paper2 Flashcards

(105 cards)

1
Q

what is nmr and what is it used for

A

Nuclear magnetic resonance spectroscopy

used to analyse organic molecules

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2
Q

what are the 2 diff types of nmr spectroscopy

A

carbon-13
tells how carbon atoms are arranged
hydrogen-1 / proton
tells how hydrogen atoms are arranged

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3
Q

rules for both types of the nmr

A

1) number of peaks
- tells us how many non equivalent environments there are

2) chemical shift
measure of energy difference depends on what is near by to the environment

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4
Q

rules for just proton nmr

also high res proton nmr

A

1) intergration trace
area under graph is equal to the number of hydrogen atoms

2) splitting pattern
singlet - one peak
no neighboring hydrogen

doublet - two peak
one neighboring hydrogen

triplet - three peak
2 neighboring hydrogen

quartet - four peak
3 neighboring hydrogen

multiplet - many peak
many neighboring hydrogen each side

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5
Q

what considerations about solvents should be used in nmr
give 2 examples of solvent

A

mustn’t interfere with spectra

polar sample -polar solvent
CDCL3 d= heavy hydrogen

non polar sample - non polar solvent
tetrachloromethane
CCl4

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6
Q

whats used as the standard in nmr and why is it used

A

TMS

4 methyls around a silicon

all the hs and cs are in the same environment so make one peak
chemical shift value of 0 and everything else is compared to this

  • it is also inert and wont react with sample creating confusing peaks
  • highly volitile easy to seperate from the solution and reuse
  • non toxic so cause no harm
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7
Q

key labels on the spectra

A

more up field to the right are more shielded

more downfield to the left are more deshielded

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8
Q

measuring change gas produced

A

use gas syringe

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9
Q

what does collision theory state
how can this effect rate of reaction

A

for a chemical reaction to take place the particles need to collide with each other in the correct orientation and with enough energy

if enough energy and correct orientation then there will be a successful collision

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10
Q

define activation energy

A

minimum amount of energy for reaction to take place

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11
Q

define a catalyst

A

catalyst is a substance that increases the rate of reaction without taking part in the chemical reaction by providing the particles an alternative mechanism with a lower activation energy

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12
Q

define rate of reaction

give units

A

the speed at which a chemical reaction takes place

mol dm-3 s-1
mol dm-3 min-1

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13
Q

factors affecting rate of reaction

A

temperature increase more particles with higher kinetic energy more frequent collisions and therefore higher probability of more successful collisions

concentration increase
result in an increased collision frequency and therefore an increased rate of reaction

pressure is increased
molecules have less space in which they can move
number of successful collisions increases due to an increased collision frequency

adding catalyst
decrease the ea of a reaction by providing alternative energy pathway

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14
Q

what do maxwell-boltzman distribution curves display

A

a graph that shows the distribution of particle energies at a certain temperature

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15
Q

describe key features of maxwell-boltzman distribution curves

A

large peak at lower energy this is the most probable energy

the right never touches x axis as its impossible for 0 particles can have high energy

the higher the temp the more particles with sufficient ea

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16
Q

whats the general rate equation

A

Rate = k * [A]m * [B]n

where m and n are the orders of reaction with respect to reactants A and B
k is the rate constant.

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17
Q

how are the orders represented in the rate eq using [ a ]

A

1st order = [ a ]

2nd order = [ a ]2

0 order = not written in rate eq

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18
Q

what are the only values for the orders and what do they look like on graphs
and what are the values on axis

A

1st order linear

2nd order exponential

0 order a strainght horizontal line

y axis = rate
x axis = conc of reactant

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19
Q

calculating k in rate equation

A

k = rate / conc of reactants to their powers
rate = mol dm-3s-1
conc = mol dm-3

overall units cancel out

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20
Q

working out orders from the list of numbers

A

1) identify a test where only one reactant changes
2) find out how much it changed by(2x 3x 4x 0.25x)
3) rate = multiple of change to the power of x
4) find how you would get from order to rate number

