(a)
Interpretation:
Whether a coffee mug is chiral or achiral is to be determined.
Concept introduction:
An object is chiral if it is nonsuperimposable on its mirror image.
If an object is superimposable on its mirror image, it is achiral. If an object has a plane of symmetry, it is achiral. A plane of symmetry is a plane that divides the object into two halves that are mirror images of each other.
(b)
Interpretation:
Whether one’s ears are chiral or achiral is to be determined.
Concept introduction:
An object is chiral if it is nonsuperimposable on its mirror image.
If an object is superimposable on its mirror image, it is achiral. If an object has a plane of symmetry, it is achiral. A plane of symmetry is a plane that divides the object into two halves that are mirror images of each other.
(c)
Interpretation:
Whether a bowling ball is chiral or achiral is to be determined.
Concept introduction:
An object is chiral if it is nonsuperimposable on its mirror image.
If an object is superimposable on its mirror image, it is achiral. If an object has a plane of symmetry, it is achiral. A plane of symmetry is a plane that divides the object into two halves that are mirror images of each other.
(d)
Interpretation:
Whether an automobile is chiral or achiral is to be determined.
Concept introduction:
An object is chiral if it is nonsuperimposable on its mirror image.
If an object is superimposable on its mirror image, it is achiral. If an object has a plane of symmetry, it is achiral. A plane of symmetry is a plane that divides the object into two halves that are mirror images of each other.
(e)
Interpretation:
Whether a pair of scissors is chiral or achiral is to be determined.
Concept introduction:
An object is chiral if it is nonsuperimposable on its mirror image.
If an object is superimposable on its mirror image, it is achiral. If an object has a plane of symmetry, it is achiral. A plane of symmetry is a plane that divides the object into two halves that are mirror images of each other.
(f)
Interpretation:
Whether a t-shirt is chiral or achiral is to be determined.
Concept introduction:
An object is chiral if it is nonsuperimposable on its mirror image.
If an object is superimposable on its mirror image, it is achiral. If an object has a plane of symmetry, it is achiral. A plane of symmetry is a plane that divides the object into two halves that are mirror images of each other.
(g)
Interpretation:
Whether eyeglasses are chiral or achiral is to be determined.
Concept introduction:
An object is chiral if it is nonsuperimposable on its mirror image.
If an object is superimposable on its mirror image, it is achiral. If an object has a plane of symmetry, it is achiral. A plane of symmetry is a plane that divides the object into two halves that are mirror images of each other.
(h)
Interpretation:
Whether a piano is chiral or achiral is to be determined.
Concept introduction:
An object is chiral if it is nonsuperimposable on its mirror image.
If an object is superimposable on its mirror image, it is achiral. If an object has a plane of symmetry, it is achiral. A plane of symmetry is a plane that divides the object into two halves that are mirror images of each other.
(i)
Interpretation:
Whether golf clubs are chiral or achiral is to be determined.
Concept introduction:
An object is chiral if it is nonsuperimposable on its mirror image.
If an object is superimposable on its mirror image, it is achiral. If an object has a plane of symmetry, it is achiral. A plane of symmetry is a plane that divides the object into two halves that are mirror images of each other.
(j)
Interpretation:
Whether a tennis racquet is chiral or achiral is to be determined.
Concept introduction:
An object is chiral if it is nonsuperimposable on its mirror image.
If an object is superimposable on its mirror image, it is achiral. If an object has a plane of symmetry, it is achiral. A plane of symmetry is a plane that divides the object into two halves that are mirror images of each other.
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Chapter 5 Solutions
ORG CHEM W/ EBOOK & SW5 + STUDY GUIDE
- 36) Complete the following multi-step reactions showing applications of enolate ions arising from ketones, esters, malonic ester, and keto ester, etc. (30 pts) (1) A NaOH, H₂O+ heat A NaOEt EtO OEt (11) EOH, H+ H. B LDA, H₂O+ -78°C B (i) NaOMe, Et-Br (ii) H₂O+, heat EtOOC (III) COOEt B A (i) NaOEt LiAlH 4-bromo-2-butene H₂O+ (ii) H3O+, heat Write the mechanism for Aldol Condensation (I A or B), and Claisen Condensation (II A).arrow_forward31) Complete two sets of reactions involving (R)-4-methyl-pent-2-ol producing racemic mixture of tertiary alcohols (D) and ketone derivative (C). Illustrate the mechanism of B and C or D. (25 pts) O OH 0 K2Cr2O7 Ph-CH2-Br, Mg, H2SO4 THF, H3O* (A) (D) Racemic mixture TsCl, Py (B) KCN, DMSO Ph-CH2-Br, Mg, THF, H3O+ (C) Mechanism for reactions B and C:arrow_forwardManoharan Mariappan, Ph.D., Dept. of Natur. Sci., NFC, Tallahassee, FL 33) Synthesize the aromatic compound containing para-substituted carbonyl compound starting from benzene. Illustrate the mechanism for reaction A. 1) NU (25 pts) A FeCl B (i) HNO3, H2SO4 (II) Sn, HCl(aq) NH₂ NO₂-D NH₂ (i) MeCO2Me, heat C (ii) K2Cr2O7/H2SO4 D (ii) SOCl2 (iii) 2 Et-NH2 Mechanism for reaction for the nitration of alkyl benzene (B-i): Characterize the product compound arising from the reaction D by IR and IH NMR spectral data: IR data (cm): 'H NMR data: Draw the structure and assign the chemical shift with the spin-splitting.arrow_forward
- Write structural formulas for the major products by doing addition reactions 1. You must add H2 as Pt is catalyst it does not take part in reactions only speed up the process H₂ CH2=CH-CH3 Pt 2. Add HCI break it into H and Cl CH3 HCI 3. Add Br2 only CC14 is catalyst CH3-CH=CH2 B12 CCl4 4. Add water to this and draw major product, H2SO4 is catalyst you have add water H20 in both the reaction below H₂SO4 CH3-CH=CH2 CH3 H2SO4/H₂O CH3-C=CH2 reflux ?arrow_forwardPlan the synthesis of the following compound using the starting material provided and any other reagents needed as long as carbon based reagents have 3 carbons or less. Either the retrosynthesis or the forward synthesis (mechanisms are not required but will be graded if provided) will be accepted if all necessary reagents and intermediates are shown (solvents and temperature requirements are not needed unless specifically involved in the reaction, i.e. DMSO in the Swern oxidation or heat in the KMnO4 oxidation). H Harrow_forwardHint These are benzene substitution reactions. ALCI3 and UV light are catalyst no part in reactions and triangle A means heating. A. Add ethyl for Et in benzene ring alkylation reaction EtCl = CH3CH2CL 1) EtC1 / AlCl3 / A ? B: Add Br to benzene ring ( substitution) 2) Br₂ / uv light ? C Add (CH3)2 CHCH2 in benzene ring ( substitution) (CH3)2CHCH,C1 / AICI, ?arrow_forward
- Draw the mechanism to make the alcohol 2-hexanol. Draw the Mechanism to make the alcohol 1-hexanol.arrow_forwardDraw the mechanism for the formation of diol by starting with 1-pentanal in... basic conditions then acidic conditions then draw the mechanism for the formation of a carboxylic acid from your product.arrow_forwardIdentify each chiral carbon as either R or S. Identify the overall carbohydrates as L or Darrow_forward
- Ethers can be formed via acid-catalyzed acetal formation. Draw the mechanism for the molecule below and ethanol.arrow_forwardHOCH, H HO CH-OH OH H OH 11 CH₂OH F II OH H H 0 + H OHarrow_forwardDraw the mechanism for the formation of diol by starting with one pen and all in... basic conditions then acidic conditions then draw the mechanism for the formation of a carboxylic acid from your product.arrow_forward
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
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