Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 10.9D, Problem 10.17P
Show how you would add Grignard reagents to acid chlorides or esters to synthesize the following alcohols.
- a. Ph3C—OH
- b. 3-ethyl-2-methylpentan-3-ol
- c. dicyclohexylphenylmethanol
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
What product(s) will form:
2-Pentene + H₂O →
O a.
2-Pentanol
O b. Isopropyl alcohol
O c. 3-Pentanol
O d. a 50/50 mixture of 2-Pentanol and 3-Pentanol
Oe. no reaction will occur
Starting with cyclohexanone, show how to prepare these compounds. In addition to the given starting material, use any other organic or inorganic reagents as necessary.
a. Cyclohexanol
b. Cyclohexene
c. cis-1,2-Cyclohexanediol
d. 1-Methylcyclohexanol
e. 1-Methylcyclohexene
f. 1-Phenylcyclohexanol
g. 1-Phenylcyclohexene
h. Cyclohexene oxide
i. trans-1,2-Cyclohexanediol
We know that acetals hydrolyze to the carbonyl compound and the alcohol that formed it What would be
the product of the following hydrolysis reaction?
H,0*
Select one:
HO
to.
HO
HO.
b.
H.
H.
C. HO
HO.
OH
Chapter 10 Solutions
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Ch. 10.3A - Prob. 10.1PCh. 10.3B - Give both the IUPAC name and the common name for...Ch. 10.3B - Prob. 10.3PCh. 10.3C - Give a systematic (IUPAC) name for each diol. a....Ch. 10.4B - Predict which member of each pair will be more...Ch. 10.4B - Dimethylamine (CH3)2NH, has a molecular weight of...Ch. 10.6A - Prob. 10.7PCh. 10.6A - Prob. 10.8PCh. 10.6C - A nitro group (NO2) effectively stabilizes a...Ch. 10.6C - Prob. 10.10P
Ch. 10.8B - Prob. 10.11PCh. 10.8B - Prob. 10.12PCh. 10.9A - Prob. 10.13PCh. 10.9B - Prob. 10.14PCh. 10.9C - Show how you would synthesize each tertiary...Ch. 10.9D - Prob. 10.16PCh. 10.9D - Show how you would add Grignard reagents to acid...Ch. 10.9D - A formate ester, such as ethyl formate, reacts...Ch. 10.9E - Prob. 10.19PCh. 10.9E - In Section9-7B, we saw how acetylide ions add to...Ch. 10.9F - Prob. 10.21PCh. 10.10A - Prob. 10.22PCh. 10.10B - Prob. 10.23PCh. 10.11B - Predict the products you would expect from the...Ch. 10.11B - Prob. 10.25PCh. 10.11B - Prob. 10.26PCh. 10.12 - Prob. 10.27PCh. 10.12 - Prob. 10.28PCh. 10.12 - Authentic skunk spray has become valuable for use...Ch. 10 - Give a systematic (IUPAC) name for each alcohol....Ch. 10 - Give systematic (IUPAC) names for the following...Ch. 10 - Draw the structures of the following compounds...Ch. 10 - Predict which member of each pair has the higher...Ch. 10 - Predict which member of each pair is more acidic,...Ch. 10 - Predict which member of each group is most soluble...Ch. 10 - Draw the organic products you would expect to...Ch. 10 - Prob. 10.37SPCh. 10 - Show how you would synthesize the following...Ch. 10 - Show how you would use Grignard syntheses to...Ch. 10 - Show how you would accomplish the following...Ch. 10 - Show how you would synthesize the following: a....Ch. 10 - Complete the following acid-base reactions. In...Ch. 10 - Prob. 10.43SPCh. 10 - Prob. 10.44SPCh. 10 - Geminal diols, or 1,1-diols, are usually unstable,...Ch. 10 - Vinyl alcohols are generally unstable, quickly...Ch. 10 - Compound A (C7H11Br) is treated with magnesium in...Ch. 10 - Prob. 10.48SPCh. 10 - Prob. 10.49SPCh. 10 - Prob. 10.50SPCh. 10 - Prob. 10.51SPCh. 10 - Prob. 10.52SPCh. 10 - Prob. 10.53SPCh. 10 - Prob. 10.54SPCh. 10 - Prob. 10.55SPCh. 10 - Prob. 10.56SPCh. 10 - Show how this 1 alcohol can be made from the...Ch. 10 - Prob. 10.58SPCh. 10 - Prob. 10.59SPCh. 10 - Prob. 10.60SP
Additional Science Textbook Solutions
Find more solutions based on key concepts
The active ingredient in Tylenol and a host of other over-the-counter pain relievers is acetaminophen (C8H9NO2)...
