Concept explainers
(a)
Interpretation:
The chair conformation of the compound
Concept introduction:
The saturated six membered ring compounds are mostly expressed and explained in the chair conformations. This is because chair conformation is the most stable conformation of cyclohexane. Therefore, the chair conformation is most helpful in the study of six carbon ring compounds.
(b)
Interpretation:
The reason as to why
Concept introduction:
Glucose is an organic compound having the molecular formula of
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Chapter 24 Solutions
Organic Chemistry
- Lithocholic acid is an A–B cis steroid found in human bile. Draw lithocholic acid showing chair conformations, as in Figure 27-11, and tell whether the hydroxyl group at C3 is axial or equatorial.arrow_forwardDraw and name the seven aldehydes and ketones with the formula C5H10O. Which are chiral?arrow_forwardTreatment of -D-glucose with methanol in the presence of an acid catalyst converts it into a mixture of two compounds called methyl glucosides (Section 25.3A). In these representations, the six-membered rings are drawn as planar hexagons. (a) Propose a mechanism for this conversion and account for the fact that only the OH on carbon 1 is transformed into an OCH3 group. (b) Draw the more stable chair conformation for each product. (c) Which of the two products has the chair conformation of greater stability? Explain.arrow_forward
- In the molecules below (a) H (b) O H-C-OH HO-C-H H-C-OH HO-C-H HO-C-H HO-C-H H-C-OH -CIO CH,OPo, CH,OPO, CH,OPO, CHOPO, Which molecule is the enantiomer of molecule a? which molecule is a diasteromer of molecule b?arrow_forward5. Provide suitable responses for questions (a) – (). 6 CH2OH 4 OH OH 3 OH (a) What is the relative configuration of the above monosaccharide? (b) Which labeled carbon is the anomeric carbon? (c) Trace and identify the acetal in the above monosaccharide. (d) Draw the hemiacetal that results from above acetal. (e) Draw the open chain equivalent of the sugar in part (d). (f) Classify the monosaccharide below as a D-sugar or an L-sugar. H. OH O. OH CH,OH OH OHarrow_forward5-51 Draw examples of the following: (a) A meso compound with the formula C8H18 (b) A meso compound with the formula C9H20 (c) A compound with two chirality centers, one Rand the other Sarrow_forward
- Draw the meso form of each of the following molecules, and indicate the plane of symmetry in each: (a) OH (b) OH I CH³CHCH₂CH₂CHCH3 CH3 CH3 (c) H3C H3C OH 1-2arrow_forwardOf the four structures shown here in Fischer projections, indicate the relationships between (a) and (b), and between (c) and (d)? CHO CHO нтон нотн CH₂OH (a) CH₂OH (b) ÇO₂H H-OH -OH -он но- HO- CO₂H (c) II HO-H ÇO₂H of A. Both pairs are enantiomers O B. Both pairs are identical C. (a) and (b) are enantiomers, (c) and (d) are identical D. (a) and (b) are identical, (c) and (d) are enantiomers II CO₂H (d)arrow_forwardQ2/ Explain the following: Cis CSH3BR2 isomer be optically inactive compound but trans CSH3BR2 isomer be optically active compound. رامانطج Q3/ Draw examples of the following a ) How many chirality centers dose ribose have ? identify b) How many stereoisomers of deoxyribose. ンンル tie c) Draw the structure of the epimer of manose with any compound.arrow_forward
- D-Mannose differs in configuration from D-glucose at carbon-2. Draw chair conformations for α-D-mannopyranose and β-D-mannopyranose. Label the anomeric carbon in each.arrow_forwardThe structure of 4 isomers of ketopentose are shown. 1) select every structure that is a diastereomer of structure D A, B, or C? 2) select every structure that is a enantiomer of structure C A, B, or D 3) select every structure that is a stereoisomer of structure C A, B, or Darrow_forwardThe structure of D-glucose is shown below. Predict the number of the OH groups (not CH₂OH) that occupy equatorial positions in the most stable chair conformation of D- glucose. HO,, HO OH "OH OH D-glucosearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning