hydrohalogenation Flashcards

(14 cards)

1
Q

what type of hydrohalogenation involves HBr

A

hydrobromination

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2
Q

what would happen if a different halogen was bonded to hydrogen/a different alkene was used

A

the mechanism steps would be excatly the same, only that a different product would be formed

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3
Q

draw the reaction mechanism for the hydrobromination of propene

A
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4
Q

1) what causes a permanent dipole in HBr

A

differences in electronegativity between atoms, Br is very electronegative compared to hydrogen

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5
Q

2) what happens to electrons in the H-Br bond

A

Br attracts the shared electrons closer to itself, making H δ+(electron deficient) and Brδ- (electron rich)

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6
Q

3) what does Hδ+ do and what happens at the same time

A

it acts as an electrophile. The electron pair from the Pi bond attacks Hδ+ . At the same time, the electron pair in the H-Br bond moves entirely onto Brδ-, causing the bond to break heterolytically

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7
Q

4) what happens to the carbon atoms in the C=C bond

A

one carbon in the C=C bond forms a bond with hydrogen, the other one becomes a carbocation

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8
Q

5) what is now formed

A

an intermediate containing a carbocation is formed, a _______ ion

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9
Q

6) what happens to Brδ-

A

Brδ- becomes a bromide ion adn acts as a nucleophile, attacking the carbocation in the ______ ion

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10
Q

7) what product forms

A

1-bromopropane or 2-bromopropane

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11
Q

which one is the product

A

under standard conditions, 2-bromopropane (Markinkovs rule)

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12
Q

whats Markinkovs rule

A

when HX adds to an unsymetrical alkene, the hydrogen atom bonds to the carbon with more hydrogen atoms(under standard conditions)

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13
Q

what type of electrophilic addition is Markinkovs rule for

A

hydrohalogenation

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14
Q

hydrohalogenation turns alkenes into

A

Haloalkanes

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