Chemistry: Atoms First
Real walls are never totally adiabatic. Use your experience to order the following walls in increasing order wi...
Thermodynamics, Statistical Thermodynamics, & Kinetics
The smallest building blocks inside your cell phone are about 1000 times smaller than the diameter of a human h...
Chemistry In Context
Fully developed conditions are known to exist for water flowing through a 25-nim-diameer tube at 0.01 kg/s and ...
Fundamentals of Heat and Mass Transfer
Draw a Lewis structure for each of the following species: a. H2CO3 b. CO32 c. CH2O d. CO2
Essential Organic Chemistry (3rd Edition)
Calculate the lattice energy of CaCl2 using a Born-Haber cycle and data from Appendices F and L and Table 7.5. ...
Chemistry & Chemical Reactivity
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
- Draw the structural formulas of the "parent" carboxylic acid and the "parent" alcohol reacted to make each of the follow- ing esters: Cl a. CH-CH-C-0-CH,CH, b. CH,CH,-O-C- CH, O 15 CH,C-C-O-CH, C. CH, d. CH,CH,CH,СН - О—С—CH,arrow_forward40. Deuterium oxide, D20, is water that contains the stable hydrogen isotope 2H, usually shown as D. When dissolved in deuterium oxide, ethanol undergoes the following reaction: * CH3CH2OH + D½0 → CH;CH2OD + HOD What is the best way of showing that this reaction has occurred? A. By testing the product with phosphorus pentachloride and not getting steamy fumes. B. By determining the mass spectrum of the mixture and showing peaks at m/z values of 20 and 46. C. By fractionally distilling the mixture and determining the amount of CH3CH2OD using a Geiger counter. D. By determining the mass spectrum of the mixture and showing peaks at m/z values by 19 and 47. A В O Darrow_forwardWhat products would you expect to obtain from the oxidation of thefollowing alcohols with CrO3? a. Cyclohexanol b. 1-hexanolarrow_forward
- Provide the reagents necessary to carry out the following transformations. Some of these may be multiple steps syntheses and may involve the use of other organic molecules. a. b. CH₂ OH Ph OHarrow_forwardH. An ester is produced by the reaction of an alcohol with a carboxylic acid. For each ester below, underline the alcohol part and circle the carboxylic acid part. Then, name each ester. CHỊCH,CH,CH,CH,-O-C-CH,CH,CH, H CH₂ CH₂ CH 1 CH3arrow_forward11. The molecule below is reacted with ethylene glycol in acidic conditions. The product contains the following functional groups. a. An ester and an acetal b. An acetal and a hemiacetal c. A hemiacetal and a carboxylic acid d. Two different acetals 12. Circle the functional groups that can be reduced with LiAlH4 l b R A H R R R 13. For each, state whether it is an acetal, a hemiacetal, or neither. OH HO OH OH но..... x60x OH OH OH HOM... OHarrow_forward
- 40. Name the following esters b. H3C a. H3C- CH2-CH2 CH2- H3C H3C d. H3C H3C- -CH2 CH2-CH2 CH2- CH2- H2C H2C CH2 CH3 H3C H3C CH3 f. CH-HC HÇ CH2-CH-CH2-CH3 H3C CH2- `CH H2C CH2 H3C h. HCOOCH,CH,CH,CH; CH,CH,COOCH;arrow_forward- 19 Give the IUPAC name for the following compound: OH A. 5-ethyl-2-methyl-3-heptanol B. 3-ethyl-1-isopropyl-1-pentanol C. 3-methyl-1-(3-pentyl)-2-butanol D. 3-ethyl-6-methyl-5-heptanolarrow_forwardAldehydes and ketones react with one molecule of an alcohol to form compounds called hemiacetals, in which there is one hydroxyl group and one ether-like group. Reaction of a hemiacetal with a second molecule of alcohol gives an acetal and a molecule of water. We study this reaction in Chapter 16. Draw structural formulas for the hemiacetal and acetal formed from these reagents. The stoichiometry of each reaction is given in the problem.arrow_forward
- Draw structural formulas for the alkene that gives each alcohol upon hydroboration-oxidation. (a) (b)arrow_forwardDraw the structure of a dihalide that could be used to prepare each alkyne. There may be more than one possible dihalide. CH3 b. CH₂-C-C=CH CH₂ a. CH₂C=CCH₂ C. -C=C-arrow_forwardThe mechanism of dehydration of a secondary alcohol to give an alkene can involve the formation of Select one: O a. carbocations Ob. free radicals Oc. pentavalent transition state O d. carbanionsarrow_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 LearningMacroscale 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
How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY