
Concept explainers
(a)
Interpretation:
The given molecule is same or different enantiomer of the shown original molecule is to be identified.
Concept introduction:
Isomers are molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be the same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other.

Answer to Problem 5.37P
The given molecule is not same enantiomer as the original one.
Explanation of Solution
The given original enantiomer is:
The molecule which is to be compared is:
The given molecule is the non superimposable mirror image of THE original molecule.
These molecules cannot be interconverted by single bond rotation. Hence, the given molecule is not same enantiomer as the original one.
The molecule is not a same enantiomer as the original molecule is determined on the basis of capability of interconversion by single bond rotation.
(b)
Interpretation:
The given molecule is same or different enantiomer of the shown original molecule is to be identified.
Concept introduction:
Isomers are the molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other.

Answer to Problem 5.37P
The given molecule is a same enantiomer as the original one.
Explanation of Solution
The given original enantiomer is:
The molecule which is to be compared is:
The molecule can be converted to original molecule.
Hence, the given molecule is a same enantiomer as the original one.
The molecule is a same enantiomer as the original molecule is determined on the basis of capability of interconversion by single bond rotation.
(c)
Interpretation:
The given molecule is same or different enantiomer of the shown original molecule is to be identified.
Concept introduction:
Isomers are the molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be the same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other.

Answer to Problem 5.37P
The given molecule is not a same enantiomer as the original one.
Explanation of Solution
The given original enantiomer is:
The molecule which is to be compared is:
The molecule cannot be converted to the original molecule by single bond rotation.
Hence, the given molecule is not same enantiomer as the original one.
The molecule is not a same enantiomer as original molecule is determined on the basis of capability of interconversion by single bond rotation.
(d)
Interpretation:
The given molecule is same or different enantiomer of the shown original molecule is to be identified.
Concept introduction:
Isomers are molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be the same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other.

Answer to Problem 5.37P
The given molecule is same enantiomer as the original one.
Explanation of Solution
The given original enantiomer is:
The molecule which is to be compared is:
The given Newman projection can be converted to zigzag structure as shown below:
The molecule can be converted to the original molecule.
Hence, the given molecule is same enantiomer as the original one.
The molecule is a same enantiomer as original molecule is determined by converting Newman projection to zigzag structure.
(e)
Interpretation:
The given molecule is same or different enantiomer of the shown original molecule is to be identified.
Concept introduction:
Isomers are molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be the same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other.

Answer to Problem 5.37P
The given molecule is not a same enantiomer as the original one.
Explanation of Solution
The given original enantiomer is:
The molecule which is to be compared is:
The given Newman projection can be converted to zigzag structure as shown below:
The given molecule is a nonsuperimposable mirror image of the original molecule.
These molecules cannot be interconverted by single bond rotation. Hence, the given molecule is not same enantiomer as the original one.
The molecule is a not the same enantiomer as the original molecule is determined by converting Newman projection to zigzag structure.
(f)
Interpretation:
The given molecule is same or different enantiomer of the shown original molecule it is to be identified.
Concept introduction:
Isomers are molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other. In Fischer projection, the horizontal bonds point towards the observer and are denoted as wedge bond in the zigzag structure.

Answer to Problem 5.37P
The given molecule is a same enantiomer as the original one.
Explanation of Solution
The given original enantiomer is:
The molecule which is to be compared is:
The given Fischer projection can be converted to zigzag structure as shown below:
Hence, the given molecule is a same enantiomer as the original one.
The molecule is not a same enantiomer as the original molecule is determined by converting Fischer projection to zigzag structure.
(e)
Interpretation:
The given molecule is same or different enantiomer of the shown original molecule is to be identified.
Concept introduction:
Isomers are molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be the same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other. In Fischer projection, the horizontal bonds point toward the observer and are denoted as wedge bond in the zigzag structure.

Answer to Problem 5.37P
The given molecule is not a same enantiomer as the original one.
Explanation of Solution
The given original enantiomer is:
The molecule which is to be compared is:
The given Fischer projection can be converted to zigzag structure as shown below:
The given molecule is a nonsuperimposable mirror image of the original molecule.
These molecules cannot be interconverted by single bond rotation. Hence, the given molecule is not same enantiomer as the original one.
The molecule is not a same enantiomer as the original molecule is determined by converting Fischer projection to zigzag structure.
(g)
Interpretation:
The given molecule is same or different enantiomer of the shown original molecule it is to be identified.
Concept introduction:
Isomers are the molecules having same connectivity. Enantiomers are nonsuperimposable mirror images. If the molecules can be interconverted by one or more single bond rotation, then they are said to be the same enantiomer or identical molecules. If the molecules are not able to interconvert, then they are enantiomers of each other.