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21
Q

identifying orders when both conc are changing

A

1) identify the one condition where only one changes and work out the order for that reaction
2) look where both the conc change and then find the multiplication of both
3) multiply the known value factor by its power and then divide the rate factor by this value
4) now left with rate = [ B ]x figure out the x

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22
Q

two ways of expressing Arrhenius equation

A

k = Ae-EA/RT

ln k = ln A – EA/(RT)

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23
Q

what are the units for Arrhenius constant

A

the exact same as k

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24
Q

how to identify the rate determining step from reaction mechanism

A

Mechanism
Step 1 A + B ~> X + D fast
Step 2 X + C ~> Y slow
Step 3 Y + B ~> E fast

its the slow step so the rate equation would be

r = k[A] [B] [C]
as they appear once in the reactant side so will be first order and d appears once on each side so cancels out

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25
define homulogous series
same funct group diff length of carbon chains
26
whats displayed formula
every bond in the molecules is shown
27
whats skeletal formula
lines for carbons add funct groups on but no hydrogens on chains shown
28
structural formula
written as they are ch3ch2ch2ch2oh
29
rules for naming
1) find longest carbon chain 2) identify side branches and funct groups 3) chain is numbered so part with highest prority has the lowest number 4) use di,tri,tetra for more than one type of the same thing 5) commas between numbers and hyphens between words and letters
30
describe process of homolytic fission and the mechamism that uses this
nitiation 1) uv light shone at the Cl2 2) breaks the bond equally each element get one e- form free radicals propagation - Cl radical takes H off methane ~> HCl + methane radical - methane radical + Cl2 ~> chloromethane + Cl radical termination 1) two radicals bond form a non radical methane rad + methane rad ~> ethane Cl rad + Cl rad ~> Cl2 methane rad + Cl rad ~> chloromethane
31
whats a structural isomer definition and three types
structural = same molecular formula different structures position = same molecular formula different position of funct group chain = same molecular formula different arrangement of carbon chains funct group = same molecular formula different funct group
32
whats sterioismoreism and what examples
sterioisomerism = same molecular formula different arrangement in space e/z isomerism = different arrangement around a c=c priority groups determined by atomic number optical = a chiral carbon is when there are 4 diff groups bonded to one central atom form 2 mirror images / enantiomers rotate polarised light in opposite ways if in equal quantities then this is called a racemic mixture
33
fract dist of crude oil
crude oil is many diff length hydrocarbons longer = higher bp seperates out at diff condensing points
34
whats cracking and what are the two types
turning long chain hydrocarbons into shorter more useful ones catalytic- zeolite catalyst 450°c press just above 1 atm branched alkanes / aromatics thermal 400-900°c 7000kPa many alkenes
35
complete combustion (excess o2)
alkane + o2 ~> co2 + h2o co2 and h2o vapour both greenhouse gasses
35
incomplete combustion (limited oxygen)
alkane + o2 ~> co + h2o co is a toxic gas h2o vapour is a green house gas
36
incomplete combustion (little to no o2)
alkane + o2 ~> c + h2o c is soot h2o vapour is a green house gas
37
reactions happening in catalytic converters
2NO(g) + 2CO(g) ~> N2(g) + 2CO2(g) unburnt hydrocarbon + NO ~> CO2 + N2 +H2O
38
nucleo sub
nucloephile = e- pair donor OH- NH3 -CN Aqueous solvent attack the carbon bonded to the halogen and the bond between halogen and carbon breaks going to the halogen makes g7- for nh3 another nh3 will come and take a H off forming NH2 and NH4+
39
reactions of haloalkanes
