Ch 8 Alkenes: Structure and prepartion via Elimination reaction Flashcards

1
Q

cis

A

same side

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2
Q

trans

A

opposite sides

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3
Q

Z

A

same side

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4
Q

E

A

opposite side

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5
Q

E2 Mechanism

A
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6
Q

E2 rate of reactivity

A

3>2>1

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7
Q

regioselectivity of E2 reactions

A

the reaction is said to produce two different regiochemical outcomes.both products are formed , but the more substituted alkene is generally observed to be the major product

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8
Q

zaitsev product

A

the more substituted alkene

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9
Q

hofmann product

A

the less substituted alkene

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10
Q

when ethoxide is used the ______ product is the major product

A

Zaitsev

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11
Q

When sterically hindered bases are used, the _______ product is the major product

A

hofmann

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12
Q

potassium tert-butoxide (t-BuOK)

A
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13
Q

Diisopropylamine

A
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14
Q

triethylamine

A
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15
Q

E1 mechanism

A
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16
Q
A
17
Q

b/c of their pair of e-,nu- can behave as ____

A

bases,recting with acidic protons of the alkyl substrate

elination reactions compete with nu- substitution reactions

18
Q

elimination reactions. draw it

A

the proton is removd from the alkyl substrate as it becomes bound to the base, and the departure of both the proton ant the electronegative leaing group yileds an alkene

19
Q

why are substitution and elimation reactions both possible

A

ever Nu- has some basic charater and every base has nucleo

20
Q

example of poor Nu-

A

water, HOR

21
Q

strong base with primary alkyl halide

A

SN2 is favored, E2 with strong non nucleophilic bases

22
Q

strong base secondary alkyl halide

A

mostly E2

23
Q

strong base with tiratry alkyl halide

A

E2

24
Q

weak base with primary alkyl halide

A

Sn2

25
Q

weak base with secoundary alkyl halide

A

mostly Sn2

26
Q

weak base and titary alkyl halide

A

Sn2/E1 in polar,protic solvents

27
Q

poor Nu- and alkyl halide

A

no reaction

28
Q

poor Nu- secondary alkyl halide

A

Sn1/ E1 (slowly) in polar protic solvent

29
Q

poor Nu- and tirtary alkyl halide

A

sn1/e1 in polar, protic solvents

30
Q

biomolecular reactions are faster on___ carbon atoms and unimolecular reaction are _____ on tertiary barbom atoms

A

primary, faster

31
Q

hinderded bases favor ___ products even from primary carbon atoms

A

elimination

32
Q

alkoxides (R-O-) are __ bases

A

strong

33
Q

good leaving groups are ______

A

weak bases( stable molecules)

34
Q

protonation of a poor leaving group ,make it a

A

a better leaving group and turns it into a weak base

35
Q

CH3OK is

A

a strong basic Nu- methoxide

36
Q
A