ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
12th Edition
ISBN: 9781119304241
Author: Solomons
Publisher: WILEY C
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Chapter 5, Problem 4PP
Interpretation Introduction
Interpretation:
The three-dimensional formulas for both enantiomers of the molecules with chiral centers are to be written.
Concept introduction:
Chiral centers are tetrahedral atoms that have four different substituents.
Each chiral center will be either
Enantiomers are one of the stereoisomers that are mirror images of each other that are non-superimposable.
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just problem 5.8 please
Draw a bond-line diagram for the compounds below. Which of the following compounds is chiral?
(a) 2-bromobutane
(b) methylcyclohexane (draw a chair configuration)
2. Some of the
molecules listed here
have a center of
chirality. Write the
Fischer
projection
structures of both
enantiomers
for
molecules that have a
center of chirality.
(a) 2-Fluoropropane
(b) 2-Methylbutane
(e) 2-Chlorobutane
(d) 2-Methyl-1-
butanol
(e) trans-2-Butene
(f) 2-Bromopentane
(g) 3-Methylpentane
(h) 3-Methylhexane
(1) 2-Methyl-2-pentene
(i) 1-Chloro-2-
methylbutane
Chapter 5 Solutions
ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
Ch. 5 - Prob. 1PPCh. 5 - Prob. 2PPCh. 5 - Prob. 3PPCh. 5 - Prob. 4PPCh. 5 - Prob. 5PPCh. 5 - Prob. 6PPCh. 5 - Prob. 7PPCh. 5 - Practice Problem 5.8 Write three-dimensional...Ch. 5 - Prob. 9PPCh. 5 - Prob. 10PP
Ch. 5 - Practice Problem 5.11 List the substituents in...Ch. 5 - Prob. 12PPCh. 5 - Practice Problem 5.13 Tell whether the two...Ch. 5 - Prob. 14PPCh. 5 - Prob. 15PPCh. 5 - Prob. 16PPCh. 5 - Prob. 17PPCh. 5 - Prob. 18PPCh. 5 - Prob. 19PPCh. 5 - Prob. 20PPCh. 5 - Practice Problem 5.21 The following are formulas...Ch. 5 - Practice Problem 5.22 Write three-dimensional...Ch. 5 - Prob. 23PPCh. 5 - Practice Problem 5.24 Give names chat include (R)...Ch. 5 - Prob. 25PPCh. 5 - Prob. 26PPCh. 5 - Prob. 27PPCh. 5 - Prob. 28PPCh. 5 - Practice Problem 5.29 Write formulas for all of...Ch. 5 - Prob. 30PPCh. 5 - Prob. 31PPCh. 5 - Prob. 32PPCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - 5.35 Designate the (R) or (S) configuration at...Ch. 5 - Prob. 36PCh. 5 - (a) Write the structure of...Ch. 5 - Shown below are Newman projection formulas for...Ch. 5 - 5.39 Write appropriate structural formulas...Ch. 5 - Discuss whether each of the following compounds...Ch. 5 - Prob. 42PCh. 5 - Prob. 43PCh. 5 - Compound F has the molecular formula C5H8 and is...Ch. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - For the following molecule, draw its enantiomer as...Ch. 5 - 5.49 (Use models to solve this...Ch. 5 - 5.50 (Use models to solve this...Ch. 5 - (Use models co solve this problem.) Write...Ch. 5 - 5.52 Tartaric acid was an important compound in...Ch. 5 - Prob. 53PCh. 5 - Prob. 54PCh. 5 - Prob. 55PCh. 5 - Prob. 1LGPCh. 5 - Prob. 2LGPCh. 5 - Prob. 3LGP
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- Nonearrow_forward(a) Write the structures of the following compounds and mark them as chiral or achiral. 4 (i) 2-Bromopentane (ii) 3-Bromopentane (iii) 1-Bromo-2-methylbutane (iv) 2-Chloro-3-methylbutane (b) Identify the asymmetric carbon in the chiral compounds. (c) Write the structure of the other enantiomer of the chiral compounds.arrow_forwardjust problem 5.23 pleasearrow_forward
