Given that addition of HCl to 1-methoxycyclohexene yields 1-chloro-1-methoxycyclohexane as the sole product. Why no other regioisomer is formed is to be explained using resonance structures. Concept introduction: In the addition of HCl to alkenes , in the first step, protonation of the double bond by the acid takes place to yield a cation. The cation can react as such or can rearrange to a more stable cation and then react with the chloride ion. To explain: Using resonance structures, why addition of HCl to 1-methoxycyclohexene yields 1-chloro-1-methoxycyclohexane as the sole product and no other regioisomer is formed.

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achieve.macmillanlearning.com Canvas EA eac h Hulu YouTube G 3 methyl cyclobutanol - Google Search Ranking Phenol Acidity Course -236 - Organic Chemistry - Mac... ← Assessment Completed 10 of 22 Questions 1 + Netflix paramount plus chem hw Galdehyde reaction with grignard reagent... b My Questions | bartleby M Inbox - chenteislegit@gmail.com - Gmail Due: Fri, Jan 31 Resources Solution Penalized ? Hint Submit Answer Use retrosynthetic analysis to suggest two paths to synthesize 2-methyl-3-hexanol using the Grignard reaction. (Click and drag the appropriate image to the correct position in the reactions.) Route 1 Aldehyde 1 or +98 Aldehyde 2 Route 2 Q6 +100 Solved in 1 attempt Q7 +95 Solved in 2 attempts Q8 +98 Unlimited attempts possible + + Grignard 1 OH H3O+ Grignard 2 Answer Bank Q9 +90 MgBr Unlimited attempts possible CH3CH2CH2MgBr Q10 Unlimited attempts Q11 ? ? +100 in 1 attempt 2-methyl-3-hexanol CH3CH2MgBr H H о H Attempt 3

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Chapter 14.SE, Problem 54AP

Interpretation Introduction

Interpretation:

Given that addition of HCl to 1-methoxycyclohexene yields 1-chloro-1-methoxycyclohexane as the sole product. Why no other regioisomer is formed is to be explained using resonance structures.

Concept introduction:

In the addition of HCl to alkenes, in the first step, protonation of the double bond by the acid takes place to yield a cation. The cation can react as such or can rearrange to a more stable cation and then react with the chloride ion.

To explain:

Using resonance structures, why addition of HCl to 1-methoxycyclohexene yields 1-chloro-1-methoxycyclohexane as the sole product and no other regioisomer is formed.

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achieve.macmillanlearning.com Canvas EA eac h Hulu YouTube G 3 methyl cyclobutanol - Google Search Ranking Phenol Acidity Course -236 - Organic Chemistry - Mac... ← Assessment Completed 10 of 22 Questions 1 + Netflix paramount plus chem hw Galdehyde reaction with grignard reagent... b My Questions | bartleby M Inbox - chenteislegit@gmail.com - Gmail Due: Fri, Jan 31 Resources Solution Penalized ? Hint Submit Answer Use retrosynthetic analysis to suggest two paths to synthesize 2-methyl-3-hexanol using the Grignard reaction. (Click and drag the appropriate image to the correct position in the reactions.) Route 1 Aldehyde 1 or +98 Aldehyde 2 Route 2 Q6 +100 Solved in 1 attempt Q7 +95 Solved in 2 attempts Q8 +98 Unlimited attempts possible + + Grignard 1 OH H3O+ Grignard 2 Answer Bank Q9 +90 MgBr Unlimited attempts possible CH3CH2CH2MgBr Q10 Unlimited attempts Q11 ? ? +100 in 1 attempt 2-methyl-3-hexanol CH3CH2MgBr H H о H Attempt 3

2) (4 pt) After the reaction was completed, the student collected the following data. Crude product data is the data collected after the reaction is finished, but before the product is purified. "Pure" product data is the data collected after attempted purification using recrystallization. Student B's data: Crude product data "Pure" product data after recrystallization Crude mass: 0.93 g grey solid Crude mp: 96-106 °C Crude % yield: Pure mass: 0.39 g white solid Pure mp: 111-113 °C Pure % yield: a) Calculate the crude and pure percent yields for the student's reaction. b) Summarize what is indicated by the crude and pure melting points.

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