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83 Cards in this Set

  • Front
  • Back
What are the 6 groups compounds can be classified into?
1. acids (formulas begin with H- except for some organic acids like acetic acid which are often written with the H- at the end, as in CH3COOH)
2. bases (formulas end in -OH except for ammonia and organic bases which are similar to ammonia and contain nitrogen)
3. metal oxides (binary compounds of a metal and oxygen)
4. non-metal oxides (binary compounds of a non-metal and oxygen)
5. salts (compounds of metals that are NEITHER bases NOR oxides)
6. other (most compounds belong here!!!!!)
What are some strong Acids?
strong" acids (which exist largely as ions in solution rather than molecules) are few in number and should be learned: HCl, HBr and HI are the only strong binary acids; ternary acids are usually strong if the number of oxygens exceeds the number of hydrogens by two or more
What are some strong Bases?
LiOH, NaOH, KOH, Ca(OH)2, Sr(OH)2, Ba(OH)2
The basicity of a species depends on the reactivity of the atom with the unshared pair of electrons this atom being the basic site for accepting the H+ . the more spread out (dispersed, delocalized) is the electron density on the basic site, the less basic the species.
What are some common salts
the salts which are soluble include all of the salts of lithium, sodium, potassium and ammonium cations and of nitrate and acetate anions. All chlorides are soluble except silver, lead and mercury(I) [AP H]. All sulfates are soluble except those of calcium, lead, barium, and strontium [C PBS]. All other salts should be considered only slightly soluble unless you learn otherwise.
What are the 6 delocalization rules
1. bases of binary acids (HnX) of elements in the same group the larger the basic site X, the more spread out is the charge
2. for like charged bases of binary acids in the same period the more unshared electrons the more delocalized the electronic charge
3. the more s character in the orbital with the unshared pair of electrons more delocalized
4. extended p-p bonding between the basic site and an adjacent pi resonance delocalizes
5. Extended p-d pi bonding with a atoms that can acquire more than an octet delocalizes its charge
6. inductive effect electronegative atom transmits its electron withdrawing effect through sigma bonds and they are electron donating and will localize more electron density on the basic site
What is the oxidation number of a monoatomic ion
its equal to its charge
in compounds the oxidation number for hydrogen is
1 except in metal hydrides which is -1
in compounds the oxidation number for oxygen is
-2 excepts for peroxides where it is -1
What is the oxidation number of alkali metals
+1
The oxidation number of alkaline earth metals is
+2
What is the oxidation number for terminal halogens
-1
Pauli Exclusion Principle
states that each orbital can hold a maximum of 2 electrons providing that their spins are paired
Aufbau principle
Aufbau in german means "building up" and this principle simply states that electrons occupy and fill the lowest energy orbital this is an atoms most stable state
Hunds rule
states that when there are two or more orbitals with the sameenergy electrons will go into different orbital rather than pair up in the same orbital
What is the common bonding pattern for Nitrogen (neutral)
Since nitrogen has 5 val electrons will consist of 3 bonds and a lone pair
What is the common bonding pattern for carbon (neutral)
Will have four bonding pairs because carbon has four valence electrons
What is the common bonding pattern for carbon (negative)
lack bonding pair instead has a lone pair
What is the common bonding pattern for carbon (positive)
lacks a bonding pair and has a radical
What are the 5 general rules when drawing resonance
1. All the resonance structures must be valid lewis structures for the compound
2. nuclei can not be move on placement of electrons
3. number of unparied electrons must remain the same
4. major contributors are the ones with the least energy neg charges tend to go on high EN atoms
5. Resonance stabilization is most important when it serves to delocalize a charge
Arrhenius acids and bases
the first scientist to classify acids and bases he proposed the idea that when acid dissolves in water it dissociates into it ions acids H+ and bases OH-
Bronsted Lowry Acid and bases
an acid donates a protone and a base acepts a proton . The strengths of the acids and bases are determined by by the extent in which they lose or gain electrons a nice rule is is acid base reactions go in the direction of forming the weaker acid and weaker base
Lewis Acid and bases
lewis acid electrophile shares an electron pair furnished by a lewis base (nuclophile) to form a covalent bond. useful in explaing the acidity of an aprotic acid like BF3 CU2+ SiF4 CO2
amphoteric substances
the word comes from greek ampho means both substances that can act either as a base or an acid depending on the conditions
binary acids
the simplest acids composed of only two elements when naming them the ending of the second atom (the non metal) js changes to an 'ic' and the prefix hydro is used
what are some of the strong acids
HCl

H2SO4

HNO3

HClO4

HBr

HI
What are the structural effects on acidity
a more electronegative element bears a negative charge more easily, giving a more stable conjugate base and a stronger acid
C<N<O<F
stability
CH3<NH2<OH<F
Size negative charge of an anion is more stable if it spread over a larger region of space
A nucleophile
donates electrons
an electrophile
accepts electrons
acidic protons
may serve as electron acceptors
Name the element that corresponds to the electron configuration 1s2 2 s2 2 p2
carbon
Name the element that corresponds to the electron configuration
1s2 2s2 2p4
oxygen
Name the element that corresponds to the electron configuration 1s2 2 s2 2 p2
carbon
Name the element that corresponds to the electron configuration
1s2 2s2 2p4
oxygen
There is a small portion of the periodic table that you must know to do organic chemistry, make a list of the elements in the first two rows of the periodic table
H, He
Li, Be, B, C, N, O, F, Ne
P, S, Cl
Br
I
Explain the relative energies when two hydrogen 1s orbitals overlap
when the two 1 s are in phase the result is a molecular orbital is a sigma bonding with a lower energy than the 1 s atomic orbital then out of phase form an antibonding orbital with an higher energy that that of 1 s
Explain the bonding of a Cl2 molecule
p and p overlap constructive overlap forms a sigma bonds
a pi bond
results from overlap between two p orbitals oriented perpendicular to the line connecting the nuclei
a double bond
requires the presence of four electrons in the bonding region the first is a strong sigma bond the other goes into a pi bond MO with its electron density centered above and below the sigma bond
sp Hybrid Orbitals
a pair of directional sp hybrid orbitals results from two orbitals s and p to enhance electron density in the bonding region to form sigma bonds this results in a linear bond with a bond angle of 180
sp2 Hybrid Orbitals
to orient three bonds as far apart as possible 120 is required when 1 s and two p orbitals the resulting three hybrid orbitals oreinted at 120 angles to each other they are called sp2 hybrid trigonal geometry, the remaining p orbital is perpendicular to the plane of the three hybrid orbitals
sp3 Hybrid orbitals
by combining one s orbital and three p orbitals 4 orbitals are called sp3 hybrid orbitals with angles of 109.5 and a tetrahedral geometry
Constitutional isomers
isomers that differ in their bonding sequence atoms are connected differently
Stereoisomers
differ only how thier atoms are oriented in space
Dipole- Dipole Forces
polar bonds have a positve end and a negative end the most stable is when the positve end is close to the negative end of another molecule generally attractive this attraction must be overcome when a liquid vaporizes resulting in larger heats of vaporization and higer boiling points for strongly polar compunds
The London dispersion force
non polar molecules can be decribed as a temporary dipole dur to electrons be displaced slightly symmetrical arrangement this attraction depends on surface area
Hydrogen bonding
is not a true bond but a strong attractive dipole to dipole interaction can occur when a hydrogen atom is bonded to oxygen, nitrogen or fluorine
How many possible structural isomers can Butane have and what are the names ?
only two are possible
n- butane
isobutane
How many possible structural isomers is there for pentane and what are the names?
3 possible
names
n- pentane
iso pentane
neo pentane
How many structural isomers does hexane have
5 possibilities
What is a constitutional isomer
isomers whose atoms are connected differently, they differ in their bonding sequence
What are the conformations of cyclohexane
Chair, half chair, boat, twisted boat
define stereoisomerism
In stereoisomerism, the atoms making up the isomers are joined up in the same order, but still manage to have a different spatial arrangement. Geometric isomerism is one form of stereoisomerism
Chair conformation
the most stable conformation for cyclohexane with both parts puckered upward and the other downward
boat conformation
the less stable puckered conformation most stable boat structure is the twisted boat
half chair
the unstable conformation half way bettwen a chair and boat configuration
What is the structure of isobutyl
...
What is the structure for sec-butyl
