Introduction To General, Organic, And Biochemistry
12th Edition
ISBN: 9781337571357
Author: Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher: Cengage Learning
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Chapter 11, Problem 46P
Interpretation Introduction
Interpretation:
Structural formula of isomer A, B and C to be identified which obtained on chlorination of C5 H12.
Concept Introduction:
Chlorination of an
Different isomer of same molecule may result in formation of different mono chlorinated product on chlorination.
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There are three constitutional isomers with the molecular formula C5H12. When treated with chlorine at 300°C, isomer A gives a mixture of four monochlorination products. Under the same conditions, isomer B gives a mixture of three monochlorination products and isomer C gives only one monochlorination product. From this information, assign structural formulas to isomers A, B, and C.
1. There are five constitutional isomers with the molecular formula C6H14. When treated with chlorine at 300°C, isomer A gives a mixture of two monochlorination products. Under the same conditions, isomer B gives a mixture of five monochlorination products, isomer C gives four monochlorination products, and isomer D gives a mixture of three monochlorination products. From this information, draw the structure of isomer B.
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Chapter 11 Solutions
Introduction To General, Organic, And Biochemistry
Ch. 11.2 - Prob. 11.1QCCh. 11.3 - Prob. 11.2QCCh. 11.3 - Prob. 11.3QCCh. 11.4 - Problem 11-4 Write the molecular formula and IUPAC...Ch. 11.6 - Problem 11-5 Write the molecular formula and IUPAC...Ch. 11.7 - Prob. 11.6QCCh. 11.8 - Prob. 11.7QCCh. 11.9 - Prob. 11.8QCCh. 11.10 - Prob. 11.9QCCh. 11 - 11-11 Define: Hydrocarbon Alkane Saturated...
Ch. 11 - 11-12 Why is it not accurate to describe an...Ch. 11 - 11-13 What is meant by the term line-angle formula...Ch. 11 - Prob. 4PCh. 11 - Write the molecular formula for each alkane.Ch. 11 - Answer true or false. Constitutional isomers have...Ch. 11 - Which statements are true about constitutional...Ch. 11 - Prob. 8PCh. 11 - Each member of the following set of compounds is...Ch. 11 - Prob. 10PCh. 11 - 11-21 In the six following sets, which pairs of...Ch. 11 - Draw line-angle formulas for the nine...Ch. 11 - Answer true or false. The parent name of an alkane...Ch. 11 - Prob. 14PCh. 11 - Among the ingredients listed in one commercial...Ch. 11 - Prob. 16PCh. 11 - Answer true or false. Cycloalkanes are saturated...Ch. 11 - Prob. 18PCh. 11 - Prob. 19PCh. 11 - Prob. 20PCh. 11 - Prob. 21PCh. 11 - 11-32 Calculate the actual C-C-C bond angles in...Ch. 11 - Prob. 23PCh. 11 - 11-34 What structural feature of cycloalkanes...Ch. 11 - Prob. 25PCh. 11 - 11-36 Name and draw structural formulas for the...Ch. 11 - Name and draw structural formulas for the six...Ch. 11 - 11-38 Why is equatorial methylcyclohexane more...Ch. 11 - Prob. 29PCh. 11 - Consider a cyclohexane ring substituted with one...Ch. 11 - Prob. 31PCh. 11 - Prob. 32PCh. 11 - Which unbranched alkane (Table 11-4) has about the...Ch. 11 - Prob. 34PCh. 11 - Prob. 35PCh. 11 - Prob. 36PCh. 11 - Prob. 37PCh. 11 - 11-48 How are the boiling points of hydrocarbons...Ch. 11 - Answer true or false. Combustion of alkanes is an...Ch. 11 - 11-50 Write balanced equations for the combustion...Ch. 11 - The heat of combustion of methane, a component of...Ch. 11 - 11-52 Draw structural formulas for these...Ch. 11 - Prob. 43PCh. 11 - 11-54 Complete and balance the equation for the...Ch. 11 - Name and draw structural formulas for all pos...Ch. 11 - Prob. 46PCh. 11 - Prob. 47PCh. 11 - 11-58 (Chemical Connections 11A) How many rings in...Ch. 11 - Prob. 49PCh. 11 - Prob. 50PCh. 11 - Prob. 51PCh. 11 - 11-62(Chemical Connections 11C) What are Freons?...Ch. 11 - 11-63 (Chemical Connections 11C) In what way do...Ch. 11 - (Chemical Connections 11C) What are HFCs and...Ch. 11 - Prob. 55PCh. 11 - Prob. 56PCh. 11 - Prob. 57PCh. 11 - Prob. 58PCh. 11 - Which of the following compounds can exist as...Ch. 11 - Prob. 60PCh. 11 - Dodecane, C12H26, is an unbranched alkane Predict...Ch. 11 - Prob. 62PCh. 11 - Prob. 63PCh. 11 - Prob. 64PCh. 11 - As stated in Section 11-9, the wax found in apple...Ch. 11 - Prob. 66PCh. 11 - Prob. 67P
