ORGANIC CHEMISTRY(LL)-W/SG.+SOLN+ACCESS
8th Edition
ISBN: 9780134649818
Author: Bruice
Publisher: PEARSON
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Textbook Question
Chapter 3, Problem 78P
How many ethers have molecular formula C5H12O? Draw their structures and give each a systematic name. What are their common names?
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There are three ethers with he formula C4H10O. Draw their structures.
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Draw the structure of a molecule that fi ts each description: a. a 2 ° alcohol of molecular formula C 6H 12O b. a cyclic ether with molecular formula C 5H 10O c. a 1 ° alkyl halide with molecular formula C 5H 11Cl
Chapter 3 Solutions
ORGANIC CHEMISTRY(LL)-W/SG.+SOLN+ACCESS
Ch. 3.1 - Name each of the following:Ch. 3.1 - Draw the structure of a compound with molecular...Ch. 3.1 - Draw the structures and name the four...Ch. 3.1 - Prob. 6PCh. 3.1 - Draw the structure for each of the following: a....Ch. 3.1 - Name the following compounds: a. CH3OCH2CH3 b....Ch. 3.2 - Prob. 9PCh. 3.2 - Draw the structure for each of the following: a....Ch. 3.2 - Give each substituent on the nine-carbon chain a...Ch. 3.2 - Prob. 14P
Ch. 3.3 - What is each compounds systematic name?Ch. 3.3 - Prob. 16PCh. 3.3 - Prob. 17PCh. 3.3 - Prob. 18PCh. 3.3 - Prob. 19PCh. 3.4 - Give two names for each of the following alkyl...Ch. 3.4 - Prob. 21PCh. 3.5 - a. What is each ethers systematic name? 1....Ch. 3.6 - Give each of the following a systematic name and...Ch. 3.6 - Draw the structures of a homologous series of...Ch. 3.6 - Prob. 25PCh. 3.6 - Prob. 26PCh. 3.7 - Prob. 27PCh. 3.7 - Are the following compounds primary, secondary, or...Ch. 3.7 - Draw condensed and skeletal structures for each of...Ch. 3.7 - For each of the following, give the systematic...Ch. 3.8 - Predict the approximate size of the following bond...Ch. 3.9 - Prob. 32PCh. 3.9 - Prob. 33PCh. 3.9 - Prob. 34PCh. 3.9 - Rank the following compounds from highest boiling...Ch. 3.9 - Rank the compounds in each set from highest...Ch. 3.10 - In which solvent would cyclohexane have the lowest...Ch. 3.10 - Prob. 38PCh. 3.10 - Prob. 39PCh. 3.11 - a. Draw all the staggered and eclipsed conformers...Ch. 3.11 - Prob. 41PCh. 3.11 - Using Newman projections, draw the most stable...Ch. 3.12 - The bond angles in a regular polygon with n sides...Ch. 3.12 - Prob. 44PCh. 3.13 - Draw 1,2,3,4,5,6-hexachlorocydohexane with a. all...Ch. 3.14 - Using the data in Table 3.9, calculate the...Ch. 3.14 - The chair conformer of fluorocyclohexane is 0.25...Ch. 3.15 - Prob. 48PCh. 3.15 - Which has a higher percentage of the...Ch. 3.15 - a. Draw the more stable chair conformer of...Ch. 3.15 - For each of the following disubstituted...Ch. 3.15 - a. Draw Newman projections of the two conformers...Ch. 3.15 - a. Calculate the energy difference between the two...Ch. 3 - a. How many hydrogen does an alkene with 17...Ch. 3 - Draw the structure of octane and isooctaneCh. 3 - Draw a condensed structure and a skeletal...Ch. 3 - Prob. 56PCh. 3 - a. What is each compounds systematic name? b. Draw...Ch. 3 - Which of the following represents a cis isomer?Ch. 3 - a. How many primary carbons does each of the...Ch. 3 - Which of the following conformers of isobutyl...Ch. 3 - Draw a skeletal structure for an alkane that has...Ch. 3 - What is each compounds systematic name? a....Ch. 3 - Which bus a. the higher boiling point:...Ch. 3 - a. Draw Newman projections of the two conformers...Ch. 3 - Ansaid and Motrin belong to the group of drugs...Ch. 3 - Prob. 66PCh. