Midterm2October14thFall2022-1PMfinal

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School

University Of Arizona *

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Course

241A

Subject

Chemistry

Date

Feb 20, 2024

Type

pdf

Pages

7

Uploaded by JudgeGrouseMaster792

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1 CHEM 241a- 001 Midterm II (1-1:50 pm) October 14 th 2022 Question 1 (12 points): _____ Question 2 (15 points): _____ Question 3 (10 points): _____ Question 4 (08 points): _____ Question 5 (08 points): _____ Question 6 (07 points): _____ Question 7 (10 points): _____ Question 8 (18 points): _____ Question 9 (12 points): _____ (Make sure to follow exam instructions precisely)
2 Question 1: Ganaxolone is a new drug, with a steroid architecture, approved in 2022 to treat specific seizure types. Assign each of the highlighted stereocenters as R or S by circling the correct answer . ( Concept: R and S assignments ). Question 2: Name the following compounds ( Concept: Naming )
3 Question 3: Using the names provided, draw the exact structures of the corresponding structures ( Concept: Naming). (1R,3R)-1-bromo-3-fluorocyclopentane (2R,4S)-2,4-dichloro-3,3-dimethylhexane Question 4: Determine which of these Molecules are chiral by writing YES if chiral and NO if not chiral in boxes provided. ( Concept: Chirality).
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4 Question 5: Indicate the stereochemical relationship between the structure in the box and the other four structures by writing enantiomer , diastereomer or same in the boxes below each structure ( Concept: Stereoisomers ). Question 6: Glucosamine is an abundant natural carbohydrate (sugars), commonly found in shells of shellfish. In the box provided, draw the MOST STABLE chair conformation for gluosamine ( Concept: Chair conformations ).
5 Question 7: The product of the following reaction is a natural product called aerangis lactone and is found in white orchids. It can be made using the S N 2 reaction shown below. Draw the product structure AND use arrow pushing to show how it was form including drawing intermediate conjugate base in the space provided below (NaH is a base we discussed in class) .
6 Question 8: Draw structures of products and starting materials in the boxes provides, with their stereochemistry clearly expressed ( Concepts: S N 2 and S N 1).
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7 Question 9: When the starting material shown is treated with ethanol, an S N 1 reaction takes place forming several products . In the space provided below use arrows to show exactly how the starting material is converted into these S N 1 products. Draw the structures of reaction intermediates, all reaction arrows and all possible S N 1 products. ( Concepts: S N 1, reaction mechanism, arrow pushing).