Answer to Problem 5.37P
The given molecule is not a same enantiomer as the original one.
Explanation of Solution
The given original enantiomer is:
The molecule which is to be compared is:
This molecule can be converted to original molecule by single bond rotation.
Hence, the given molecule is same enantiomer as the original one.
The molecule is a same enantiomer as the original molecule is determined on the basis of capability of interconversion by single bond rotation.
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Chapter 5 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Epoxides can be opened in aqueous acid or aqueous base to produce diols (molecules with two OH groups). In this question, you'll explore the mechanism of epoxide opening in aqueous acid. 2nd attempt Be sure to show all four bonds at stereocenters using hash and wedge lines. 0 0 Draw curved arrows to show how the epoxide reacts with hydronium ion. 100 +1: 1st attempt Feedback Be sure to show all four bonds at stereocenters using hash and wedge lines. See Periodic Table See Hint H A 5 F F Hr See Periodic Table See Hintarrow_forward03 Question (1 point) For the reaction below, draw both of the major organic products. Be sure to consider stereochemistry. > 1. CH₂CH₂MgBr 2. H₂O 3rd attempt Draw all four bonds at chiral centers. Draw all stereoisomers formed. Draw the structures here. e 130 AN H See Periodic Table See Hint P C Brarrow_forwardYou may wish to address the following issues in your response if they are pertinent to the reaction(s) you propose to employ:1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state. Please make it in detail and draw it out too in what step what happens. Thank you for helping me!arrow_forward
- 1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state. Everything in detail and draw out and write it.arrow_forwardCalculating the pH at equivalence of a titration 3/5 Izabella A chemist titrates 120.0 mL of a 0.7191M dimethylamine ((CH3)2NH) solution with 0.5501 M HBr solution at 25 °C. Calculate the pH at equivalence. The pk of dimethylamine is 3.27. Round your answer to 2 decimal places. Note for advanced students: you may assume the total volume of the solution equals the initial volume plus the volume of HBr solution added. pH = ☐ ✓ 18 Ar Boarrow_forwardAlcohols can be synthesized using an acid-catalyzed hydration of an alkene. An alkene is combined with aqueous acid (e.. sulfuric acid in water). The reaction mechanism typically involves a carbocation intermediate. > 3rd attempt 3343 10 8 Draw arrows to show the reaction between the alkene and hydronium ion. that 2nd attempt Feedback 1st attempt تعمال Ju See Periodic Table See Hint F D Ju See Periodic Table See Hintarrow_forward
- Draw the simplified curved arrow mechanism for the reaction of acetone and CHgLi to give the major product. 4th attempt Π Draw the simplified curved arrow mechanism T 3rd attempt Feedback Ju See Periodic Table See Hint H -H H -I H F See Periodic Table See Hintarrow_forwardSelect the correct reagent to accomplish the first step of this reaction. Then draw a mechanism on the Grignard reagent using curved arrow notation to show how it is converted to the final product. 4th attempt Part 1 (0.5 point) Select the correct reagent to accomplish the first step of this reaction. Choose one: OA Mg in ethanol (EtOH) OB. 2 Li in THF O C. Li in THF D. Mg in THF O E Mg in H2O Part 2 (0.5 point) Br Part 1 Bri Mg CH B CH, 1 Draw intermediate here, but no arrows. © TE See Periodic Table See Hint See Hint ין Harrow_forwardSelect the product for the following reaction. HO HO PCC OH ○ OH O HO ○ HO HO HOarrow_forward
- 5:45 Х Select the final product for the following reaction sequence. O O 1. Mg. ether 2.D.Oarrow_forwardBased on the chart Two similarities between the molecule with alpha glycosidic linkages. Two similarities between the molecules with beta glycosidtic linkages. Two differences between the alpha and beta glycosidic linkages.arrow_forwardplease help fill in the tablearrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning

