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Concept explainers
(a)
Interpretation:
The major elimination product obtained when the given alcohol is heated in the presence of sulphuric acid has to be has to be drawn.
Concept introduction:
Dehydration reaction:
Removal of water molecule from the reaction of alcohol with strong acid like sulfuric acid is known as dehydration reaction.
E1 dehydration reaction of secondary and tertiary alcohols:
The alcohols react with acids like hydrochloric acid or hydrobromic which yield the corresponding stable carbocation intermediate. The elimination of hydrogen from the beta carbon results in the
Carbocation: It is carbon ion that bears a positive charge on it.
The increasing stability order of carbocation is as follows,
Primary carbocation < secondary carbocation < tertiary carbocation
(b)
Interpretation:
The major elimination product obtained when the given alcohol is heated in the presence of sulphuric acid has to be has to be drawn.
Concept introduction:
Dehydration reaction:
Removal of water molecule from the reaction of alcohol with strong acid like sulfuric acid is known as dehydration reaction.
E1 dehydration reaction of secondary and tertiary alcohols:
The alcohols react with acids like hydrochloric acid or hydrobromic which yield the corresponding stable carbocation intermediate. The elimination of hydrogen from the beta carbon results in the alkene product. Thus the removal of water molecule occurs in the dehydration process and the major product of the acid-catalysed dehydration reaction will be the more substituted product.
Carbocation: It is carbon ion that bears a positive charge on it.
The increasing stability order of carbocation is as follows,
Primary carbocation < secondary carbocation < tertiary carbocation
(c)
Interpretation:
The major elimination product obtained when the given alcohol is heated in the presence of sulphuric acid has to be has to be drawn.
Concept introduction:
Dehydration reaction:
Removal of water molecule from the reaction of alcohol with strong acid like sulfuric acid is known as dehydration reaction.
E2 dehydration of primary alcohols:
Due to the unstability of the primary carbocation, the dehydration of primary alcohol is an E2 reaction.
In the E2 reaction, protonation of the most basic atom occurs and then base will remove a proton from the beta carbon.
(d)
Interpretation:
The major elimination product obtained when the given alcohol is heated in the presence of sulphuric acid has to be has to be drawn.
Concept introduction:
Dehydration reaction:
Removal of water molecule from the reaction of alcohol with strong acid like sulfuric acid is known as dehydration reaction.
E1 dehydration reaction of secondary and tertiary alcohols:
The alcohols react with acids like hydrochloric acid or hydrobromic which yield the corresponding stable carbocation intermediate. The elimination of hydrogen from the beta carbon results in the alkene product. Thus the removal of water molecule occurs in the dehydration process and the major product of the acid-catalysed dehydration reaction will be the more substituted product.
Carbocation: It is carbon ion that bears a positive charge on it.
The increasing stability order of carbocation is as follows,
Primary carbocation < secondary carbocation < tertiary carbocation
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Chapter 9 Solutions
Essential Organic Chemistry (3rd Edition)
- Diels Alder Cycloaddition: Focus on regiochemistry (problems E-F) –> match + of thedienophile and - of the diene while also considering stereochemistry (endo).arrow_forwardHELP! URGENT! PLEASE RESOND ASAP!arrow_forwardQuestion 4 Determine the rate order and rate constant for sucrose hydrolysis. Time (hours) [C6H12O6] 0 0.501 0.500 0.451 1.00 0.404 1.50 0.363 3.00 0.267 First-order, k = 0.210 hour 1 First-order, k = 0.0912 hour 1 O Second-order, k = 0.590 M1 hour 1 O Zero-order, k = 0.0770 M/hour O Zero-order, k = 0.4896 M/hour O Second-order, k = 1.93 M-1-hour 1 10 ptsarrow_forward
- Determine the rate order and rate constant for sucrose hydrolysis. Time (hours) [C6H12O6] 0 0.501 0.500 0.451 1.00 0.404 1.50 0.363 3.00 0.267arrow_forwardDraw the products of the reaction shown below. Use wedge and dash bonds to indicate stereochemistry. Ignore inorganic byproducts. OSO4 (cat) (CH3)3COOH Select to Draw ઘarrow_forwardCalculate the reaction rate for selenious acid, H2SeO3, if 0.1150 M I-1 decreases to 0.0770 M in 12.0 minutes. H2SeO3(aq) + 6I-1(aq) + 4H+1(aq) ⟶ Se(s) + 2I3-1(aq) + 3H2O(l)arrow_forward
- Problem 5-31 Which of the following objects are chiral? (a) A basketball (d) A golf club (b) A fork (c) A wine glass (e) A spiral staircase (f) A snowflake Problem 5-32 Which of the following compounds are chiral? Draw them, and label the chirality centers. (a) 2,4-Dimethylheptane (b) 5-Ethyl-3,3-dimethylheptane (c) cis-1,4-Dichlorocyclohexane Problem 5-33 Draw chiral molecules that meet the following descriptions: (a) A chloroalkane, C5H11Cl (c) An alkene, C6H12 (b) An alcohol, C6H140 (d) An alkane, C8H18 Problem 5-36 Erythronolide B is the biological precursor of erythromycin, a broad-spectrum antibiotic. How H3C CH3 many chirality centers does erythronolide B have? OH Identify them. H3C -CH3 OH Erythronolide B H3C. H3C. OH OH CH3arrow_forwardPLEASE HELP! URGENT! PLEASE RESPOND!arrow_forward2. Propose a mechanism for this reaction. ہلی سے ملی N H (excess)arrow_forward
- Steps and explanationn please.arrow_forwardProblem 5-48 Assign R or S configurations to the chirality centers in ascorbic acid (vitamin C). OH H OH HO CH2OH Ascorbic acid O H Problem 5-49 Assign R or S stereochemistry to the chirality centers in the following Newman projections: H Cl H CH3 H3C. OH H3C (a) H H H3C (b) CH3 H Problem 5-52 Draw the meso form of each of the following molecules, and indicate the plane of symmetry in each: OH OH (a) CH3CHCH2CH2CHCH3 CH3 H3C. -OH (c) H3C CH3 (b) Problem 5-66 Assign R or S configurations to the chiral centers in cephalexin, trade-named Keflex, the most widely prescribed antibiotic in the United States. H2N H IHH S Cephalexin N. CH3 CO₂Harrow_forwardSteps and explanationn please.arrow_forward
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