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1
Q

Infrared Spec

Alcohols
Acids
Ketones
Amines

A
measure molec vibrations: stretching, bending and rotations
Best to identify functional group
Alcohols - broad peak 3100-3500
Acids - broadest - C=0 and O-H 
Ketones - sharp
Amines- sharp
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2
Q

Why does O-H group have broad peak in IR

A

The variable pull on H changes the apparent mass of H atom - this is stretching.

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3
Q

How to determine how many signals in C-NMR?

A

number of different Cs in the compound. Different means different things attached to it. Eg benzoic acid has 5

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4
Q

torisional strain

A

occurs between atoms on same compound. Caused by repulsion between electrons/bonds when atoms are close

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5
Q

staggered vs eclipsed

A

staggered, groups on adjacent C as far apart as possible.

eclipsed - as close as possible

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6
Q

gauche

A

staggered but eg 2 methane groups are close (like at 12 and 2)

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7
Q

anti

A

staggered, like mthane groups at 12 and 6

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8
Q

SN1

A

Rate can never be more than rate determining step
LG leaves, making carbocation
nuc attacks
rate only depends on the conc or original mcule bc it’s the only reactant
Best in polar and protic solvents eg water and alcohol
Will usually give a racemic mixture because of the planar carbocation!

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9
Q

SN2

A
nuc attacks and Lg leaves
ONLY 1 step
depends on conc of both
strong nuc attack from back
polar aprotic solvents 
Why not protic? Because H would bond to nuc and stop it from attacking, remember we need the nuc to be really strong in sn2 bc it has to force the lg to leave
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10
Q

When will Sn1 happen over sn2?

A

Tertiary>2>1>methyl
planar
achiral

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11
Q

SN2 over SN1?

A

methyl>1>2>3
chiral transition state
rxn flips the bonds

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12
Q

Great LG

A

weak bases, halogens

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13
Q

Strong nucs

A

strong bases, larger is better

RO->HO->RCO2->ROH>H2O

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14
Q

Elimination rnx

A

alkane - alkene via removal of halide or OH

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15
Q
E1
How many steps
rate determining step
mech
favorable conditions
A

Unimolecular elim.
2 steps carbocation intermediate like sn1
only conc of substrate matters
LG leaves eg Cl
weak nuc (OH-) pulls H off of other C, makes alkene
polar, highly sub C groups, weak nuc

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16
Q

E2

A

bimolec elim
1 step like sn2
conc of substrate and base (strong nuc!)
Strong nuc plucks off H, halide (LG leaves too)
NB! Goes after more substituted C so that double bond is somewhere in the middle of the cpound instead

17
Q

enantiomer

A

isomers that are mirror images

18
Q

structural isomer

A

same molec formula

19
Q

geometric isomer

A

same atoms, bonds, different spatial arrangement

20
Q

ortho, meta, para

A

ortho - adjacent 1,2 position
meta - 1,3 poisition
para - 1.4

THINK PARa = even out

21
Q

solubility inc or dec with Temp?

A

dec

think heating mixes things up

22
Q

IR spec - what does a high peak mean?

A

it means there is more of that particular group relative to others in the sample
but it’s not quantifiable, like don’t use IR to figure out concentrations of a group in a sample

23
Q

what is the best way to decipher an unknown in large quantities?

A

extraction

24
Q

identify unknowns on small scale?

A

you can use gas chromatography
paper chrom
mass spec

25
Q

single bond

bond type
hybridization

A

sigma

sp3

26
Q

double bond

bond type
hybridization

A

sigma and pi

sp2

27
Q

triple bond

bond type and hybridization

A

1 sigma, 2 pi

sp

28
Q

what has a higher bp?

cis alkene or trans?

A

cis because of the dipole moment that is created

29
Q

what has a higher melting point?

cis or trans alkene?

A

trans, more effective arrangement

30
Q

what is a chiral mcule?

A

a mcule that is not superimposable on its mirror image

31
Q

what is a meso mcule?

A

a mcule that has chiral centers but is achiral meaning the mirror images can superimpose

conversely, you can have a mcule with no chiral centers and still have be chiral (cannot superimpose) just because of geometry in space

32
Q

what does amphipathic mean?

vs amphoteric

A

mcule has both polar and nonpolar regions

amphoteric can be an acid or base

33
Q

what does alpha decay emit?

A

2 protons and 2 neutrons

34
Q

how many neutrons do beta and gamma radiation emit?

A

none!