- I need the answer as soon as possiblearrow_forwardDraw a three-dimensional structure for each compound, and star all asymmetric carbon atoms. Draw the mirror image for each structure, and state whether you have drawn a pair of enantiomers or just the same molecule twice. Build molecular models of any of these examples that seem difficult to you. (a) ОН (b) (c) NH, ОН СH—CH—СООН | pentan-2-ol pentan-3-ol alanine (d) 1-bromo-2-methylbutane (e) chlorocyclohexane (f) cis-1,2-dichlorocyclobutane (h) (i) H CH; "H H. H CH, Harrow_forward(a) Distinguish between:(i) C6H5— COCH3 and C6H5— CHO(ii) CH3COOH and HCOOH(b) Arrange the following in the increasing order of their boiling points:CH3CHO, CH3COOH, CH3CH2OHarrow_forward
- (a) CH₂CHCH2CH2CH3 CH3 (b) CH₂CHCH2CH2CHCH₂ CH3 CH3 (c) CH3(CH2), CHCH2CH3 CH2CH3arrow_forward(c) Answer the following questions: It is possible for a compound to be chiral even though it lacks a carbon atom with four different groups. Using two nitro groups, one isopropyl group and one carboxy group as substituents, draw the structure of an optically active biphenyl that is void of a chiral carbon. i. ii. Deduce, giving reasons, whether or not the following molecules are optically active. H3C CH3 ČH(CH3)2 Quaternary ammonium salt NH2 Compound A НОСІНС OCH3 OCH3 Br Compound Barrow_forwardDraw one of each pair of enantiomers or diastereomers for each of the following compounds using a perspective formula (dash-wedge). You must indicate the points of stereochemistry (E, Z, R, S) plus locant numbers. State if no stereoisomers are possible. Write your answer in the blank space .(a) 1-bromo-2-chlorocyclohexane (b) 2-bromo-4-methylpentane(c) 2-bromo-4-chloropentane (d) 1,3-dibromo-4,6-dimethyl-3-octenearrow_forward
- Consider the reaction between (1S,3S)‑1‑chloro‑3‑methylcyclopentane and methanethiol in the presence of sodium hydroxide. (a) Draw the organic product and clearly indicate stereochemistry by showing the hydrogen on the chirality centers and using wedge and dash bonds. (b) Then analyze the stereochemistry of the product. racemic chiral achiral (1R, 3S) (1R, 3R) (1S, 3S)arrow_forwardReview Problem 5.2 Construct handheld models of the 2-butanols represented in Fig. 5.3 and demonstrate for yourself that they are not mutually superposable. (a) Make similar models of 2-bromo- propane. Are they superposable? (b) Is a molecule of 2-bromopropane chiral? (c) Would you expect to find enantiomeric forms of 2-bromopropane? H но OH H HO HH OH OH HO H CH CH CH C CH CH II II (a) (b) (c) Figure 5.3 (a) Three-dimensional drawings of the 2-butanol enantiomers I and II. (b) Models of the 2-butanol enantiomers. (c) An unsuccessful attempt to superpose models of I and II.arrow_forward12. Natural (2)-menthol, the essential oil primarily responsible for the flavor and aroma of peppermint, is the IR,25,5R-stereoisomer. (a) Identify (2)-menthol from the structures you drew for Problem 50, part (b). (b) Another of the naturally occurring diastereomers of menthol is (1)-isomenthol, the 1S 2R5R- stereoisomer. Identify (1)-isomenthol among your structures. (c) A third is (1)-neomenthol, the 15.25,SR-compound. Find (1)-neomenthol among your structures. (d) Based on your understanding of the conformations of substituted cyclohexanes (Section 4-4), what is the stability order (from most stable to least) for the three diastereomers, menthol, isomenthol, and neomenthol?arrow_forward
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