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AU 24 FINALS > ORG 1 > Flashcards

ORG 1 Flashcards

(59 cards)

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1
Q

addition rxn

A

from pi bond to no pi bond

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2
Q

hydrohalogenation mechanism

A

carbocation

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3
Q

hydration mechanism

A

carbocation

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4
Q

markovnikov addition

A

x on more substituted carbon

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5
Q

anti-markovnikov addition

A

x on less substituted carbon

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6
Q

halogenation mechanism

A

anti

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7
Q

halohydrin mechanism

A

anti

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8
Q

oxymercuration-demercuration mechanism

A

anti

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9
Q

hydrogenation mechanism

A

syn

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10
Q

hydroboration-oxidation mechanism

A

syn

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11
Q

hydroboration-oxidation regiochemistry

A

anti-markovnikov (only one for alkenes)

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12
Q

dihydroxylation mechanism

A

syn

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13
Q

carbene cyclopropanation mechanism

A

syn

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14
Q

epoxidation w/ m-CPBA mechanism

A

syn

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15
Q

ozonolysis mechanism

A

oxidative cleavage

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16
Q

KMnO4 cleavage mechanism

A

oxidative cleavage

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17
Q

are alkenes and alkynes the nuc or the electrophile

A

nuc

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18
Q

lindlar catalyst

A

Pd-CaCO3, Pb(OAc)2, Quinoline

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19
Q

quinoline is considered…

A

poison

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20
Q

why does the dissolving-metal reduction create a trans alkene?

A

because it is a radical mechanism

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21
Q

H2 and lindlar cat. make what product?

A

cis alkene

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22
Q

hydrohalogenation of alkyne with 1 equiv of reagent makes…

A

alkene

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23
Q

hydrohalogenation of alkyne with xs reagent makes…

A

alkane

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24
Q

hydration of alkyne makes…

Study These Flashcards
A

ketone (not matter the # of equiv)

25
hydroboration of alkyne makes...
aldehyde
26
internal alkyne w/ ozonolysis makes...
2 carboxylic acids
27
terminal alkyne w/ ozonolysis makes...
1 carboxylic acid and CO2 gas
28
are vinyl cations stable
no
29
vinyl cation
carbocation on a double bond
30
conjugation
orbital overlap allowing delocalization of e- density
31
polyene
a molecule with 2 or more double/triple bonds
32
cumulated (allenes) polyene
zero sigma bonds between pi bonds
33
conjugated polyene
1 sigma bond between pi bonds
34
isolated polyene
2 or more sigma bonds between pi bonds
35
isolated dienes are have ---------- energy than conjugated dienes
more
36
conjugated dienes have --------- energy than alkenes
more
37
conjugate addition products
-1,2 addition -1,4 addition
38
1,2 addition product type
kinetic (faster), exists in cold temps
39
1,4 addition product type
thermodynamic ( more stable), exists at room temp and hot temps
40
diels alder rxn nuc
conjugated diene
41
diels alder rxn electrophile
alkene/alkyne (aka dieneophile)
42
diels alder rxn has up to ----- contiguous stereocenters
4
43
EDG (electron donating groups)
-R groups (induction) -LP e- next to it (resonance)
44
EWG (electron withdrawing groups)
-halogens (induction) -CF3 (induction) -pi bond w/ EN atom (resonance)
45
the bond strength of radicals are similar to...
carbocations
46
what 3 factors stabilize a radical
hyperconjugation, induction, resonance
47
radical reaction indicators
heat, light energy, peroxide or azo
48
3 steps in a radical reaction
initiation, propagation, termination
49
initiation step (general)
from zero radicals to 2 radicals
50
propagation step (general)
from 1 radical to 1 different radical
51
termination step (general)
2 radicals to zero radicals
52
what elements follow an early TS (exo)
F and Cl
53
what elements follow a late TS (endo)
I and Br
54
Iodine radical only reacts with ...
tertiary C or resonance
55
Br radical reacts with...
majority: tertiary C (usually) very small minority: secondary and primary
56
Cl radical reacts with...
secondary or tertiary C
57
F radical reacts with...
tertiary, secondary, or primary C
58
peroxide effect stereochemistry
racemization (like SN1)
59
peroxide regioselectivity
anti-markovnikov

AU 24 FINALS (3 decks)

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