Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 19.SE, Problem 87AP
The proton NMR spectrum for a compound with formula C10H12O2 is shown below. The infrared spectrum has a strong band at 1711 cm-1. The broadband-decoupled 13C NMR spectral results are tabulated along with the DEPT–135 and DEPT–90 information. Draw the structure of this compound.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Consider the structure of 1-bromo-2-fluoroethane.
Part 1 of 2
Draw the Newman projection for the anti conformation of 1-bromo-2-fluoroethane, viewed down the C1-C2 bond.
✡
ぬ
Part 2 of 2
H
H
F
Br
H
H
☑
Draw the Newman projection for the gauche conformation of 1-bromo-2-fluoroethane, viewed down the C1-C2 bond.
H
F
Br
H
H
Please help me answer this question. I don't understand how or where the different reagents will attach and it's mostly due to the wedge bond because I haven't seen a problem like this before. Please provide a detailed explanation and a drawing showing how it can happen and what the final product will look like.
Which of the following compounds is the most acidic in the gas phase?
Group of answer choices
H2O
SiH4
HBr
H2S
Chapter 19 Solutions
Organic Chemistry
Ch. 19.1 - Prob. 1PCh. 19.1 - Draw structures corresponding to the following...Ch. 19.2 - Prob. 3PCh. 19.2 - How would you carry out the following reactions?...Ch. 19.4 - Treatment of an aldehyde or ketone with cyanide...Ch. 19.4 - p-Nitrobenzaldehyde is more reactive toward...Ch. 19.5 - Prob. 7PCh. 19.5 - The oxygen in water is primarily (99.8) 16O, but...Ch. 19.6 - Prob. 9PCh. 19.8 - Show the products you would obtain by...
Ch. 19.8 - Prob. 11PCh. 19.8 - Prob. 12PCh. 19.9 - Prob. 13PCh. 19.10 - Prob. 14PCh. 19.10 - Prob. 15PCh. 19.11 - What carbonyl compound and what phosphorus ylide...Ch. 19.11 - -Carotene, a yellow food-coloring agent and...Ch. 19.12 - Prob. 18PCh. 19.12 - Prob. 19PCh. 19.13 - Prob. 20PCh. 19.13 - Treatment of 2-cyclohexenone with HCN/KCN yields a...Ch. 19.13 - How might conjugate addition reactions of lithium...Ch. 19.14 - How might you use IR spectroscopy to determine...Ch. 19.14 - Prob. 24PCh. 19.14 - Prob. 25PCh. 19.14 - Prob. 26PCh. 19.SE - Each of the following substances can be prepared...Ch. 19.SE - Prob. 28VCCh. 19.SE - Prob. 29VCCh. 19.SE - Prob. 30MPCh. 19.SE - Prob. 31MPCh. 19.SE - Prob. 32MPCh. 19.SE - Prob. 33MPCh. 19.SE - Prob. 34MPCh. 19.SE - Prob. 35MPCh. 19.SE - It is not uncommon for organic chemists to prepare...Ch. 19.SE - Prob. 37MPCh. 19.SE - Prob. 38MPCh. 19.SE - Prob. 39MPCh. 19.SE - Prob. 40MPCh. 19.SE - Aldehydes and ketones react with thiols to yield...Ch. 19.SE - Prob. 42MPCh. 19.SE - When cyclohexanone is heated in the presence of a...Ch. 19.SE - Prob. 44MPCh. 19.SE - The Meerwein-Ponndorf-Verley reaction involves...Ch. 19.SE - Propose a mechanism to account for the formation...Ch. 19.SE - Prob. 47MPCh. 19.SE - Prob. 48MPCh. 19.SE - Treatment of an , -unsaturated ketone with basic...Ch. 19.SE - Prob. 50MPCh. 19.SE - Prob. 51MPCh. 19.SE - Prob. 52MPCh. 19.SE - Prob. 53MPCh. 19.SE - Prob. 54APCh. 19.SE - Draw and name the seven aldehydes and ketones with...Ch. 19.SE - Give IUPAC names for the following compounds:Ch. 19.SE - Draw structures of compounds that fit the...Ch. 19.SE - Predict the products of the reaction of (1)...Ch. 19.SE - Show how you might use a Wittig reaction to...Ch. 19.SE - How would you use a Grignard reaction on an...Ch. 19.SE - Prob. 61APCh. 19.SE - Prob. 62APCh. 19.SE - How would you synthesize the following substances...Ch. 19.SE - Carvone is the major constituent of spearmint oil....Ch. 19.SE - How would you synthesize the following compounds...Ch. 