(a) Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H 2 O to an alkene is to be predicted. Concept introduction: Hydroboration reaction is a two-step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule. The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

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Answer 1

Question

Chapter 10, Problem 10.53P

Interpretation Introduction

(a)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two-step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(b)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(c)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(d)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(e)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

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Ethers (general formula R—O—R)have many important uses. Until recently,methyl tert-butyl ether (MTBE, right)was used as an octane booster and fueladditive for gasoline. It increases the oxy-gen content of the fuel, which reducesCO emissions. MTBE is synthesized bythe catalyzed reaction of 2-methylpropene with methanol.(a) Write a balanced equation for the synthesis of MTBE. (Hint:Alcohols add to alkenes similarly to the way water does.)(b) If the government required that auto fuel mixtures contain2.7% oxygen by mass to reduce CO emissions, how many gramsof MTBE would have to be added to each 100. g of gasoline?(c) How many liters of MTBE would be in each liter of fuel mix-ture? (The density of both gasoline and MTBE is 0.740 g/mL.)(d) How many liters of air (21% O₂ by volume) are needed at24C and 1.00 atm to fully combust 1.00 L of MTBE?

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Answer 2

Question

Chapter 10, Problem 10.53P

Interpretation Introduction

(a)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two-step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(b)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(c)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(d)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(e)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

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Answer 3

Question

Chapter 10, Problem 10.53P

Interpretation Introduction

(a)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two-step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(b)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(c)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(d)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(e)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

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Answer 4

Question

Chapter 10, Problem 10.53P

Interpretation Introduction

(a)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two-step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(b)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(c)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(d)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(e)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

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Answer 5

Chapter 10, Problem 10.53P

Interpretation Introduction

(a)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two-step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(b)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(c)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(d)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Interpretation Introduction

(e)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Answer 6

Chapter 10, Problem 10.53P

Interpretation Introduction

(a)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two-step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Answer 7

Chapter 10, Problem 10.53P

Interpretation Introduction

(a)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two-step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Answer 8

Interpretation Introduction

(b)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Answer 9

Interpretation Introduction

(b)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Answer 10

Interpretation Introduction

(c)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Answer 11

Interpretation Introduction

(c)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Answer 12

Interpretation Introduction

(d)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Answer 13

Interpretation Introduction

(d)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Answer 14

Interpretation Introduction

(e)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Answer 15

Interpretation Introduction

(e)

Interpretation: Whether the given alcohol can be prepared as a single product by hydroboration-oxidation of an alkene or by the acid-catalyzed addition of H2O to an alkene is to be predicted.

Concept introduction: Hydroboration reaction is a two step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.

The basic difference between hydroboration-oxidation and acid catalyzed reaction is that in hydroboration-oxidation reactions, the attack of hydroxyl group is on the less substituted carbon, whereas in acid catalyzed reaction, the attack of hydroxyl group is on the more substituted carbon.

Answer 16

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Answer 17

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Answer 18

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Answer 19

Ch. 10 - Prob. 10.1P Ch. 10 - Problem 10.2 How many degrees of unsaturation are...Ch. 10 - Give an example of a compound with molecular...Ch. 10 - Give the IUPAC name for each alkene.Ch. 10 - Give the IUPAC name for each polyfunctional...Ch. 10 - Prob. 10.6P Ch. 10 - Prob. 10.7P Ch. 10 - Prob. 10.8P Ch. 10 - Prob. 10.9P Ch. 10 - Problem 10.10 Rank the following isomers in order...

Solution Summary: The author explains that hydroboration reaction is a two-step reaction, which involves conversion of alkene into alcohol.

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