Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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- 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…arrow_forwardDetermine the relationship between Structure A and Structure B in each row of the table. H -O: H H Structure A :0: H H :O: H H H H H :S-C=N: H H H H Structure B :0: :0: H H H H H J ·0 :N=C—S H H H H H H isomers resonance structures neither isomers resonance structures neither Relationship isomers resonance structures neither ? olo Ararrow_forwardWhich Newman projection below is not the same molecule as compound A. Me Мe Me Ме Me tBuMe tBu Ме Ме Pr tBu Pr H. Pr Pr Me "Ме Me H tBu compound A A В Darrow_forward
- Which of the 4 rings are most reactive O₂N IZ N IZ ||| OH IVarrow_forwardWhich side is favored why? OH NH₂ ть + NH₂ 00arrow_forwardThionyl choride, SOCl2, is a reagent commonly used to convert the –OH group of an alcohol to a better leaving group. What is the formal charge on S in this molecule? A) +2 B) +1 C) 0 D) -1 E) -2arrow_forward
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