Synthetic Transformations

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20 Terms

1
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<p>What is the reagent?</p>

What is the reagent?

Hg(OAc)2, H20 [THF solvent] + NaBH4

<p>Hg(OAc)2, H20 [THF solvent] + NaBH4</p>
2
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<p>What is the product?</p>

What is the product?

R2HC-CHOH-CH3

<p>R2HC-CHOH-CH3</p>
3
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<p>What is the reactant?</p>

What is the reactant?

R2HC-CH--CH2

<p>R2HC-CH--CH2</p>
4
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<p>Reaction type and mechanism</p>

Reaction type and mechanism

Markovnikov addition of H and OH with No carbocation rearrangement

<p>Markovnikov addition of H and OH with No carbocation rearrangement</p>
5
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What are the reagents? R2HC-CH--CH2 to R2HC-CHOR-CH3

Hg(OAc)2, HOR + NaBH4

<p>Hg(OAc)2, HOR + NaBH4</p>
6
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What is the product?
R2HC-CH--CH2 with Hg(OAc)2, HOR + NaBH4

R2HC-CHOR-CH3

<p>R2HC-CHOR-CH3</p>
7
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What is the reactant?
Hg(OAc)2, HOR + NaBH4 resulting in R2HC-CHOR-CH3

R2HC-CH--CH2

<p>R2HC-CH--CH2 </p>
8
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What is the reaction and mechanism?

Markovnikov addition of H and OR with No carbocation rearrangement

<p>Markovnikov addition of H and OR with No carbocation rearrangement</p>
9
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What are the reagents? R2C--CHR to R2CH-CHROH

BH3 + H2O2, NaOH

<p>BH3 + H2O2, NaOH</p>
10
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What is the product? R2C--CHR with BH3 + H2O2, NaOH

R2CH-CHROH

<p>R2CH-CHROH</p>
11
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What is the reactant?
BH3 + H2O2, NaOH resulting in R2CH-CHROH

R2C--CHR

<p>R2C--CHR</p>
12
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Reaction and mechanism

Anti-Markovnikov Addition of H and OH

<p>Anti-Markovnikov Addition of H and OH</p>
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What are the Reagents? R2C--CHR to R2CH--CHRBr

HBr, Peroxides (ROOR) + heat/light

<p>HBr, Peroxides (ROOR) + heat/light</p>
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What is the product?
R2C--CHR with HBr, Peroxides (ROOR) + heat/light

R2CH--CHRBr

<p>R2CH--CHRBr</p>
15
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What is the reactant?
adding HBr, Peroxides (ROOR) + heat/light resulting R2CH--CHRBr

R2C--CHR

<p>R2C--CHR</p>
16
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What is the reaction and mechanism?

Anti-Markovnikov Addition of H and Br

<p>Anti-Markovnikov Addition of H and Br</p>
17
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What are the reagents? R2C--CHR to R2XC-CH2R

HX + cold, dark, no peroxides

<p>HX + cold, dark, no peroxides</p>
18
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What is the product? R2C--CHR with HX + cold, dark, no peroxides

R2XC-CH2R

<p>R2XC-CH2R</p>
19
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What is the reactant?
adding HX + cold, dark, no peroxides resulting R2XC-CH2R

R2C--CHR

<p>R2C--CHR</p>
20
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Reaction and mechanism

Markovnikov Addition of H and X (X being Cl, Br, or I)

<p>Markovnikov Addition of H and X (X being Cl, Br, or I)</p>