Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 15, Problem 56P
Rank the following compounds in order of decreasing frequency of the carbon–oxygen double-bond stretch:
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Rank the following compounds in order of increasing λmax:
12.34 How would you use infrared spectroscopy to distinguish between the follow-
ing pairs of constitutional isomers?
(a) CH3C=CCH3
文
and
CH3CH2C=CH
(b)
CH3CH=CHCH3
and
CH3CH,CH=CH2
(c) H2C=CHOCH3
CH3CH2CHO
and
9 of 15
The range of IR absorption of the C-H stretching vibration of an alkane is:
O 2950-2850 cm
O 1740-1720 cm
O 1439-1399 cm
O 2260-2240 cm
Chapter 15 Solutions
Organic Chemistry (8th Edition)
Ch. 15.1 - The aromas of many flowers and fruits are due to...Ch. 15.1 - Name the following:Ch. 15.1 - Prob. 3PCh. 15.2 - Which is longer, the carbon-oxygen single bond in...Ch. 15.2 - There are three carbon-oxygen bonds in methyl...Ch. 15.2 - Prob. 6PCh. 15.4 - a. What is the product of the reaction of acetyl...Ch. 15.4 - What is the product of an acyl substitution...Ch. 15.5 - a. Which compound has the stretching vibration for...Ch. 15.5 - Using the pKa values listed in Table 15.1, predict...
Ch. 15.5 - Is the following statement true or false? If the...Ch. 15.6 - Starting with acetyl chloride, what neutral...Ch. 15.6 - Prob. 13PCh. 15.7 - Starting with methyl acetate, what neutral...Ch. 15.7 - We saw that it is necessary to use excess amine in...Ch. 15.7 - Prob. 17PCh. 15.7 - Which ester hydrolyzes more rapidly? a. methyl...Ch. 15.7 - a. state three factors that cause the uncatalyzed...Ch. 15.8 - Prob. 21PCh. 15.8 - Using the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 23PCh. 15.8 - Show the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 25PCh. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.9 - Prob. 28PCh. 15.9 - Prob. 29PCh. 15.10 - Show how each of the following esters could he...Ch. 15.10 - Prob. 32PCh. 15.11 - Prob. 33PCh. 15.11 - Which of the following reactions leads to the...Ch. 15.12 - Prob. 35PCh. 15.12 - Prob. 36PCh. 15.13 - Prob. 37PCh. 15.14 - Prob. 38PCh. 15.14 - Prob. 39PCh. 15.15 - Prob. 40PCh. 15.15 - Which alkyl halides from the carboxylic acids...Ch. 15.16 - Prob. 43PCh. 15.16 - Prob. 44PCh. 15.16 - Prob. 45PCh. 15.17 - Prob. 46PCh. 15.18 - How could you synthesize the following compounds...Ch. 15 - Prob. 48PCh. 15 - Name the following:Ch. 15 - Prob. 50PCh. 15 - What compound are obtained from the fallowing...Ch. 15 - a. Rank the following esters in order of...Ch. 15 - Because bromocyclohexane is a secondary alkyl...Ch. 15 - a. Which compound would you expect to have a...Ch. 15 - How could you use 1H NMR spectroscopy to...Ch. 15 - Rank the following compounds in order of...Ch. 15 - Prob. 57PCh. 15 - Prob. 58PCh. 15 - Prob. 59PCh. 15 - A compound with molecular formula C5H10O2 gives...Ch. 15 - Prob. 61PCh. 15 - Prob. 62PCh. 15 - Prob. 63PCh. 15 - Prob. 64PCh. 15 - Prob. 65PCh. 15 - Prob. 66PCh. 15 - Two products, A and B, are obtained from the...Ch. 15 - Prob. 68PCh. 15 - Prob. 69PCh. 15 - Prob. 70PCh. 15 - Prob. 71PCh. 15 - Prob. 72PCh. 15 - When treated with an equivalent of methanol,...Ch. 15 - a. Identify the two products obtained from the...Ch. 15 - Prob. 75PCh. 15 - Prob. 76PCh. 15 - a. When a carboxylic acid is dissolved in...Ch. 15 - Prob. 78PCh. 15 - Identity the major and minor products of the...Ch. 15 - When a compound with molecular formula C11H14O2...Ch. 15 - Prob. 81PCh. 15 - Prob. 82PCh. 15 - Prob. 83PCh. 15 - The 1H NMR spectra for two esters with molecular...Ch. 15 - Show how the following compounds could be prepared...Ch. 15 - Prob. 86PCh. 15 - Prob. 87PCh. 15 - The intermediate shown here is formed during the...Ch. 15 - Prob. 89PCh. 15 - Propose a mechanism that accounts for the...Ch. 15 - Catalytic antibodies catalyze a reaction by...Ch. 15 - Prob. 92P
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
