Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 4.13, Problem 37P
Which of the following compounds has a stereoisomer that is a meso compound?
- A. 2,4-dibromohexane
- B. 2,4-dibromopentane
- C. 2,4-dimethylpentane
- D. 1,3-dichlorocyclohexane
- E. 1,4-dichlorocyclohexane
- F. 1,2-dichlorocyclobutane
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Which of the following molecules is 3-isobutyl-5-isopropyl-6,7-dimethyloct-1-yne?
A. 1,3,4-tripropyl-2-methylcyclopentane
B. 2,3,5-tripropyl-1-methylcyclopentane
C. 1,2,4-tripropyl-5-methylcyclopentane
D. 2,4,5-tripropyl-1-methylcyclopentane
O A
В
O D
Using solid or dashed wedges to show
stereochemistry, identify the (R), (S)
configuration. You must draw the molecule,
identify the chiral carbon, and then draw both
molecules in the correct orientation.
a. 2-lodobutane
b. 2-Bromopropanoic
c. 3-Bromo-2-methylpentane
d. 3(Bromomethyl)-5-chloropentane
a. The following compounds have the same molecular formula as benzene. How many monobrominated products could each form? 1. HC‚CC‚CCH2CH3 2. CH2“CHC‚CCH“CH2 b. How many dibrominated products could each of the preceding compounds form? (Do not include stereoisomers.) c. How many dibrominated products could each of the compounds form if stereoisomers are included?
Chapter 4 Solutions
Organic Chemistry
Ch. 4.1 - Prob. 2PCh. 4.1 - Prob. 3PCh. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.1 - Which of the roll owing compounds have a dipole...Ch. 4.2 - Prob. 7PCh. 4.3 - Prob. 8PCh. 4.4 - Prob. 10PCh. 4.4 - Prob. 11PCh. 4.6 - Prob. 12P
Ch. 4.7 - Prob. 14PCh. 4.7 - Prob. 16PCh. 4.7 - Prob. 17PCh. 4.7 - Draw a perspective formula for each or the...Ch. 4.8 - Prob. 20PCh. 4.9 - Prob. 21PCh. 4.9 - (S)-(+)-Monosodium glutamate (MSG) is a flavor...Ch. 4.10 - Prob. 23PCh. 4.10 - Prob. 24PCh. 4.11 - Prob. 26PCh. 4.11 - Prob. 27PCh. 4.11 - Prob. 28PCh. 4.11 - The stereoisomer of cholesterol found in nature is...Ch. 4.11 - Prob. 30PCh. 4.12 - Prob. 31PCh. 4.12 - Draw all possible stereoisomers for each of the...Ch. 4.12 - Prob. 33PCh. 4.12 - Of all the possible cyclooctanes that have one...Ch. 4.12 - Prob. 35PCh. 4.12 - Prob. 36PCh. 4.13 - Which of the following compounds has a...Ch. 4.13 - Prob. 39PCh. 4.14 - Prob. 40PCh. 4.14 - Name the isomers you drew in Problem 52.Ch. 4.14 - Chloramphenicol is a broad-spectrum antibiotic...Ch. 4.14 - Draw a perspective formula for each of the...Ch. 4.14 - Name the following:Ch. 4.14 - Prob. 45PCh. 4.14 - Prob. 48PCh. 4.14 - Prob. 50PCh. 4.15 - Limonene exists as two different stereoisomers....Ch. 4.16 - Prob. 52PCh. 4 - a. Draw three constitutional isomers with...Ch. 4 - Prob. 53PCh. 4 - Prob. 54PCh. 4 - Which of the following has an asymmetric center?...Ch. 4 - Prob. 56PCh. 4 - Prob. 57PCh. 4 - Prob. 58PCh. 4 - Which of the following are optically active?Ch. 4 - Prob. 60PCh. 4 - Prob. 61PCh. 4 - Which of the following has an achiral...Ch. 4 - Prob. 63PCh. 4 - Prob. 64PCh. 4 - Prob. 65PCh. 4 - Prob. 66PCh. 4 - Prob. 67PCh. 4 - Prob. 68PCh. 4 - Prob. 69PCh. 4 - Prob. 70PCh. 4 - Prob. 71PCh. 4 - Prob. 72PCh. 4 - Prob. 73PCh. 4 - a. Draw all the isomers with molecular formula...Ch. 4 - Prob. 75PCh. 4 - Prob. 76PCh. 4 - Draw structures for the following: a....Ch. 4 - Prob. 78PCh. 4 - Prob. 79PCh. 4 - Prob. 80PCh. 4 - a. Using the wedge-and-dash notation, draw the...Ch. 4 - Prob. 82PCh. 4 - Prob. 83PCh. 4 - Prob. 84PCh. 4 - a. Draw the two chair conformers for each of the...Ch. 4 - Prob. 86PCh. 4 - Is the following compound optically active?
