ORGANIC CHEMISTRY 345 WSU >IP<
15th Edition
ISBN: 9781269916264
Author: Pearson
Publisher: PEARSON C
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Textbook Question
Chapter 3, Problem 60P
Which bus
- a. the higher boiling point: 1-bromopentane or 1-bromohexane?
- b. the higher boiling point: pentyl chloride or isopentyl chloride?
- c. the greater solubility in water: 1-butanol or 1-pentanol?
- d. the higher boiling point: 1-hexanol or 1-methoxypentane?
- e. the higher melting point: hexane or isohexane?
- f. the higher boiling point: 1-chloropentane or 1-pentanol?
- g. the higher boiling point: 1 4 bromopentane or 1-chloropentane?
- h. the higher boiling point: diethyl ether or butyl alcohol?
- i. the greater density: heptane or octane?
- j. the higher boiling point: isopentyl alcohol or isopentylamine?
- k. the higher boiling point: hexylamine or dipropylamine?
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Chapter 3 Solutions
ORGANIC CHEMISTRY 345 WSU >IP<
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. 11PCh. 3.2 - Prob. 12PCh. 3.3 - Prob. 13PCh. 3.3 - Prob. 14P
Ch. 3.3 - Prob. 15PCh. 3.3 - Prob. 16PCh. 3.3 - What is each compounds systematic name?Ch. 3.4 - Give two names for each of the following alkyl...Ch. 3.4 - Prob. 19PCh. 3.5 - a. What is each ethers systematic name? 1....Ch. 3.6 - Draw the structures of a homologous series of...Ch. 3.6 - Give each of the following a systematic name and...Ch. 3.6 - Prob. 23PCh. 3.6 - Prob. 24PCh. 3.7 - Are the following compounds primary, secondary, or...Ch. 3.7 - Prob. 26PCh. 3.7 - Prob. 27PCh. 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. 30PCh. 3.9 - Prob. 31PCh. 3.9 - Prob. 32PCh. 3.9 - Rank the following compounds from highest boiling...Ch. 3.9 - Rank the compounds in each set from highest...Ch. 3.9 - Prob. 35PCh. 3.9 - In which solvent would cyclohexane have the lowest...Ch. 3.10 - a. Draw all the staggered and eclipsed conformers...Ch. 3.10 - Prob. 38PCh. 3.10 - Using Newman projections, draw the most stable...Ch. 3.11 - The bond angles in a regular polygon with n sides...Ch. 3.11 - Prob. 41PCh. 3.11 - Prob. 42PCh. 3.12 - Draw 1,2,3,4,5,6-hexachlorocydohexane with a. all...Ch. 3.13 - The chair conformer of fluorocyclohexane is 0.25...Ch. 3.13 - Using the data in Table 3.9, calculate the...Ch. 3.14 - Prob. 46PCh. 3.14 - Which has a higher percentage of the...Ch. 3.14 - For each of the following disubstituted...Ch. 3.14 - 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. 53PCh. 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. 63PCh. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 66PCh. 3 - Prob. 67PCh. 3 - For rotation about the C-3C-4 bond of...Ch. 3 - Prob. 69PCh. 3 - What is each compounds systematic name? a. b. c....Ch. 3 - Prob. 71PCh. 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 - Prob. 80PCh. 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. 85PCh. 3 - Using the data obtained in Problem 85, calculate...
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- Dehydration of 1,2,2-trimethylcyclohexanol with H2SO4 affords 1-tertbutylcyclopentene as a minor product. (a) Draw a stepwise mechanismthat shows how this alkene is formed. (b) Draw other alkenes formed inthis dehydration. At least one must contain a five-membered ring.arrow_forward(a) Draw all stereoisomers formed by monochlorination of the cis and trans isomers of 1,2-dimethylcyclobutane drawn below. (b) How many constitutional isomers are formed in each reaction? (c) Label any pairs of enantiomers formed.arrow_forwardwhich compound has the highest boiling point: hexan-2-on or hexan-2-ol?arrow_forward
- Draw the missing starting material. Reagent 1 is benzene and AlCl3. Reagent B is Zn(Hg) and HCl.arrow_forwarda) Draw two different enol tautomers of 2-methylcyclohexanone. (b) Draw two constitutional isomers that are not tautomers, but contain a C = C and an OH group.arrow_forwarda model of cyclohexane in a chair conformation, and explain why the names “axial” and“equatorial’ are appropriate.arrow_forward
- Thiols have lower boiling points and are less water soluble than the corresponding alcohol e.g., CH3CH2OH and CH3CH2SH. Explain why.arrow_forward3. Draw a Newman projection (staggered) viewing from C2-C3 of (a) 3-methyl-2-butanol (b) 2-methylpentanearrow_forwardAnswer the following questions1. Give the IUPAC name of the compound in the first picture below2. Why is the reaction between these compounds not favorable (second picture ) ? State the rkind of eaction and describe why it's not favorable.arrow_forward
- 14) Identiff and circle any acetals, ketals, hemiacetals and hemi ketals present in the followingMoleculearrow_forwardWhat alkenes are formed when each alcohol is dehydrated with TsOH? Label the major product when a mixture resultsarrow_forwardOChem help with IUPAC names involving Ph and Bn The phenyl group (Ph-R, C6H5-R) can be formed by removing a hydrogen from benzene and attaching a substituent to where the hydrogen was removed. The benzyl group (abbv. Bn), similar to the phenyl group, is formed by manipulating the benzene ring. In the case of the benzyl group, it is formed by taking the phenyl group and adding a CH2 group to where the hydrogen was removed. Its molecular fragment can be written as C6H5CH2-R, PhCH2-R, or Bn-R. Please provide the IUPAC name for the following: (Ph)2CHC(CH3)2CC(CH2)3CH(Bn)CHOarrow_forward
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