iodine weak attraction bromine chlorine flourine strong attraction reactions with F are slow as there is high bond strength take lot of energy to break reaction w I go fast as there is weak bond strength take little enrgy to break
40
elimination reaction Halogenoalkane -> Alkene
metal hydroxide w a alcohol condition KOH Warm ethanol solvent OH- attacks the hydrogen on the carbon bonded to the other cabon with halogen 1)this gives lone pair to hydrogen forms h2o 2) e- shared from the c-h gets donated to the c-c bond forms c=c 3) e- in the c-halogen bond donates its pair to the halogen form g7-
41
substitution reaction
metal hydroxide w a aqueous condition
42
electrophillic addition
happen at a c=c as these are dense in e- reagents 1) hbr 2) br2 test for alkenes 3) cold conc h2so4 stage 2 warm water 1) double bond is dense in e- and H is delta +ve and gets donated e- from the double bond and bonds to the c with most H's attached and the other c forms +ve carbocation e- donated from the Br- to the carbocation has to bond to most stable one +ve inductive effect 2) double bond is dense in e- and Br becomes delta +ve and gets donated e- from the double bond and bonds to the c with most H's attached and the other c forms +ve carbocation e- donated from the Br- to the carbocation has to bond to most stable one +ve inductive effect 3) H - O bond is polarised and the h is delta +ve and gains e- from the double bond and the - :OSO2OH- gives its e- pair to the +ve carbocation
42
oxidation of alcohol
primary alc ~> aldehyde ~> carboxylic acid secondary alc ~> ketone tertiary alc ~> no reaction ox agent is potassium dichromate cr2o7^-2 turn from orange to green
42
depletion of ozone
cfc are dangerous molecules that consist of a central carbon and 2F + 2Cl 1) initiation CF2CL2 ~UV~> CF2CL rad and Cl rad 2) propogation - o3 + Cl rad ~> ClO rad + O2 - ClO rad + o3 ~> 2o2 + Cl rad 3) termination - 2Cl rad ~> Cl2 hole in protective layer of the atmosphere means we are no longer protected from uv
42
production of alcohol advantages
1) hydrogenation of ethene - e- rich c=c bond in ethene gets attacked by the H+ - carbocation is formed h20 bod to this and the o has a +ve charge one of the H's donate its e- pair and break off forming ethanol and H+ - h3po4 catalyst - 300°c - 70 atm of pressure - use steam advantages - fast - continous process - pure product disadvantages ethene from crude oil non-renewable resource will run out - very expemsive 2) fermentation of sugars glucose ~> ethanol + co2 yeast anaerobic coditions no air 30-50°c for yeast to work advantages - sugar is renewable - low technology used in low income countries disadvantages - batch process slow labourous - impure need to be further distilled
43
polymerisation of organic molecules
have an alkene draw as a alkane in square brackets with the other connections going past the bracket and just put poly-before the alkene name
43
elimination reactions w an alcohol or dehydration
conc h2so4 under reflux - h+ bond w lone pair on the oxygen and then this h2o molecule breaks off due to being +vely charged - carbocation produced and the h on adjacent c break off give e- pair to the c-c and this forms c=c give alkene + h+ + h2o
43
ethanol use as bio fuel how its "carbon neutral"
photosynthesis takes in 6 molecules of co2 6co2 + 6h2o ~> c6h12o6 + 6o2 and in the fermentation c6h12o6 ~> 2c2h5oh + 2co2 in combustion 2C₂H₅OH + 6O₂ → 4CO₂ + 6H₂O so overall the co2 cancel however this wont be true as the transport will produce co2
43
test for haloalkanes
add nitric acid and then silver nitrate +ve result is colour change white cream yellow ppt
43
whats distrllation and reflux how do they look and what is produced
distillation heat conical flask of solution it evapourate and goes down condensing tube (water flow in from bottom) distillation of primary alc ~> aldehyde distillation of secondary alc ~> ketone distillation of tertiary alc ~> no reaction reflux condenser is vertical (water in from lowest point ) reflux of primary alc ~> carboxylic acid reflux of secondary alc ~> ketone reflux of tertiary alc ~> no reaction
43
whats tollens used for
form silver mirror in presence if an aldehyde [Ag (nh3)2 ]+ form solid silver
43
whats feighlings used for
blue sol ~> red ppt in presence of an aldehyde
43
condensation of glycerol and fatty acid chains
...h h-c-oh ho-c = o h-c-oh ho-c = o h-c-oh ho-c = o ...h ho c = o (carboxyl) forms an ester a bond around an o atom and 3x h2o
44
test for carboxylic acid
add sodiumhydrogen carbonate and if positive then co2 gas produced and bubbles will be created
44
nucleophillic addition from o=c ~> alcohol
NaBH4 in aqueous solution :h- ion attack the c with the c=o forms a :o- the h+ accepts these e- and then forms alcohol
44
uses of esters
- sweet smelling - solvents for polar molecules - plastics and polymers
44
test for alkene
add bromine water brown/ orange solution ~> colourless
44
saponification reactions in triglyceride
under alkaline conditions NaOH / KOH the h will reform alcohol on the glycerol and the metal+o on the fatty acid will form a soap by bonding to the +c=o
44
acid anyhdride reacting w water what prod + conditions
2 x carboxyl groups room temp only need water
45
production of bio diesel
methanol + triglyceride ~> glycerol + methyl esters methyl esters are the bio desiel
46
acid anyhdride reacting w alcohol what prod + conditions
ester + carboxylic acid room temp only need alcohol
47
acid anyhdride reacting w ammonia what prod + conditions
primary amide nh2 and carboxylic acid room temp only need ammonia
48
acid anyhdride reacting w amine what prod + conditions
n substituted amide + carboxylic acid room temp only need amine
49
nucleophillic addition elimination
1) nucleophile attacks the c=o carbon 2) the c=o break giving e- to the O become :O- and e- in the c-cl bond are given to the cl and breaks off forming :Cl- the nucleophile also becomes +vely charged 3) c=o reforms and a H off the nucleophile break off giving e- to the nucleophile
50
acyl chloride + water what prod + conditions
carboxylic acid and HCl room temp only need water
51
acyl chloride + alcohol what prod + conditions
ester + HCl room temp only need alcohol
52
acyl chloride + ammonia what prod + conditions
amide + HCl room temp only ammonia
53
structure of benzene
c6h6 with 6 delocalised p e- form a pi ring planar hexagon
53
acyl chloride + amine what prod + conditions
n substituted amide and HCl room temp only need amine
54
whats the kekele structure
cyclohexa-1,3,5-triene alternation c=c in a cyclic hexagon
55
how was kekeles structure proven wrong
1) all the bond lengths are the same when viewed by a the lengths are inbetween the length of the c-c and the c=c 2) benzne is more stabe than kekeles when studying the enthalpy of hydrogenation shows the pi ring improves stability less energy locked up in the molecule 3) benzene doesnt react w bromine water suggesting there are no double bonds
56
nitration of benzene making the no2+ conditions
1) h2so4 + hno3 ~> h2no3+ + hso4- 2) h2no3+ ~> h2o + no2+ mechanism 1) no2+ receive e- pair from the pi ring in benzene pi ring breaks into horse shoe 2) hso4- will take the h bonded to the same c that has no2 on and the e- pair between the c-h goes into the ring and reforms pi ring reflux 60 degrees c h2so4 catalyst
57
freidel crafts acylation formation of the elecrophile conditions catalyst
forming electrophile - acyl chloride + AlCl3 ~> AlCl4- and o=c+ elecrophillic substitution reaction 1) benzene ring give e- pair to the +ve c=o and this forms a horse shoe 2) AlCl4- comes and takes the h away that was bonded to the c with the c=o attached 3) reform AlCl3 and from HCl and a benzene with a c=o and the rest of organic molecule attached
58
Addition polymers
The c=c extends outside the brackets very stable don’t biodegrade
59
Factors affecting the strength between addition polymers
Surface contact less chains stronger vdw Permanent dipole dipole Hydrogen bonding Addition of plasticisers Inbetween chains weakening intermolecular forces and this makes them more flexible
60
Classification of amines
1° - 1 c-n. 2n-h. 1 lp 2° - 2 c-n 1n-h 1lp 3° - 3c-n. 0n-h. 1lp 4° - 3c-n. 0n-h. 0lp. And a +ve and the ion making salt
61
What are quaternary ammonium salts used for
Shampoos and laundry detergent as they attract -ve ions
62