- Explain how covalent bonds are formed in each of the following compounds in terms of orbital hybridisation and overlap of orbitals (i) Ethene, C2H4 (ii) Ethyne, C2H2arrow_forwardThe degree of unsaturation, or index of hydrogen deficiency, is the number of pi bonds plus rings in a molecule.Specify the degree of unsaturation (index of hydrogen deficiency) of the following formulas:(a) C29H30(b) C15H22(c) C6H9Narrow_forwardGood explanation ASAParrow_forward
- The following COSY spectrum is for an isomer of dinitrobenzene compound. Which isomer is it?arrow_forwardWhat is the number of degrees of unsaturation in the following molecule: 6 5 4 8 7 NO₂ CO₂Harrow_forwardHow do the following factors affect absorption frequencies? O-H vs O-D. CH stretch, hybrid orbitals used by carbonarrow_forward
- Which of the following compounds will have the longest wavelength absorptionarrow_forwardQ2: Choose the correct answer for each of the following: () 1 - In the infrared spectrum of a Compound containing a triple C-C bond, the amplitude oscillation band appears The Stretch) has at: - A) 2700 cm ¹ b) 2100 cm ¹ -1 c) 3100 cm ¹ 2- Stretching frequency of the O=C bond of a compound (3-butene-2-on) is less than the stretching frequency of a compound (2-propanone) a.) hydrogen bonding c) Vibration duplication b) Electronic effects 3- The compound o-hydroxybenzoic acid can be distinguished from the compound m-hydroxybenzoic Acid by infrared spectroscopy based on: a) OH. Group b) group curve oscillation) C-H c) group amplitude oscillation C=Oarrow_forwardThe degree of unsaturation, or index of hydrogen deficiency, is the number of pi bonds plus rings in a molecule. Specify the degree of unsaturation (index of hydrogen deficiency) of the following formulas: (a) C24H30 (b) C15H22 (c) C,H¡Cl,Narrow_forward
- Absorbance B-Carotene belongs to a class of compounds called carotenoids. It is the most common form of carotene in plants, and is responsible for the red-orange colour seen in autumn leaves. It is also responsible for the colour in vegetables such as carrots, tomatoes, and sweet potato, and is an important dietary requirement for the production of Vitamin A. The structure of B-Carotene (537 g mol-1) is shown below: a) How many sp2 hybridised carbon atoms are there in a B-Carotene molecule? How many conjugated double bonds are there? How many chiral carbon atoms does B-Carotene have? b) Is the B-Carotene molecule flexible i.e.can twist and fold on itself or not? Provide an explanation for your response. c) Is the molecule likely to be water soluble, why/why not? d) B-Carotene is a deep orange-red colour, why? The absorption spectrum for B-Carotene is shown below: 200 300 400 500 600 Wavelength (nm) e) Use the spectrum above to estimate the wavelength where maximum absorption occurs.…arrow_forward7. Consider the C=O stretching data for the following cyclic ketones: cyclopropane 1813 cm³¹; cyclobutanone 1791 cm³¹; cyclopentanone 1740 cm³¹. (a) which ketone has the strongest bond? (b) where in the trend would you expect the C=O stretch of cyclopropenone? (Use the hybridization information in the same way we used hybridization for C-H stretching.)arrow_forwardThe unsaturation number or degree of unsaturation (U) can be used to determine the number of rings and multiple bonds in a compound from its molecular formula. Given a structure, you can determine the number of hydrogens without having to count them explicitly. Consider three compounds and their degree of unsaturation. (a) A compound A has the molecular formula C7H13ClN2OC7H13ClN2O. How many rings and/or π bonds does it contain?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Principles of Modern ChemistryChemistryISBN:9781305079113Author:David W. Oxtoby, H. Pat Gillis, Laurie J. ButlerPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Principles of Modern Chemistry
Chemistry
ISBN:9781305079113
Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
IR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=_TmevMf-Zgs;License: Standard YouTube License, CC-BY