Chapter 15,16, &17 Flashcards

0
Q

Dienophiles must be…
A. Electron poor
B. Electron rich

A

A. Electron poor

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1
Q

In any molecule with an odd # of MO’s, the middle orbital is…
A. Bonding
B. Anti-bonding
C. Non-bonding

A

C. Non-bonding

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2
Q

Conjugated bonds are _____ stable than isolated bonds.
A. More
B. Less

A

A. More

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3
Q

Conjugated double bonds are separated by _____ single bonds.

A

One

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4
Q

Isolated double bonds are separated by ______ single bonds.

A

Two or more

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5
Q

Same same overlap of orbitals are…

A

Bonding

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6
Q

Opposite overlap of orbitals are…

A

Anti-bonding

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7
Q

Where do nodes happen?

A

Between opposite orbitals ( + and - )

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8
Q

Conjugated dienes can only have addition to the _____ & _____ positions.

A

1,2- and 1,4 positions

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9
Q

The carbon adjacent to the C=C is _____.

A

Allylic

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10
Q

For Diels-Alder Rxn’s the diene must be in the ____ conformation.

A

Cis

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11
Q

In the Diels-Alder Rxn’s the stereochemistry MUST _______.

A

Stay the same!

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12
Q

According to the Endo Rule, the p-orbitals of the withdrawing group on the dienophile will have a _____ overlap with the p-orbitals of C2 and C3 in the diene.

A

Secondary

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13
Q

According to the Endo Rule the groups MUST add to the _____ & _____ positions.

A

1,2- & 1,4

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14
Q

What do Diels-Alder Reactions involve?

A

Cis diene and an alkene or alkyne with a withdrawing group (dienophile)

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15
Q

Annulene

A

Completely conjugated mono cyclic hydrocarbons (example benzene)

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16
Q

Annulene naming rules

A

[x]Annulene where x=the # of carbons (benzene & cyclobutadiene don’t go by this rule)

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17
Q

Dimerize

A

Reacts with itself

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18
Q

Aromatics MUST have…

A

Conjugated pi bonds, p orbitals that overlap continuously, un hybridized p orbitals, and is usually planar.

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19
Q

Aromatic equation

A

4N+2 (want it to = 6, 10, or maybe 14)

20
Q

Anti-aromatic equation

A

4N

21
Q

When an N, O, or S are in a ring structure, do they contribute to the aromatic or anti-aromatic equations?

A

No, they are outside of the ring.

22
Q

Basic nitrogens have how many single and double bonds attached to it?

A

1 single and 1 double

23
Q

A nitrogen with a single and double bond attached to it will be what?

A

Basic

24
Q

Will basic nitrogens cause the ring to react more rapidly or more slowly?

A

More rapidly

25
Q

Aromatic compounds have how may electrons?

A

Usually 6, 10, and sometimes 14

26
Q

Where should you show the electron pair when drawing a heterocyclic compound?

A

If compound already has 6, 10, or 14 electrons, you draw it on the outside. If it doesn’t you draw them on the inside.

27
Q

What happens when you react a strong acid with an aromatic compound?

A

It breaks it’s aromaticity

28
Q

Phenol

A

Benzene with an -OH

29
Q

Toluene

A

Benzene with a -CH3 group

30
Q

Aniline

A

Benzene with an -NH2 group

31
Q

Anisole

A

Benzene with an -OCH3 group

32
Q

Styrene

A

Benzene with a -CH=CH2 group

33
Q

Acetophenone

A

Benzene with a -C=OCH3 group

34
Q

Benzaldehyde

A

Benzene with a -CHO group

35
Q

Benzoic Acid

A

Benzene with a -COOH group

36
Q

Ortho- Substitution

A

1,2-

37
Q

Meta- Substitution

A

1,3-

38
Q

Para- Substitution

A

1,4-

39
Q

Phenyl

A

Benzene substituent

40
Q

Benzyl

A

Benzene with an extra carbon (like benzene with a -CH2 group) as a substituent

41
Q

Boiling point priorities of ortho, meta, and para

A

Ortho>meta>para

42
Q

Melting point priorities of ortho, meta, and para

A

Para>meta>ortho

43
Q

Activator

A

Speeds up the reaction of a ring, and is an ortho, para director.

44
Q

Deactivator

A

Slows the relation of a ring down and is a meta director. EXCEPT the halobenzene rings!

45
Q

Which group is a deactivator, but gives an ortho,para direction?

A

Halobenzene

46
Q

What groups are activator groups?

A

Alkyl groups and substituents with a lone pair of electrons that stabilize it.

47
Q

How does a lone pair of electrons stabilize the substituent?

A

If a lone pair can be moved to make a double bond (where possible), then it stabilizes the substituent.

48
Q

Anisole (Another name)

A

Methoxy benzene