Amines use as bases
Form dative covalent bonds with h+ giving both e- in line pair become +ve charged
63
Why are aromatic bases weak
As the aromatic ring results in the line pairs being drawn in and partially delocalised less available for donation
64
Factors affecting amine base strength
Positive inductive effect of the alkyl groups bonded result in e- being more available for donation
65
Synthesising amines
1) React halogenoalkane with excess ammonia Nucleophillic substitution nh3 attack the c-g7 and then g7 leaves create c-nh3+ another ammonia comes and takes h+ form c-nh2 and (nh4+cl-) This reacts further making 2°,3°4° and amine can act as nucleophile 2)reducing nitriles a}Ni catalyst and h2 gas catalytic hydrogenation Nitrile + h2 -> amine b} lialh4 strong reducing agent and dry ether solvent Nitrile + 4[H]-> amine
66
Condensation reaction
Joining of two monomers and forms a bond releases a small molecule either h2o or hcl
67
Bonds in condensation polymers
Polypeptide = carboxyl and amine peptide or amide bond Nucleotide = phosphodiester
68
Naming amines
Amino- = -Amine =
69
Reactions between diol and dicarboxylic acids
Form ester bond in condensation reaction forms polyester
70
Reactions between diamine and dicarboxylic acids
Form amide bonds or peptide bonds condensation reaction
71
Uses of Kevlar
Kevlar is made from diamino benzene and benzene dicarboxylic acid Chains are linear and can pack very closely h bonds between chains and lots of vdw forces
72
Repeating unit
All polymers involved minus the oh and h that are involved in bonding the lines go through the ()n
73
Uses of nylon 6,6
Diamino hexane react w hexanedioic acid formed in condensation
74
Uses of teryline
Benzene dicarboxylic acid and ethane diol condensation reaction forms a polyester
75
Hydrolysis reactions
Condensation polymers can be split into separate monomers using water producing original monomers
76
Why can’t poly alkenes be broken down Other ways of managing them
-Too stable so get moved to land fill or -just burn it can be used to generate electricity however this release many dangerous fumes - recycle the plastics melt down and remould into something else
77
What do amino acids consist of And 2 property of amino acids
Carboxylic acid Amine R group They are amphoteric forming zwitter ions Typically chiral form enantiomers
78
What’s a zwitter ion
Nh3+ form and coo-
79
Amino acids at low ph
Cooh and nh3+
80
Amino acids at high ph
Coo- and nh2
81
Using tlc to identify amino acids
- Silica gel acts as stationary phase - Mobile phase is a liquid solvent - leave to rise up paper and mark the solvent front - solubility depends on affinity to the stationary phase least soluble lower down - spray with ninhydrin or fluorescent dye and uv light - calculate rf value and compare to other values of amino acids
82
Protein hierarchy
1°- specific sequence of amino acids 2°- h bonds form between the backbone form beta pleated sheet or alpha helix 3°- specific shape hydrogen, disulphide, ionic bond between r groups 4°- many protein chains come together and bond
83
What are enzymes and how do they work
A protein structure with specific active site only complementary to a specific substrate due to it being chiral active sites are known as stereo specific
84
Preventing rate of enzyme controlled reactions
Add complementary inhibitors of active site
85
Structure of one nucleotide
The oh on the phosphate for ester bond with the Pentose sugar eventually form sugar phosphate back bone of phosphodiester bonds The other oh bond to the nh on base and release h2o H bonds between lone pairs and hydrogen on bases
86
87
Anti cancer drugs
Cis-platin Central pt Nh3 x2 on same side Cl x2 on same side Square planar shape Cl- bonds easily break off and the pt make two bonds to guanine bases Binds to the sugar phosphate backbone and makes it no longer complementary and prevents the replication of the dna preventing mitosis
88
Limitation of cisplatin How to limit this side effect
Can bind to healthy cells and prevent replication of healthy cells - inject directly to the area of cancer - use lower doses of drug