hydrogen atoms |
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a.k.a SULFHYDRYLS the functional grp -SH is bonded to a C atom similar, but slightly less neg. than -OH |
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What happens if there are 2 thiols in a solution? What is the product important in? |
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They will deprotenate, the thiols will join, and they will create a disulfide. Important in proteins (offer stability). |
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(1)Carboxylic acids, (2)Aldehydes, (3)Ketones, (4)Esters, (5)Amides, (6)Phosphate esters -electron deficient -attacked by nucleophiles -may have partial positive chrg |
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the functional group is a combo of the carbonyl and hydroxyl groups. the first C atom is part of a carboxyl group R-COOH(ex:CH3COOH) O=C : carbonyl R= alkane (hydrocarbon) *Will always be attacked (bc an electrophil) |
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first C of carbon chain is a carbonyl group that is bonded to a H atom (RCHO) - can oxidize by adding [O] to make carboxylic acid exs p. 8 notebook |
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What is the simplest aldehyde? |
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Formaldehyde HCHO only aldehyde that has carbonyl grp attached to 2 H atoms |
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carbonyl group is bonded to 2 other C atoms RCOR exs p. 8 notebook |
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similar to carboxylic acid,except the oxygen of the carbonyl group is attached to a C and not a hydrogen (O=COC v. O=COH) Made from carboxylic acids and alcohols |
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The reactants carboxylic acid plus alcohol makes what two products? |
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hydroxyl group of a carboxylic acid is replaced by a nitrogen group RC=O-NH2 p. 9 Made from carboxylic acids & amines |
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ester bonds form between hydroxyl group of an alcohol and phosphoric acid O=POR |
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HOP=OOHOH -Strong acid due to 3 OH's -good leaving groups on electrophiles |
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The reactants phosphoric acid and alcohol make what? |
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Definition
Phosphate ester and water |
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The reactants phosphate ester and alcohol form what? |
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Phosphate diester + Water p.621 |
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What do the reactants carboxylic acid and amine produce? |
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Translation: Nucleus-loving • Chemical meaning: Reacts with positivelycharged (or partially positive) atoms (electrophiles: electron-loving) • Characteristics: Nucleophilic atoms will have either lone pairs or pi bonds that can be used to form new bonds to electrophiles -the attacker |
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Translation: Electron-loving • Chemical meaning: Reacts with sources of electrons (nucleophiles: nucleus-loving) • Characteristics: Electrophilic atoms will have – Positive charge, a partial positive charge, or be very polarizable – An empty orbital or a heterolytically breakable bond (to a leaving group -gets attacked |
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Alkanes: states of matter |
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C1 through C4 = gases (naturally) C5-C17 = liquids, oils, gasoline (jet fuels, high b.p) C18 and higher = solids -In general, soluble in water -lowest m.p.&b.p. of all hydrocarbons (compared to biomolecules) |
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-Alkanes mix with oxygen to make CO2 with H2O and Energy -propane, gasoline, etc -(be able to draw it) -cellular/physiological ex on p.10 |
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Know Electron Dot Structures & Name of molecular formulas |
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-atoms connected by single bonds -H's saturate C's -90% of biosphere made up of organic matter -stabilized by Van Der Waals interactions |
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-double bonds -bond angles = 120 degrees -have fewer hydrogens, replaced by C=C - |
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What is the simplest Alkene? |
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Rigid, cannot rotate in alkenes |
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Cis- 2 large groups, usually alkyl groups or halogen atoms are on same side of the double bond Trans- lg. groups on opposite sides of the double bond farther apart than cis are = MORE STABILITY |
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Physical Properties of Alkenes |
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-similar to alkanes -Halogenation of Alkenes- addition rxn (hydrogenation = adding H's (ex p.10) |
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Steps: find longest C chain Replace -ane with -ene |
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-hydrocarbons with more unsaturation, triple bonds -bond angles 180 degrees -very useful -anti tumor producing agents -do not have cis-trans because the C's in the triple bond are each attached to only one group |
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-identical molecules but mirror images -aka Enantiomers -have same atoms but arranged differently in space -Not superimposable ex: hands - can't fit a R glove on L hand; can't have palm of L&R face up and have everything aligned, doesn't work! CHIRAL- Molecule where carbon center has four different* molecules or groups attached |
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Proteins Sugars/carbs fatty acids nucleic acids |
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-made up of A.A. -AA has carboxylic acid group, amine group, R group (20 different), has chiral attached to it NCHRC --> therefore, optical isomers in AA |
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-made up of polyhydroxyl (C-OH)Aldehyde and Ketones ALDOSE-carbonyl group is on the first C (-CHO) KETOSE-carbonyl group on the second carbon atom as a ketone (c=O) |
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-Carboxylic Acids & hydrocarbons -Make up lipids -Found in membranes more info? -A lot more Energy harnessed from fats than from sugar |
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-building blocks of DNA/RNA -nucleotidetriphosphate, ""diphosphate, monophosphate -purines: Adenine & Guanine -pyrimidines:Cytosine, Uracil, Thymine -amide: O=C-N |
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-biomolecules are influenced by solvation of H2O -most abundant biomolecule (60-90%) cellular -most unusual properties - high heat of vaporization, surface tension and b.p/m.p. |
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Mutual attraction of H2O to itself the WEAK electrostatic interaction between a H attached to an electronegative atom and its interaction with another electronegative atom -no equal sharing of electrons in water (parital negative & partial positive) -easy to break |
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Water's 4 Major Types of Non-Covalent Forces |
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1) charge-charge interactions 2) Hydrogen bonding 3) Vander Waals forces 4) Hydrophobic interactions |
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How do you draw Hydrogen bonding? |
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How many water molecules can one water bond to? |
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How do you draw a Hydrogen bond between one molecule and a ketone? |
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Draw H bond between H2O and an Amine. |
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-In liquid water, the molecules are packed closer together & therefore more dense. Upon freezing, the molecules form a less dense (max H bonds) lattice structure & therefore floats to surface. -hexagonal lattice structure -every molecule is H bonded to 4 others |
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Solvent Properties of H2O |
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Definition
-good solvent to polar molecules functional groups that would be polar: Amide, alcohol, carboxylic acid, aldehyde, ketones, etc) -good solvent to ionic molecules ex: Table salt Na plus, Cl minus -Poor solvent for Hydrocarbons (b/c hydrocarbons have covalent bonds & water is polar) |
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"like dissolves like" -Hydrophobic = water hating -Hydrophilic = water loving ex: water will dissolve with Carbox. acid, alcohol, etc |
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Hydrophilic biomolecules will mix with water, hydrophobic will separate - Benzene ---> alkene;subsides in oil layer - Urea ---> polar; subsides in water - NaCl ---> polar; subside in water - Vitamin A ---> Amphipathic = both layers. polar head, phobic tail |
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SODIUM DODECYL SULFATE (SDS) |
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-anterior of micell -noncovalent bonding with the exclusion of water **very important for protein stability -In protein, phobi inside, philic outside, water pushed out (doesn't want + chrg inside protein) |
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Charge to Charge interactions |
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-strongest of noncovalent interacts -longest distance out of 4 noncovalent forces (dist. is important) -SALT BRIDGE- 2 AA of opposite chrg interior of protein |
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-weakEST electrostatics -short range -C=O all in proteins |
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What are the structural isomaers for all 10 alkanes? |
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meth, eth, prop = 1 but = 2 pent = 3 hex = 5 Hept = 9 oct = 18 Non = 35 dec= 75 |
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