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- 5) Compound A reacted with Mg in ether to give B. Compound B is with Ethyl bromide to give Ethyl cyclohexane. What are the structures of A and B?arrow_forwardCompounds B and C are hydrocarbons with the structural formulae as shown below. CH, „CH, в (a) Name compounds B and C according to the IUPAC nomenclature. (b) Both B and C can undergo oxidation reaction with the same oxidizing agent. Write chemical equations involved and explain the differences between these two reactions. (c) Name one reaction that converts B to methylcyclohexane.arrow_forward5B In the following reactions, mixtures of alkenes and ethyl ethers are formed. Draw their structures. Explain which is or are likely to be the main product(s) in each reaction. In case of formation of two isomers of alkenes, explain which is formed in greater proportion CH3 CH3 H3C-C H -Br CH3 EtOHarrow_forward
- Compound A (C3H,,Br) undergo dehydrohalogenation to produce major compound B. Compound C was formed when compound B undergo halogenation in room temperature. Compound B undergo halogenation in aqueous solution to form compound D. Compound B undergo hydrohalogenation in the presence of H,02 to form Compound E. Compound B undergo oxidation with hot acidified KMNO, to produce compound F and Compound G. Compound H was produced when Compound B react with cold KMN04. Compound B undergo ozonolysis to form Compound I and Compound J. Compound K was formed when compound B reacted with hydrogen in the presence of platinum. Compound A reacted with sodium hydroxide to form compound L. Compound M was produced when compound A reacted with ammonia in ethanol while compound N was formed when compound A reacted with sodium cyanide. Reaction X happened when compound K reacted with bromine in the presences of UV light. a) Identify the possible structural formulae for compound A to N. The number of carbon…arrow_forwardCompound L undergoes dehydrohalogenation to form hydrogen bromide and 1-methylcyclohexene. What is dehydrohalogenation? State the condition required for dehydrohalogenation. Draw the structural formula of compound L and name L.arrow_forwardA compound with formula C7H12O is treated with sodium borohydride in methanol to yield 2,2-dimethylcylopentanol. Write a reaction scheme showing the structures of the reactant, the reagents, and the product. Will the product be optically active? Explain.arrow_forward
- Compound X (structure shown below) has a molecular formula C5H1o and reacts with H2/Pt to give compound Y, C5H12. What is the name of the reaction involved to produce Compound Y? H2C H3C CH3 Hydration Hydrogenation Halogenation Addition of halohydrinarrow_forwardCompound A has molecular formula C5H12 and undergoes monochlorination to produce four different constitutional isomers. Draw the structure of compound A.arrow_forwardOne mole of an unknown hydrocarbon, compound C, in the presence of a platinum catalyst, adds 98.9 L of hydrogen, measured at 744 mm Hg and 22 degrees C , to form a saturated alkane which contains one ring. When one mole of compound C is reacted with ozone, followed by reduction with (CH3)2S , four moles of only one product was formed, whose condensed molecular formula is CHO -CHO. Give the structure of compound C. Explain your reasoningarrow_forward
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