What is the structure of tert-butyl
what is the structure of isopentyl
Structure for neopentyl
When giving IUPAC names for cycloalkanes what is the rule for naming functional groups that are long alkane chains?
Name functional group seperately
The Carbon that is directly attached to the cycloalkane is carbon #1 and name the rest with the same rules
Alkanes C1-C4 is at what phase and STP
methane ethane propane and butane are gases at room temperature but propane and butane can be liquified easily under modest pressure
Alkanes C5- C8 is at what phase at STP
free flowing volatile liquids isomers of pentane hexane and octane are the primary constituents of gasoline
Alkanes C9- C-16
higher boiling points usually viscous kerosene, jetfuel and diesal fuel
C16 and up are called sometimes mineral oils
What are some general rules when discussing the boiling points of alkanes
High BP -higher molecular weights
linear molecules boil higher than branched molecules
higher intermolecular forces will have higher boiling points
What are the 8 different five carbon alkyl groups
Explain the initiation step in the free radical chain reaction
Radicals are formed: Light supplies the energy to split a Cl, Br
Explain the propagation step in the free radical chain reaction
A radical reacts to form another radical
Explain why free radical halogenation usually gives mixtures of products
free radical halogenation substitutes a halogen atom for a hydrogen. only if a molecule has only one type of hydrogen, substitution of the first of these hydrogens form a new compound for ex. chloronation of methane can produce CH3Cl, CH2Cl2 CHCl3 and CCl4
Name 3 mechanism that can account for a termination step
radicals combine with other radicals ...
reactions of radicals withthe vessels or other contaminants
when the concentration of radicals are low usually towards the end of the reaction
explain the problem solving hint to be sure if a reaction is a valid free radical chain reaction
initiation steps usually creates new radicals
propagation steps usually combine a free radical and a reactant to give a product and another free radical
termination steps generally decrease the number of free radicals
Enantiomers
mirror image isomer; pair of compounds that are nonsuperimposable mirror images
Asymmetric carbon atom or chiral carbon atom
is a carbon that is bounded to four different groups
A stereo center
any atom at with the interchange of two groups gives a stereoisomer
How can you tell whether or not a molecule is Chiral or Achiral?
Generally speaking the ultimate test is whether or not its mirror image is the same or different
1. If a compound has no asymmetric carbon it is usually achiral
2. If a compound has just one asymmetric carbon atom, it is chiral
3. If a compound has more than one asymmetric carbon it may or may not be chiral
Cahn- Ingold- Prelog convention
when a carbon atom is assigned a letter based on its three dimensional configuration
Rules
1. Assign a priority to each group bonded to the asymmetric Carbon. Atoms with higher atomic numbers receive higher priorities
I>Br>Cl>S>F>O>N>C-13>C-12>Li>H-3>H-2>H-1
2. In case of ties, use the next atoms along the chain of each group as tiebreakers
3. Treat double and triple bonds as if each were to a separate atom
4. Using a three- dimensional drawing or a model, put the fourth priority group in back and view the molecule along the bond from the asymmetric Carbon to the fourth priority group draw an arrow from the first priority group through the second to the third if the arrow points counterclockwise it is called S if clockwise R
Dextrorotatory
rotate planes of polarized light toward the right or clockwise
Levorotatory
rotate planes of polarized light toward the left of counterclockwise
specific rotation (Sigma)
Sigma (observed)/ (c*l)
c= concentration in grams per mL
l= length of sample cell (path length) in decimeters (dm)
Racemic mixture
a solution with equal amounts of two enantiomers so that the mixture is optically inactive
Optical purity
is defined as the ratio of a mixture of its rotation to the rotation of a pure enantiomer

O.P= Observed rotation/ Rotation of pure enantion X 100%
Diasteromers
are stereoisomers that are not mirror images
Meso compund
a achiral compound that has chirality