Lab 7: Nucleophilic Substitution Reactions of Alkyl Halides & Reaction of Alkanes and Alkenes

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14 Terms

1
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what type of solvents favor SN1 reactions?

polar protic

2
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examples of polar protic solvents

water, methanol, ethanol, alcohol, ammonia

3
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why does a polar protic solvent favor SN1?

hydrogen atoms in solution help to stabilize the carbocation and the leaving group

solvolysis

4
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what type of solvents favor SN2?

polar aprotic

5
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give examples of polar aprotic solvents

DMF, DMSO, THF

6
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why does polar aprotic solvents favor SN2 reactions?

no solvolysis to get in the way of reaction

does not block access to carbon

concerted mechanism-no carbocation formed that needs stabilization

steric hindrance does not favor SN2

7
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rate law for SN1 reaction

rate = [RX]

8
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rate law for SN2 reaction

rate = [RX][Nu-]

9
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substrate reactivity for SN1 reaction

3° > 2° > 1° > CH3 > vinyl

10
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substrate reactivity for SN2 reactivity

CH3 > 1° > 2° > 3°

11
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what tests were used to determine alkene or alkane identity?

bromine in nonaqueous solution

acid permanganate test

12
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bromine in nonaqueous solution

Alkane-remains dark orange/red for a long time, needs like (hv) to become colorless

Alkene-instantly colorless

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acid permanganate test

Alkene-top layer is colorless

Alkane-no reaction

14
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why is Ag+ used for SN1 reaction?

Causes certain ions to precipitate out

Positive charge pulls Cl away from carbon to form carbocation

Leaving group needs to leave first