2. SN2 reactions to fight cancerCyclophosphamide is a chemotherapy medication used to treat various types of cancers (i.e.lymphoma, leukemia, and breast cancer). It belongs to a group of cytotoxic alkylating agents known asNitrogen mustards. The activity of these drugs is attributed to the chloroethylamine groups.CIR.'NIRNHCl +ClR'-NH₂CyclophosphamideIn this exercise, you will explore the mechanism responsible for the cytotoxic activity of Nitrogenmustards and how it is possible to tune their activity (therefore their toxicity) by modifying their chemicalstructure.R.2.1 Identify and label all nucleophiles/electrophiles in the following reaction.`NIRchloroethylamine2.2 Based on your above analysis, draw two possible SN2 reaction mechanismsIntermolecular reaction (reaction between reaction sites on different molecules)Intramolecular reaction (reaction between reaction sites within the same molecule)2.3 Which of the above reaction will be faster? Why?2.4 Copy the structure of the product of the Intramolecular below. Identify and label the most reactiveelectrophilic site. Explain why this is the most reactive site.

Nucleophile is a term used to indicate nucleus-loving species. The nucleus contains protons and is…

2. SN2 reactions to fight cancer Cyclophosphamide is a chemotherapy medication used to treat various types of cancers (i.e. lymphoma, leukemia, and breast cancer). It belongs to a group of cytotoxic alkylating agents known as Nitrogen mustards. The activity of these drugs is attributed to the chloroethylamine groups. IIN NH R Cl Cyclophosphamide R. R chloroethylamine In this exercise, you will explore the mechanism responsible for the cytotoxic activity of Nitrogen mustards and how it is possible to tune their activity (therefore their toxicity) by modifying their chemical structure. 2.1 Identify and label all nucleophiles/electrophiles in the following reaction. R Cl + R'-NH₂ 2.2 Based on your above analysis, draw two possible SN2 reaction mechanisms Intermolecular reaction (reaction between reaction sites on different molecules) Intramolecular reaction (reaction between reaction sites within the same molecule) 2.3 Which of the above reaction will be faster? Why? 2.4 Copy the structure of the product of the Intramolecular below. Identify and label the most reactive electrophilic site. Explain why this is the most reactive site.

2. SN2 reactions to fight cancer Cyclophosphamide is a chemotherapy medication used to treat various types of cancers (i.e. lymphoma, leukemia, and breast cancer). It belongs to a group of cytotoxic alkylating agents known as Nitrogen mustards. The activity of these drugs is attributed to the chloroethylamine groups. IIN NH R Cl Cyclophosphamide R. R chloroethylamine In this exercise, you will explore the mechanism responsible for the cytotoxic activity of Nitrogen mustards and how it is possible to tune their activity (therefore their toxicity) by modifying their chemical structure. 2.1 Identify and label all nucleophiles/electrophiles in the following reaction. R Cl + R'-NH₂ 2.2 Based on your above analysis, draw two possible SN2 reaction mechanisms Intermolecular reaction (reaction between reaction sites on different molecules) Intramolecular reaction (reaction between reaction sites within the same molecule) 2.3 Which of the above reaction will be faster? Why? 2.4 Copy the structure of the product of the Intramolecular below. Identify and label the most reactive electrophilic site. Explain why this is the most reactive site.

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

2. SN2 reactions to fight cancer
Cyclophosphamide is a chemotherapy medication used to treat various types of cancers (i.e.
lymphoma, leukemia, and breast cancer). It belongs to a group of cytotoxic alkylating agents known as
Nitrogen mustards. The activity of these drugs is attributed to the chloroethylamine groups.
CI
R.
'N
I
R
NH
Cl +
Cl
R'-NH₂
Cyclophosphamide
In this exercise, you will explore the mechanism responsible for the cytotoxic activity of Nitrogen
mustards and how it is possible to tune their activity (therefore their toxicity) by modifying their chemical
structure.
R.
2.1 Identify and label all nucleophiles/electrophiles in the following reaction.
`N
I
R
chloroethylamine
2.2 Based on your above analysis, draw two possible SN2 reaction mechanisms
Intermolecular reaction (reaction between reaction sites on different molecules)
Intramolecular reaction (reaction between reaction sites within the same molecule)
2.3 Which of the above reaction will be faster? Why?
2.4 Copy the structure of the product of the Intramolecular below. Identify and label the most reactive
electrophilic site. Explain why this is the most reactive site.

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