ORGANIC CHEMISTRYPKGDRL+MLCRL MDL
ORGANIC CHEMISTRYPKGDRL+MLCRL MDL
3rd Edition
ISBN: 9781119416746
Author: Klein
Publisher: WILEY
Question
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Chapter 9.4, Problem 7CC

(a)

Interpretation Introduction

Interpretation:

The alkyne products formed for each given substrates when treated with a sodium amide (excess NaNH2) should be identified.

Concept Introduction:

Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.

Soda amide: The strong base of NaNH2/NH3 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as esters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

(b)

Interpretation Introduction

Interpretation:

The alkyne products formed for each given substrates when treated with a sodium amide (excess NaNH2) should be identified.

Concept Introduction:

Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both of the substituents in the reaction) mechanism.

Soda amide: The strong base of NaNH2/NH3 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as esters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

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Answers to the remaining 6 questions will be hand-drawn on paper and submitted as a single file upload below: Review of this week's reaction: H₂NCN (cyanamide) + CH3NHCH2COOH (sarcosine) + NaCl, NH4OH, H₂O ---> H₂NC(=NH)N(CH3)CH2COOH (creatine) Q7. Draw by hand the reaction of creatine synthesis listed above using line structures without showing the Cs and some of the Hs, but include the lone pairs of electrons wherever they apply. (4 pts) Q8. Considering the Zwitterion form of an amino acid, draw the Zwitterion form of Creatine. (2 pts) Q9. Explain with drawing why the C-N bond shown in creatine structure below can or cannot rotate. (3 pts) NH2(C=NH)-N(CH)CH2COOH This bond Q10. Draw two tautomers of creatine using line structures. (Note: this question is valid because problem Q9 is valid). (4 pts) Q11. Mechanism. After seeing and understanding the mechanism of creatine synthesis, students should be ready to understand the first half of one of the Grignard reactions presented in a past…

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ORGANIC CHEMISTRYPKGDRL+MLCRL MDL

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