19.SE - At what position would you expect to observe IR...Ch. 19.SE - Acidcatalyzed dehydration of...Ch. 19.SE - Choose the structure that best fits the IR...Ch. 19.SE - Propose structures for molecules that meet the...Ch. 19.SE - Prob. 70APCh. 19.SE - Prob. 71APCh. 19.SE - When 4hydroxybutanal is treated with methanol in...Ch. 19.SE - Prob. 73APCh. 19.SE - Prob. 74APCh. 19.SE - Prob. 75APCh. 19.SE - Prob. 76APCh. 19.SE - Prob. 77APCh. 19.SE - Tamoxifen is a drug used in the treatment of...Ch. 19.SE - Compound A, MW 86, shows an IR absorption at 1730...Ch. 19.SE - Compound B is isomeric with A (Problem 19-79) and...Ch. 19.SE - The 1HNMR spectrum shown is that of a compound...Ch. 19.SE - Prob. 82APCh. 19.SE - Propose structures for ketones or aldehydes that...Ch. 19.SE - Prob. 84APCh. 19.SE - Prob. 85APCh. 19.SE - The proton and carbon NMR spectra for each of...Ch. 19.SE - The proton NMR spectrum for a compound with...
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
- Which of the following is the most acidic transition metal cation? Group of answer choices Fe3+ Sc3+ Mn4+ Zn2+arrow_forwardBased on the thermodynamics of acetic acid dissociation discussed in Lecture 2-5, what can you conclude about the standard enthalpy change (ΔHo) of acid dissociation for HCl? Group of answer choices You cannot arrive at any of the other three conclusions It is a positive value It is more negative than −0.4 kJ/mol It equals −0.4 kJ/molarrow_forwardPLEASE HELP URGENT!arrow_forward
- Draw the skeletal structure corresponding to the following IUPAC name: 7-isopropyl-3-methyldecanearrow_forwardWhich of the following oxyacids is the weakest? Group of answer choices H2SeO3 Si(OH)4 H2SO4 H3PO4arrow_forwardAdd conditions above and below the arrow that turn the reactant below into the product below in a single transformation. + More... If you need to write reagents above and below the arrow that have complex hydrocarbon groups in them, there is a set of standard abbreviations you can use. More... T H,N NC Datarrow_forward
- Indicate the order of basicity of primary, secondary and tertiary amines.arrow_forward> Classify each of the following molecules as aromatic, antiaromatic, or nonaromatic. Cl Z- N O aromatic O antiaromatic O nonaromatic O aromatic O antiaromatic O nonaromatic O aromatic ○ antiaromatic nonaromaticarrow_forwardPlease help me answer this question. I don't understand how or even if this can happen in a single transformation. Please provide a detailed explanation and a drawing showing how it can happen in a single transformation. Add the necessary reagents and reaction conditions above and below the arrow in this organic reaction. If the products can't be made from the reactant with a single transformation, check the box under the drawing area instead.arrow_forward
- 2) Draw the correct chemical structure (using line-angle drawings / "line structures") from their given IUPAC name: a. (E)-1-chloro-3,4,5-trimethylhex-2-ene b. (Z)-4,5,7-trimethyloct-4-en-2-ol C. (2E,6Z)-4-methylocta-2,6-dienearrow_forwardපිපිම Draw curved arrows to represent the flow of electrons in the reaction on the left Label the reactants on the left as either "Acid" or "Base" (iii) Decide which direction the equilibrium arrows will point in each reaction, based on the given pk, values (a) + H-O H 3-H + (c) H" H + H****H 000 44-00 NH₂ (e) i Дон OH Ө NHarrow_forward3) Label the configuration in each of the following alkenes as E, Z, or N/A (for non-stereogenic centers). 00 E 000 N/A E Br N/A N/A (g) E N/A OH E (b) Oz N/A Br (d) 00 E Z N/A E (f) Oz N/A E (h) Z N/Aarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY