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 14, Problem 12P
15-16 Which of the following compounds contain stereocenters? (a) 2-Chloropentane(b) 3-Chloropentane (c) 3-Chloro-l-butene(d) 1,2-Dichloropropane
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13 Draw a structural formula for each compound.
(a) 3-Chloropropene
(b) 3-Methylcyclohexene
(c) 1,2-Dimethylcyclohexene
(d) trans-3,4-Dimethyl-3-heptene
(e) Cyclopropene
(f) 3-Hexyne
[10]
10]
Q1. Do the following conversions as directed. Write the complete reaction equation.
(a) Benzaldehyde to Benzoic Acid.
(b) Propanal to 1-propanal
(c) Cyclohexanone to Cyclohexanol
(d) Acetaldehyde to Ethyl alcohol
(e) Acetone to Iso-propyl alcohol
Give the IUPAC name for each compound (except A)
Chapter 14 Solutions
Introduction To General, Organic, And Biochemistry
Ch. 14.1 - Prob. 14.1QCCh. 14.2 - Problem 15-2 Assign priorities to the groups in...Ch. 14.2 - Problem 15-3 Assign an R or S configuration to the...Ch. 14.3 - Problem 15-4 3-Amino-2-butanol has two...Ch. 14.3 - Prob. 14.5QCCh. 14.3 - Prob. 14.6QCCh. 14 - 15-7 Answer true or false. The cis and trans...Ch. 14 - 15-8 What does the term “chiral” mean? Give an...Ch. 14 - 15-9 What does the term “achiral” mean? Give an...Ch. 14 - 15-10 Define the term “stereoisomer.” Name three...
Ch. 14 - 15-11 In what way are constitutional isomers...Ch. 14 - 15-12 Which of the following objects are chiral...Ch. 14 - Prob. 7PCh. 14 - Prob. 8PCh. 14 - Prob. 9PCh. 14 - Prob. 10PCh. 14 - 15-15 Explain why the carbon of a carbonyl group...Ch. 14 - 15-16 Which of the following compounds contain...Ch. 14 - 15-17 Which of the following compounds contain...Ch. 14 - Prob. 14PCh. 14 - 15-19 Draw the mirror image for each molecule: OH...Ch. 14 - Prob. 16PCh. 14 - 15-21 Answer true or false. For a molecule with...Ch. 14 - Prob. 18PCh. 14 - Prob. 19PCh. 14 - Prob. 20PCh. 14 - Prob. 21PCh. 14 - 15-26 For centuries, Chinese herbal medicine has...Ch. 14 - Prob. 23PCh. 14 - Prob. 24PCh. 14 - Prob. 25PCh. 14 - Prob. 26PCh. 14 - Prob. 27PCh. 14 - Prob. 28PCh. 14 - Prob. 29PCh. 14 - Prob. 30PCh. 14 - 15-35 Following are structural formulas for three...Ch. 14 - Prob. 32PCh. 14 - 15-37 Consider a cyclohexane ring substituted with...Ch. 14 - Prob. 34PCh. 14 - Prob. 35PCh. 14 - Prob. 36PCh. 14 - 15-41 Compound A(C5Hh, is not optically active and...Ch. 14 - Prob. 38PCh. 14 - 15-43 Triamcinolone acetonide, the active...Ch. 14 - 15-44 Consider the structure of the...Ch. 14 - Prob. 41PCh. 14 - 15-46 Consider Lunesta, a nonbenzodiazepine...Ch. 14 - Prob. 43PCh. 14 - Prob. 44P
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- 15-46 Consider Lunesta, a nonbenzodiazepine hypnotic agent (i.e., sleep-inducing drug) that is frequently advertised on TV commercials. Answer the following questions with respect to the given structure: Lunesta Determine the molecular formula for Lunesta. Identify the functional groups present in Lunesta. How many of Lunesta’s rings are aromatic? Fill in the blanks as shown: Lunesta has stereocenter(s) and therefore possible stereoisomer(s). Of the possible stereocenter(s), is/are R and is/are S. Does Lunesta have an enantiomer? Does it have a diastereomer? Which of the following is true about an enantiomer of Lunesta? Identify all that apply: The enantiomer rotates plane-polarized light in the opposite direction as Lunesta. The enantiomer is a mirror image of Lunesta. The enantiomer has the opposite biological effects as Lunesta (i.e., it keeps you awake). Lunesta does not have an enantiomer. Draw an enantiomer of Lunesta. Examine the derivative of the representation of the six-membered ring found in Lunesta. Draw the alternative chair conformations of this ring and label the more stable chair conformation. (Chapter 11)arrow_forwardHow do you convert:(i) Chlorobenzene to biphenyl(ii) Propene to 1-iodopropane(iii) 2-bromobutane to but-2-enearrow_forwardCitronellol ((3R)-3,7-dimethyloct-6-en-1-ol, C10H20O) is an organic fragrance found in the oil extracted from lemon grass. a) Name the two functional groups present in the molecule. b) When a few drops of bromine dissolved in hexane is added to a sample of citronellol the brown colour of the bromine rapidly disappears. i. What type of chemical reaction has occurred? ii. Draw the structure of the product formed. iii. Name the product. c) The product formed when citronellol is heated with a mixture of potassium dichromate and sulfuric acid gives a yellow/orange precipitate when shaken with Brady’s reagent (2,4-dinitrophenylhydrazine). It also shows a positive result with Fehling’s solution. i. What type of chemical reaction has occurred ? ii. What type of functional group is present in the product? d) Explain the type of stereoisomerism which may occur in citronellol.arrow_forward
- For each highlighted carbon identify what type of orbitals it has and how many of each. Then predict the approximate bond angle about each highlighted carbon.arrow_forwardMany naturally occurring substances contain several carbon–carbon double bonds: some isolated, some conjugated, and some cumulated. Identify the types of carbon–carbon double bonds found in each of the following substances:arrow_forwardProvide the IUPAC name for each of the following compounds. Pay attention to stereochemistry. (c) (a) (Б) О NO2 OH NH2 ОН NH2arrow_forward
- Write the correct IUPAC name for each of the following. (a) CH3 i (b) (c) CH3CH₂CH- 요 CH3—O—CH,CH,CH,CH2 -C-OH CH3 C-OH CH3CHCHCH₂-C-OH CH3arrow_forwardCompound A exhibits a peak in its 1H NMR spectrum at 7.6 ppm, indicating that it is aromatic. (a) How are the carbon atoms of the triple bonds hybridized? (b) In what type of orbitals are the π electrons of the triple bonds contained? (c) How many π electrons are delocalized around the ring in A?arrow_forward49 Show how to convert 1-butene to these compounds. (a) Butane (c) 2-Bromobutane (b) 2-Butanol (d) 1,2-Dibromobutanearrow_forward
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