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 9. Provide a systematic name for the following compound? A. 1,2,4-trimethyl-5-ethylcyclohexane B. 5-ethyl-1,2,4-trimethylcyclohexane C. 1-ethyl-2,4,5-trimethylcyclohexane D. 2,4,5-trimethyl-1-ethylcyclohexane 2 3arrow_forwardDraw all the stereoisomers for each of the following: a. 1-chloro-3-methylpentane b. 2-methyl-1-propanol c. 2-bromo-1-butanol d. 3-bromo-2-butanol e. 3,4-dichlorohexanef. 1,2-dichlorocyclobutane g. 1,3-dichlorocyclohexane h. 1,4-dichlorocyclohexane i. 1-bromo-2-chlorocyclobutane j. 1-bromo-3-chlorocyclobutanearrow_forwardWhich formula is consistent with an acyclic alkane? a. C10H22 b. C10H20 c. C10H18 d. C10H16arrow_forward
- Which one of the following compounds contains the greatest number of sp2 hybridized carbon atoms? a.) 1,4-Cycloheptadiene c.) Phenyl ethyne b.) 2,5-dimethyl-2,3,4-hexatriene d.) 1,3,5-hexatrienearrow_forwardBASED ON THE FIGURE WHAT IS 1. The least stable conformation of 1-bromo-3-ethylcyclohexane. 2. The most stable conformation of 1-bromo-3-ethylcyclohexane. 3. The structure that has four 1,3-diaxial interactions. 4.arrow_forward? ? CCH₂ CI meta-chloroacetophenone Zn(Hg) HCI CI CH₂CH3 meta-chloroethylbenzenearrow_forward
- Which of the following are named correctly? 1-isopropyl-2-methylcyclopentane It II. 4-tert-butyl-2-ethylhexane III. 3,5-dimethylhexanearrow_forwardThe given compound, 2-methylbutane is having A. One primary, one secondary and three tertiary carbons B. Three secondary, one primary and one tertiary carbons C. Three primary, one secondary and one tertiary carbons D. One primary, three secondary and one tertiary carbonsarrow_forward2. Draw and write down the expanded formula (see previous question for expanded formula) for the following. a. 4,4,5-trimethyl-2-hexyne b. Ethylpropanoate c. 3,4-diethyl-2,3,4-trimethyl-1-hexene d. 3-heptanone e. 2,4-dimethyloct-1-ene-3-ol Expanded formula shown in the image write exactly like thatarrow_forward
- C. Nomenclature of Cylic Alkanes: If a ring is present in a molecule, the ring is almost always considered the parent chain. Use the word cyclo as a prefix before the alkane name to indicate it is a cyclic parent chain Number the carbons that bear substituents starting with one, and number around the ring towards the closest carbon that bears another substituent group to give all substituents lowest possible numbering. If there are two or more substituents, use alphabetical order to determine where to start numbering. Critical Thinking Question (CTQ): 11. Give the correct IUPAC name for the remaining three compounds below. H,C CH-CH, l-isopropyl-3-methylcycloherane 12. Draw the structures that correspond to the following names: a. 3-ethylheptane b. 1,1-diethylcyclopropane c. 4-sec-butyl-1-isobutyl-2-methylcylcohexane 13. Mono-substituted cycloalkanes do not include the "1" locant. Thus, 1-methylcyclohexane is inaccurate. Draw methylcyclohexane; explain why adding a locant does not add…arrow_forwardThe octane rating for gasoline is a measurement of how readily a fuelcombusts compared to 2,2,4-trimethylpentane, an isomer of octane.a. Draw 2,2,4-trimethylpentane and verify that it is an isomer ofoctane.b. Draw four other isomers of octane.c. Select one of the isomers and draw it such that it looksdifferent on the page but is still the exact same compound.d. Name this isomer.e. Define isomer using a complete sentence.arrow_forward1. Give the structure corresponding to each name. a. 4-ethyl-3-heptanol b. 3-chloro-1,2-propanediol c. diisobutyl ether d. 1,2-epoxy-1,3,3-trimethylcyclohexane e. 1-ethoxy-3-ethylheptanearrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry: Matter and ChangeChemistryISBN:9780078746376Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl WistromPublisher:Glencoe/McGraw-Hill School Pub Co
Chemistry: Matter and Change
Chemistry
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Publisher:Glencoe/McGraw-Hill School Pub Co
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License