Everything Flashcards

(39 cards)

0
Q

E configuration is

A

Different side of the plane of the double bond

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1
Q

Z configuration indicates

A

The same side of the plane of the double bond

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2
Q

If during an addition reaction syn addition takes place what will the optical activity be

A

Only one set of enantiomers will form

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3
Q

If anti addition takes place across a double bond what will the optical activity be

A

Only one enantiomer

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4
Q

In reactions with a brominum ion what is the stereochemistry

A

Anti addition

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5
Q

Rate of SN2 is dependent on what

A

Concentration of nucleophile and electrophile

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6
Q

Which step of SN2 reaction is slow

A

Leavin group

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7
Q

Rate of SN1 reaction is

A

Dependant on the concentration of the electrophile

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8
Q

Four factors to consider when deciding between SN1 and SN2

A

Electrophile, nucleophile, leaving group, and solvent

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9
Q

Type of electrophile that will favor SN1 vs SN2

A

For SN2 primary is the best because of steric hinderance. For SN1 tertiary is the best because its the most stable carbonation.

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10
Q

Resonance stabilization in benzylic or allylic positions will favor

A

SN1

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11
Q

Most important factor for SN1 vs SN2

A

Electrophile

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12
Q

Second most important factor of SN1 vs SN2

A

Nucleophile

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13
Q

Example of weak nucleophile

A

No negative charge, lone pairs.

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14
Q

Moderate nucleophile

A

Stabilized negative charge. Such as the halogens or resonance stabilized.

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15
Q

Strong nucleophile

A

Negative charge that is not stabilized

16
Q

How does the strength of a nucleophile affect SN1 and SN2

A

It doesn’t affect SN1 but a strong nucleophile significantly increases the rate of SN2 and a weak slows it down

17
Q

Excellent leaving groups

A

Once they have left they have no negative charge at all

18
Q

Good leaving groups

A

Once separated they have a negative charge that is very stable.

19
Q

Bad leaving groups

A

Once separated they have negative charge that is not stabilized

20
Q

How do you know if an SN1 reaction will proceed?

A

As long as the leaving group is more stable than the nucleophile

21
Q

Effect of leaving group on SN1 vs SN2

A

A good leaving group is positive for both but SN1 is more sensitive.

22
Q

An excellent leaving group will favor SN1 or SN2

23
Q

Polar aprotic solvents favor

24
What is aprotic
Solvent does not have a proton on an electronegative atom so there are no hydrogens which dissociate
25
Examples of polar aprotic solvents
Acetone, DMSO, DME, DMF
26
What's the difference between an amide and an amide
An amide has a carboxylic O next to the amine
27
What's the difference between an ester an an ether
An ester has an extra double bonded O
28
What's an alkoxyl
-OR
29
Diatereomers that differ at only one chiral carbon are called ____
Epimers
30
If a ring closure happens at the epimeric carbon, ____ possible diastereomer are formed called ____
2, anomers
31
The higher the heat of combustion, the _____ stable the molecule
Less
32
Which halogen is most selective?
I
33
Three steps of an E1 reaction
1. Acid proton the alcohol group making it a good leaving group 2. The group leaves and carbonation can rearrange 3. Water molecule deprotonates the carbonation
34
Sayteff rule
The major product of elimination will be the most substituted alkene
35
What mechanism does the synthesis of alkene from alcohol follow
E1 in the presence of a strong hot base
36
What mechanism does the dehydrohalogenation follow to form an alkene
Either by E1 in the absence of a strong base or by E2 in the presence of a strong bulky base
37
What are the two steps in an E1 dehydrohalogenation reaction
The halogen leaves as a leaving group. The weak base abstracts a proton forming a double bond
38
The (most/least) reactive alkenes are the most thermodynamically stable
Most. This is because they have the lowest activation energy when forming carbocations.