Concept explainers
(a)
Interpretation:
The Haworth projection (including with dash-wedge notation) for the given line structure of a disubstituted cyclohexane is to be drawn.
Concept introduction:
In the case of disubstituted cyclohexane, the relationship between these two substituents with the ring is explained with the help of a Haworth projection. Since cyclohexane ring undergoes chair flipping with no switching either substituent from their side, the relationship between these substituents on a cyclohexane ring does not change on flipping, that is, the cis substituents remain cis and trans remains trans on flipping. In a Haworth projection, the ring is depicted as being planar, and bonds to substituents are drawn perpendicular to that plane in such way that these substituents come in the plane of the ring, and one side of a ring will be either above this plane or below this plane, depending on the rotation around the plane.
(b)
Interpretation:
The Haworth projection (including with dash-wedge notation) for the given line structure of a disubstituted cyclohexane is to be drawn.
Concept introduction:
In the case of disubstituted cyclohexane, the relationship between these two substituents with the ring is explained with the help of a Haworth projection. Since cyclohexane ring undergoes chair flipping with no switching either substituent from their side, the relationship between these substituents on a cyclohexane ring does not change on flipping, that is, the cis substituents remain cis and trans remains trans on flipping. In a Haworth projection, the ring is depicted as being planar, and bonds to substituents are drawn perpendicular to that plane in such way that these substituents come in the plane of the ring, and one side of a ring will be either above this plane or below this plane, depending on the rotation around the plane.
(c)
Interpretation:
The line structure (including with dash-wedge notation) for the given Haworth projection of a disubstituted cyclohexane is to be drawn.
Concept introduction:
In the case of disubstituted cyclohexane, the relationship between these two substituents with the ring is explained with the help of a Haworth projection. Since cyclohexane ring undergoes chair flipping with no switching either substituent from their side, the relationship between these substituents on a cyclohexane ring does not change on flipping, that is, the cis substituents remain cis and trans remains trans on flipping. In a Haworth projection, the ring is depicted as being planar, and bonds to substituents are drawn perpendicular to that plane in such way that these substituents come in the plane of the ring, and one side of a ring will be either above this plane or below this plane, depending on the rotation around the plane. To draw the line structure from its Haworth projection, view the molecule either from the top of the plane or from the bottom of the plane.
(d)
Interpretation:
The line structure (including with dash-wedge notation) for the given Haworth projection of a disubstituted cyclohexane is to be drawn.
Concept introduction:
In the case of disubstituted cyclohexane, the relationship between these two substituents with the ring is explained with the help of a Haworth projection. Since cyclohexane ring undergoes chair flipping with no switching either substituent from their side, the relationship between these substituents on a cyclohexane ring does not change on flipping, that is, the cis substituents remain cis and trans remains trans on flipping. In a Haworth projection, the ring is depicted as being planar, and bonds to substituents are drawn perpendicular to that plane in such way that these substituents come in the plane of the ring, and one side of a ring will be either above this plane or below this plane, depending on the rotation around the plane. To draw the line structure from its Haworth projection, view the molecule either from the top of the plane or from the bottom of the plane.
Want to see the full answer?
Check out a sample textbook solution
Chapter 4 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Macmillan Learning Draw the major, neutral organic product for each substitution reaction. For this question, assume that each substitution reaction goes to completion. Disregard elimination. Reaction A. CI H₂O Select Draw Templates More Erase C Harrow_forwardMacmillan Learning Reaction B: CI HO_ 곳으 / Select Draw Templates More с € H D Erasearrow_forwardWhen 2-bromo-93-dimethylbutane is heated with sodium methoxide, one majors.. në la formed. 4th attempt Part 1 (0.5 point) t Ji See Periodic Table See Hint Draw the major alkene product and all other byproducts. Be sure to include lone-pair electrons and charges. Part 2 (0.5 point) What type of mechanism is occuring? Choose one: AS1 3rd attempt X H 41 See Hint Part 1 (0.5 point) Feedback See Periodic Table See Hintarrow_forward
- Complete the mechanism for the E1 reaction below by following the directions written above each of the five boxes. Be sure to include lone pair electrons and nonzero formal charges. 2nd attempt 1 Provide the missing curved arrow notation. E+ RUDDA 1st attempt Feedback See Periodic Table See Hint Iir See Periodic Table See Hintarrow_forwardHeating an alcohol in the presence of sulfuric or phosphoric acid will cause a dehydration to occur: the removal of the elements of water from a molecule, forming an alkene. The reaction usually follows an E1 mechanism. The SN1 pathway is suppressed by using a strong acid whose conjugate base is a poor nucleophile. Further, heating the reaction mixture causes a greater increase in the rate of E1 compared to the rate of Sy1. 3rd attempt h Draw curved arrow(s) to show how the alcohol reacts with phosphoric acid. TH © 1 0 0 +1% # 2nd attempt Feedback H Ju See Periodic Table See Hint H Jud See Periodic Table See Hintarrow_forwardPart 2 (0.5 point) 0- Draw the major organic product with the correct geometry. 10 1: 70000 х く 1st attempt Part 1 (0.5 point) Feedback Please draw all four bonds at chiral centers. P See Periodic Table See Hintarrow_forward
- Heating an alcohol in the presence of sulfuric or phosphoric acid will cause a dehydration to occur: the removal of the elements of water from a molecule, forming an alkene. The reaction usually follows an E1 mechanism. The SN1 pathway is suppressed by using a strong acid whose conjugate base is a poor nucleophile. Further, heating the reaction mixture causes a greater increase in the rate of E1 compared to the rate of S№1. 2nd attempt 0 See Periodic Table See Hint Draw the organic intermediate from the first step (no byproducts) and draw curved arrow(s) to show how it reacts. TH +11: 1st attempt Feedback H H H C F F See Periodic Table See Hintarrow_forwardThis molecule undergoes an E1 mechanism when stirred in methanol. 3rd attempt CH₂OH CH₂OH 6148 O See Periodic Table. See Hint Draw 3 chemical species including formal charges and lone pairs of electrons. Add the missing curved arrow notation. H N O O SA 3 Br Iarrow_forwardComplete the mechanism for the E1 reaction below by following the directions written above each of the five boxes. Be sure to include lone pair electrons and nonzero formal charges. 1st attempt Y 0 + Provide the missing curved arrow notation. 01: See Periodic Table See Hint H C Br Iarrow_forward
- Please help answer number 2. Thanks in advance.arrow_forwardHow do I explain this? Thank you!arrow_forwardWhen an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z) is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra are provided. Draw the structure of the product as the resonance contributor lacking any formal charges. 13C NMR DEPT 90 200 160 120 80 40 0 200 160 120 80 40 0 DEPT 135 T 200 160 120 80 40 0 Draw the unknown amide. Select Dow Templates More Fragearrow_forward
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning