Homework Help is Here – Start Your Trial Now!
Science
Chemistry
2. Above is S-adenosylmethionine (SAM). Note that R'-S-R is a very good leaving group. You do not need to know anything else about sulfur to answer this question. a) SAM is famous for being a biological methylating agent. Draw a classical organic methylation reaction between [CH3-CH2-CH2-O]¯ and CH3Br using the arrow formalism, clearly indicating the product. b) Among all of the elements in the above reaction, which has the greatest electronegativity? c) Write a rate law for this reaction: d[P]/dt = d) In the above rate law, what are the units of k? e) Examining the structure of SAM, you notice that three different carbon atoms are bound to sulfur. Circle these carbon atoms and label them (starting from the 12 o'clock position and going clockwise) #1, #2, and #3. Which of these, if any, are chiral carbons?

2. Above is S-adenosylmethionine (SAM). Note that R'-S-R is a very good leaving group. You do not need to know anything else about sulfur to answer this question. a) SAM is famous for being a biological methylating agent. Draw a classical organic methylation reaction between [CH3-CH2-CH2-O]¯ and CH3Br using the arrow formalism, clearly indicating the product. b) Among all of the elements in the above reaction, which has the greatest electronegativity? c) Write a rate law for this reaction: d[P]/dt = d) In the above rate law, what are the units of k? e) Examining the structure of SAM, you notice that three different carbon atoms are bound to sulfur. Circle these carbon atoms and label them (starting from the 12 o'clock position and going clockwise) #1, #2, and #3. Which of these, if any, are chiral carbons?

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter7: Cycloalkanes
Section: Chapter Questions
Problem 17E: Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of...
See similar textbooks
icon
Related questions
Question
2. Above is S-adenosylmethionine (SAM). Note that R'-S-R is a very good leaving group. You do not need to know anything else about sulfur to answer this question. a) SAM is famous for being a biological methylating agent. Draw a classical organic methylation reaction between [CH3-CH2-CH2-O] and CH3BR using the arrow formalism, clearly indicating the product. b) Among all of the elements in the above reaction, which has the greatest electronegativity? c) Write a rate law for this reaction: d[P]/dt = d) In the above rate law, what are the units of k? e) Examining the structure of SAM, you notice that three different carbon atoms are bound to sulfur. Circle these carbon atoms and label them (starting from the 12 o'clock position and going clockwise) #1, #2, and #3. Which of these, if any, are chiral carbons? f) From the perspective of nucleophilic substitution with R'-S-R as the leaving group, is carbon #1 methyl, primary, secondary, or tertiary? Carbon #2? Carbon #3? g) Which of these carbons can reasonably react with a nucleophile via the SN2 mechanism? h) Which carbon is subject to nucleophilic attack when SAM is used as a methylating agent? i) Is this the most intrinsically reactive of the three circled carbons to SN2 substitution? Briefly (less than 6 words) justify your answer.
Transcribed Image Text:2. Above is S-adenosylmethionine (SAM). Note that R'-S-R is a very good leaving group. You do not need to know anything else about sulfur to answer this question. a) SAM is famous for being a biological methylating agent. Draw a classical organic methylation reaction between [CH3-CH2-CH2-O] and CH3BR using the arrow formalism, clearly indicating the product. b) Among all of the elements in the above reaction, which has the greatest electronegativity? c) Write a rate law for this reaction: d[P]/dt = d) In the above rate law, what are the units of k? e) Examining the structure of SAM, you notice that three different carbon atoms are bound to sulfur. Circle these carbon atoms and label them (starting from the 12 o'clock position and going clockwise) #1, #2, and #3. Which of these, if any, are chiral carbons? f) From the perspective of nucleophilic substitution with R'-S-R as the leaving group, is carbon #1 methyl, primary, secondary, or tertiary? Carbon #2? Carbon #3? g) Which of these carbons can reasonably react with a nucleophile via the SN2 mechanism? h) Which carbon is subject to nucleophilic attack when SAM is used as a methylating agent? i) Is this the most intrinsically reactive of the three circled carbons to SN2 substitution? Briefly (less than 6 words) justify your answer.
j) What is the advantage of SAM as opposed to CH3BR as a biological methylating agent? (A few well-chosen words is sufficient for full credit.) NH2 CH3 N- H2N. ОН ОН
Transcribed Image Text:j) What is the advantage of SAM as opposed to CH3BR as a biological methylating agent? (A few well-chosen words is sufficient for full credit.) NH2 CH3 N- H2N. ОН ОН
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
SEE MORE TEXTBOOKS