Exam 2 Flashcards

1
Q

What are the characteristics of strongly activating substituents (Electron Donating Group) and directing energy?

A

–NH_2, –NR_2, –OH, –O^– ; o-, p- directing

Strongly activating groups are ortho- and para-directing.

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2
Q

List the moderately activating substituents (Electron Donating Group) and directing energy.

A

–NHCOR, –OR, –OCOR ; o-,p- directing

Moderately activating groups are also ortho- and para-directing.

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3
Q

What are weakly activating substituents (Electron Donating Group) and directing energy?

A

–R (alkyl), –Ph ; o-,p- directing

Weakly activating groups are ortho- and para-directing.

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4
Q

Identify a neutral substituent.

A

–H

Neutral substituents do not activate or deactivate the aromatic compound.

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5
Q

What are weakly deactivating substituents (Electron Withdrawing Group) and directing energy?

A

–Halide (F, Cl, Br, I) ; o-,p- directing

Weakly deactivating groups are ortho- and para-directing.

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6
Q

List the moderately deactivating substituents (Electron Withdrawing Group) and directing energy.

A

–COOR, –COR, –CHO, –COOH, –SO3H, –CN ; meta- directing

Moderately deactivating groups are meta-directing.

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7
Q

What are strongly deactivating substituents (Electron Withdrawing Group) and directing energy?

A

–CF_3, –CCl_3, –NO_2, –⊕^NR_3 ; meta-directing

Strongly deactivating groups are meta-directing.

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8
Q

True or False: Activators are meta-directing.

A

False

Activators are ortho- and para-directing.

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9
Q

True or False: Halogens are meta-directing deactivators.

A

False

Halogens are weakly deactivating and ortho- and para-directing.

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10
Q

Activators structures

A
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11
Q

Deactivators structures

A
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12
Q

Ortho attack

A
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13
Q

Meta attack

A
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14
Q

Para attack

A
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15
Q

No rxn for Electrophilic Aromatic Substitution

A
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16
Q

Electrophilic Aromatic Substitution

A
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17
Q

Halogenation - Electrophilic Aromatic Substitution

A
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18
Q

Nitration - Electrophilic Aromatic Substitution

A
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19
Q

Sulfonation - Electrophilic Aromatic Substitution

A
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20
Q

Fridel-Crafts Alkylation - Electrophilic Aromatic Substitution

A
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21
Q

With 1 degree R-X - Electrophilic Aromatic Substitution

A
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22
Q

Fridel-Crafts Acylation - Electrophilic Aromatic Substitution

A
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23
Q

Reduction - Electrophilic Aromatic Substitution

24
Q

Reduction of Alkyl Group - Electrophilic Aromatic Substitution

A

Clemenson reduction: Zn/Hg / HCl

Wolf-Kisner: NH2NH2 / KOH

25
Q

Group reactivity - Electrophilic Aromatic Substitution

26
Q

Activator attack

27
Q

Deactivator attack

28
Q

Deactivator (halogen) attack

29
Q

Weisenheimer Intermediate - Nucleophilic substitution

30
Q

Benzyne intermediate - Neutrophillic substitution

31
Q

Reduction of benzene - hydrogenation

32
Q

Aldehydes and Ketones

33
Q

Aldehyde Nomenclature

34
Q

Ketone Nomenclature

35
Q

Ozonolysis of alkene - Synthesis of Aldehydes

36
Q

Oxidation of Secondary Alcohols - Synthesis of Ketones

37
Q

Friedel-Crafts Acylation - Synthesis of Aldehydes

38
Q

Rxn’s of Aldehydes and Ketones - Nucleophilic Addition Reactions

39
Q

Nucleophiles in Nucleophilic Addition Reactions

40
Q

Oxidation - Nucleophilic Addition Reactions

41
Q

Formaldehyde to formalin

A

The conjugate acid to base ie H2O and OH-

42
Q

Aldehyde to diol

43
Q

Aldehyde rxn

44
Q

Ketone rxn

45
Q

Reduction - Aldehydes and Ketones

46
Q

Carboxylic Acid Nomenclature and Properties

47
Q

Nitrile Nomenclature and Properties

48
Q

Synthesis of Carboxylic Acids: Ozonolysis of alkyne

49
Q

Synthesis of Carboxylic Acids: Oxidation of alkene

50
Q

Synthesis of Carboxylic Acids: Oxidation of Primary alcohol

51
Q

Synthesis of Carboxylic Acids: Oxidation of aldehyde

52
Q

Synthesis of Carboxylic Acids: Oxidation of alkyl benzene

53
Q

Synthesis of Carboxylic Acids: Hydrolysis of Nitrile

54
Q

Synthesis of Carboxylic Acids: Carboxylation of Grignard Reagent

55
Q

Synthesis of Nitrile: SN2 of alkyl halide

56
Q

Synthesis of Nitrile: Dehydration of Amides

57
Q

Nucleophilic Aromatic Substitution and Elimination-Addition