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 69PCh. 3 - Draw skeletal structures for the following: a....Ch. 3 - For rotation about the C-3C-4 bond of...Ch. 3 - Prob. 72PCh. 3 - What is each compounds systematic name? a. b. c....Ch. 3 - Draw the two chair conformers for each of the...Ch. 3 - Why are lower molecular weight alcohols more...Ch. 3 - a. Draw a potential energy diagram for rotation...Ch. 3 - For each of the following compound, determine...Ch. 3 - How many ethers have molecular formula C5H12O?...Ch. 3 - Draw the most stable conformer of the following...Ch. 3 - What is each compounds systematic name?Ch. 3 - Calculate the energy difference between the two...Ch. 3 - The most stable from of glucose (blood sugar) is a...Ch. 3 - What is each compound s systematic name?Ch. 3 - Explain the following: a. 1-Hexanol has a higher...Ch. 3 - One of the chair conformers of cis-...Ch. 3 - Bromine is a larger atom than chlorine, but the...Ch. 3 - Name the following compounds:Ch. 3 - Prob. 88PCh. 3 - Using the data obtained in Problem 85, calculate...Ch. 3 - Draw the conformers for the following...
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- Draw the structures of two specific ethers that have the formula C4H10Oarrow_forwardDraw the structure of a molecule that fi ts each description: a. a 2 ° alcohol of molecular formula C 6H 14O b. an ether with molecular formula C 6H 14O that has a methyl group bonded to oxygen c. a 3 ° alkyl halide with molecular formula C 5H 11Brarrow_forwardReaction of butane (CH 3CH 2CH 2CH 3) with Cl 2 in the presence of light forms two different alkyl chlorides that have molecular formula C 4H 9Cl. Draw the structures of both alkyl chlorides.arrow_forward
- Draw the structure of the aldehydes with molecular formula C5H10O that contain an unbranched carbon chain.arrow_forwardA2 1. An alkyne with molecular formula C5H10 2. A ketone with molecular formula C4H8O 3. A ketone with molecular formula C3H8O 4. An alkene with molecular formula C5H8 5. An alkene with molecular formula C5H10 6. An aldehyde with molecular formula C2H4O 7. An aldehyde with molecular formula CH4O 8. A saturated hydrocarbon with molecular formula C6H14arrow_forwarda. What hydrocarbon with molecular formula C4H10 forms only two monochlorinated products? Both products are achiral. b. What hydrocarbon with the same molecular formula as in part a forms three monochlorinated products? One is achiral and two are chiral.arrow_forward
- Based on naming branched alkyl substituents, and draw all possible alkyl groups having the formula C5H11–. Give the IUPAC names for the eight compounds of molecular formula C10H20that contain a cyclopentane ring with each of these alkyl groups as a substituent.arrow_forwardDraw an isomer of C5H10O that contains an etherarrow_forwardWrite structural formulas for all ketones with the molecular formula C6H12O and give each its IUPAC name. Which of these ketones are chiral?arrow_forward
- Compounds A and B are isomers of the molecular formula C9H19Br. Both yield the same alkene C in an elimination reaction. Hydrogenation of C yields the product 2,3,3,4 tetramethyl pentane. What are the structures of A, B, and C?arrow_forwardAccount for the fact that the bicyclic ether (3) is formed from the trans isomer but not from the cis isomer.arrow_forwardDraw the skeletal (bond-line) structures of all isomers of C4H8O (including configurational isomers) that contain an alkene and an ether. There should be 5 structures.arrow_forward
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