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.
Want to see more full solutions like this?
Chapter 5 Solutions
EBK GET READY FOR ORGANIC CHEMISTRY
- n Feb 3 A T + 4. (2 pts) Draw the structure of the major component of the Limonene isolated. Explain how you confirmed the structure. 5. (2 pts) Draw the fragment corresponding to the base peak in the Mass spectrum of Limonene. 6. (1 pts) Predict the 1H NMR spectral data of R-Limonene. Proton NMR: 5.3 pon multiplet (H Ringarrow_forwardPart VI. Ca H 10 O is the molecular formula of compound Tom and gives the in the table below. Give a possible structure for compound Tom. 13C Signals summarized C1 C2 C3 C4 C5 C6 C7 13C shift (ppm) 23.5 27.0 33.0 35.8 127 162 205 DEPT-90 + DEPT-135 + +arrow_forward2. Using the following data to calculate the value of AvapH o of water at 298K. AvapH o of water at 373K is 40.7 kJ/mol; molar heat capacity of liquid water at constant pressure is 75.2J mol-1 K-1 and molar heat capacity of water vapor at constant pressure is 33.6 J mol-1 K-1.arrow_forward
- Part VII. Below are the 'HNMR 13 3 C-NMR, COSY 2D- NMR, and HSQC 20-NMR (Similar with HETCOR but axes are reversed) spectra of an organic compound with molecular formula C6H13 O. Assign chemical shift values to the H and c atoms of the compound. Find the structure. Show complete solutions. Predicted 1H NMR Spectrum ли 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 1.0 0.9 0.8 f1 (ppm)arrow_forward3. Draw the expanded structural formula, the condensed structural formula, and the skeletal structural formula for 2-pentene. expanded structure: Condensed structure: Skeletal formula: 4. Draw the expanded structural formula, the condensed structural formula, and the skeletal structural formula for 2-methyl-3-heptene. expanded structure: Condensed structure: Skeletal formula: following structurearrow_forwardPart IV. Propose a plausible Structure w/ the following descriptions: a) A 5-carbon hydrocarbon w/ a single peak in its proton decoupled the DEPT-135 Spectrum shows a negative peak C-NMR spectrum where b) what cyclohexane dione isomer gives the largest no. Of 13C NMR signals? c) C5H120 (5-carbon alcohol) w/ most deshielded carbon absent in any of its DEPT Spectivaarrow_forward
- 13C NMR is good for: a) determining the molecular weight of the compound b) identifying certain functional groups. c) determining the carbon skeleton, for example methyl vs ethyl vs propyl groups d) determining how many different kinds of carbon are in the moleculearrow_forward6 D 2. (1 pt) Limonene can be isolated by performing steam distillation of orange peel. Could you have performed this experiment using hexane instead of water? Explain. 3. (2 pts) Using GCMS results, analyze and discuss the purity of the Limonene obtained from the steam distillation of orange peel.arrow_forwardPart III. Arrange the following carbons (in blue) in order of increasing chemical shift. HO B NH 2 A CIarrow_forward
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning