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OrgoChem 1 - Chapter 6, 7, 8 > Chapter 8 - Reaction Identification > Flashcards

Chapter 8 - Reaction Identification Flashcards

1
Q

What is the product of the reaction between 1-butene and HBr?

A

2-bromobutane

Markovnikov addition of HBr

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2
Q

What is the product when cyclopentene reacts with Br2 in CCl4?

A

1,2-dibromocyclopentane (anti addition)

Anti addition

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3
Q

What is the product of reacting propene with BH3∙THF / H2O2, NaOH?

A

1-propanol

Anti-Markovnikov hydration

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4
Q

What is the major product when 1-methylcyclohexene reacts with Hg(OAc)2, H2O / NaBH4?

A

1-methylcyclohexanol

Markovnikov hydration without rearrangement

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5
Q

What product is formed when cis-2-butene reacts with RCO3H / H3O+?

A

Racemic mixture of (2R,3R)- and (2S,3S)-2,3-butanediol

Anti addition to cis-alkene

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6
Q

What is the product when 2-hexyne is treated with H2 / Pd?

A

Hexane

Complete reduction to alkane

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7
Q

What are the products when 2-methyl-2-butene reacts with O3 / DMS?

A

Methanal and 2-butanone

Cleavage of double bond with formation of aldehyde and ketone

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8
Q

What is the major product when 2-methyl-2-butene reacts with H2O and H2SO4?

A

2-methyl-2-butanol

Markovnikov hydration with carbocation rearrangement.

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9
Q

What is the product when 1-pentene reacts with Br2 in H2O?

A

1-bromo-2-pentanol

Anti addition, OH to more substituted carbon.

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10
Q

What is the product when trans-2-butene reacts with OsO4 / NaHSO3?

A

Racemic mixture of (2R,3R)- and (2S,3S)-2,3-butanediol

Syn dihydroxylation.

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11
Q

What is the major product when propene reacts with HBr?

A

2-bromopropane

Markovnikov addition.

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12
Q

What is the major product when propene reacts with HBr + ROOR?

A

1-bromopropane

Anti-Markovnikov addition due to radicals.

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13
Q

What is the product when 2-bromo-2-methylbutane reacts with t-BuOK?

A

2-methyl-2-butene and 2-methyl-1-butene

Mixture, Hofmann elimination.

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14
Q

What are the products of treating cyclohexene with KMnO4 (hot, concentrated)?

A

Hexane-1,6-dioic acid (adipic acid)

Complete oxidation to carboxylic acids.

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15
Q

What is the major product when 1-hexene reacts with BH3∙THF / H2O2, NaOH?

A

1-hexanol

Anti-Markovnikov hydration.

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16
Q

What is the stereochemical outcome of hydrohalogenation of cis-2-butene with HCl?

A

Racemic mixture of (2R,3S)- and (2S,3R)-2-chlorobutane

Carbocation intermediate allows attack from both faces.

OrgoChem 1 - Chapter 6, 7, 8 (8 decks)

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