Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Videos
Textbook Question
Chapter 3.SE, Problem 32AP
Draw compounds that contain the following:
(a) A primary alcohol
(b) A tertiary nitrile
(c) A secondary thiol
(d) Both primary and secondary alcohols
(e) An isopropyl group
(f) A quaternary carbon
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Hydrolysis of the ester CH3-CH2-COO-CH2-CH2-CH3 in dilute acid, gives
a. acetic acid and ethanol
b. propanoic acid and ethanol c. propanoic acid and 1- propanol d. acetic acid and 1-propanol
Compound A and compound B are different alcohols with the same molecular formula of C4H10O. When reacted with chromic acid (H2CrO4), compound A and compound B produce compound C and compound D, respectively. Compound C has a molecular formula of C4H8O2. Compound E is obtained when compound A reacts with pyridinium chlorochromate (PCC) in a solvent such as dichloromethane (CH2Cl2). Draw the structure of compound A, B, C, D and E.
Please help in answering the following questions
~Which of the following is the basis of the classification of alcohols?A. Based on the number of hydroxyl groups attached.B. Based on the number of carbon atoms which are directly attached to the carbon thatis bonded with the -OH group.C. BothD. Neither
~Which of the following carboxylic acids will yield the least amount of protons in an aqueoussolution?A. 2-chlorobutanoic acidB. Propanoic acidC. Butanoic acidD. 2-methylbutanoic acid
Chapter 3 Solutions
Organic Chemistry
Ch. 3.1 - Prob. 1PCh. 3.1 - Prob. 2PCh. 3.1 - Identify the functional groups in the following...Ch. 3.2 - Draw structures of the five isomers of C6H14.Ch. 3.2 - Propose structures that meet the following...Ch. 3.2 - Prob. 6PCh. 3.3 - Draw the eight 5-carbon alkyl groups (pentyl...Ch. 3.3 - Identify the carbon atoms in the following...Ch. 3.3 - Prob. 9PCh. 3.3 - Prob. 10P
Ch. 3.4 - Give IUPAC names for the following compounds:Ch. 3.4 - Prob. 12PCh. 3.4 - Name the eight 5-carbon alkyl groups you drew in...Ch. 3.4 - Give the IUPAC name for the following hydrocarbon,...Ch. 3.7 - Make a graph of potential energy versus angle of...Ch. 3.7 - Sight along the C2-C1 bond of 2-methylpropane...Ch. 3.7 - Sight along the C2-C3 bond of 2,3-dimethylbutane,...Ch. 3.7 - Draw a Newman projection along the C2-C3 bond of...Ch. 3.SE - Prob. 19VCCh. 3.SE - Prob. 20VCCh. 3.SE - Draw a Newman projection along the C2-C3 bond of...Ch. 3.SE - Prob. 22APCh. 3.SE - Prob. 23APCh. 3.SE - Propose structures for the following: (a) A...Ch. 3.SE - Prob. 25APCh. 3.SE - Draw the structures of the following molecules:...Ch. 3.SE - Draw structures that meet the following...Ch. 3.SE - Prob. 28APCh. 3.SE - In each of the following sets, which structures...Ch. 3.SE - There are seven constitutional isomers with the...Ch. 3.SE - Prob. 31APCh. 3.SE - Draw compounds that contain the following: (a) A...Ch. 3.SE - Prob. 33APCh. 3.SE - Draw and name all monochloro derivatives of...Ch. 3.SE - Draw structures for the following: (a)...Ch. 3.SE - Prob. 36APCh. 3.SE - Draw a compound that: (a) Has nine primary...Ch. 3.SE - Give IUPAC names for the following compounds:Ch. 3.SE - Name the five isomers of C6H14.Ch. 3.SE - Explain why each of the following names is...Ch. 3.SE - Prob. 41APCh. 3.SE - Consider 2-methylbutane (isopentane). Sighting...Ch. 3.SE - What are the relative energies of the three...Ch. 3.SE - Construct a qualitative potential-energy diagram...Ch. 3.SE - Prob. 45APCh. 3.SE - Draw the most stable conformation of pentane,...Ch. 3.SE - Draw the most stable conformation of...Ch. 3.SE - Prob. 48APCh. 3.SE - Prob. 49APCh. 3.SE - Formaldehyde, H2C=O, is known to all biologists...Ch. 3.SE - Prob. 51APCh. 3.SE - Increased substitution around a bond leads to...Ch. 3.SE - Prob. 53APCh. 3.SE - In the next chapter we'll look at...Ch. 3.SE - We’ll see in the next chapter that there are two...
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
- Acid-catalyzed hydration of 2-Methyl-1-butene yields two alcohols. The major product does not undergo oxidation, while the minor product will undergo oxidation. Explain why, by showing the structures of theproducts.arrow_forwardDirections: Identify what type of organic reaction is being represented by each item.Choose from the basic types of organic reactions (e.g. combustion, addition,condensation and saponification reaction)._____________1. Hydrocarbons reacts with oxygen gas producing water andcarbon dioxide as products._____________2. Reaction of water to an alkene leading to the removal of thedouble bond and production of an alcohol._____________3. A carboxylic acid and an alcohol react forming a new bondwith the simultaneous loss of water molecule, hence the formationof a new compound._____________4. The production of soap from fats_____________5. The production of esters from alcohol and carboxylic acidarrow_forwardWhat reactions are needed to convert alcohol A to either alkyne B oralkyne C?arrow_forward
- If 3-Mehtylhexanoic acid reacts with 3-pentanol, draw the resulting skeletal structure and provide its name?arrow_forwardFrom the structures below which is (a) a symmetrical ether, (b) secondary alcohol, and (c) the most acidic phenol derivative?arrow_forwardThree constitutional isomers of molecular formula C 5H 8O can be converted to 1-pentanol (CH 3CH 2CH 2CH 2CH 2OH) on treatment with two equivalents of H 2 in the presence of a Pd catalyst. Draw the structures of the three possible compounds, all of which contain a carbonyl grouparrow_forward
- Draw compounds containing the following. A. A primary alcohol B A tertiary nitrile C. A secondary thiolarrow_forwardC6H5CH2MgBr plus pentanal, followed by dilute acid will yield a(n) __________. secondary alcohol ketone ether tertiary alcohol aldehydearrow_forwardComplete the reaction map below by providing the answer for A-E. Write the IUPAC name of the product.arrow_forward
- Alkenes can be converted to alcohols by reaction with mercuric acetate to form a β-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C–Hg bond to a C–H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of the Hg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting byproducts. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds.arrow_forwardDraw a structural formula for compound. Q.) 1-Phenylcyclopropanolarrow_forwardHydrocarbon A, C8H12 absorbs 3 equiv. of hydrogen to give B, C8H18 when hydrogenated over a Pd/C catalyst. Treatment of A with aqueous H2SO4 and Hg(II) gives a single ketone, C. Oxidation of A with KMnO4 gives CO2 and the two carboxylic acids D & E shown below. What would be a structure for A?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning
Chemistry for Today: General, Organic, and Bioche...
Chemistry
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
07 Physical Properties of Organic Compounds; Author: Mindset;https://www.youtube.com/watch?v=UjlSgwq4w6U;License: Standard YouTube License, CC-BY