ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
10th Edition
ISBN: 9781259972348
Author: Carey
Publisher: MCG CUSTOM
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 8, Problem 54P
Interpretation Introduction
Interpretation:
The structures of the alcohol A and the alkene C are to be suggested on the basis of the reactions given.
Concept Introduction:
>Alcohols undergo elimination to form
The hydroxyl group from the alpha carbon atom and the hydrogen atom from the beta carbon atom are eliminated.
>Depending on the number of distinct beta carbon atoms bearing hydrogen, one or more alkenes are formed.
>Hydrogenation of alkenes in the presence of a metal catalyst converts them to
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
13.84. Chlorine atoms react with methane, forming HCI
and CH3. The rate constant for the reaction is
6.0 × 107 M¹ s¹ at 298 K. When the experiment
was run at three other temperatures, the following data
were collected:
T (K)
k (M-1 s-1)
303
6.5 × 107
308
7.0 × 107
313
7.5 x 107
a. Calculate the values of the activation energy and the
frequency factor for the reaction.
b. What is the value of the rate constant in the lower
stratosphere, where T = 218 K?
My Organic Chemistry textbook says about the formation of cyclic hemiacetals, "Such intramolecular reactions to form five- and six-membered rings are faster than the corresponding intermolecular reactions. The two reacting functional groups, in this case OH and C=O, are held in close proximity, increasing the probability of reaction."According to the book, the formation of cyclic hemiacetals occurs in acidic conditions. So my question is whether the carbonyl group in this reaction reacts first with the end alcohol on the same molecule or with the ethylene glycol. And, given the explanation in the book, if it reacts first with ethylene glycol before its own end alcohol, why would it? I don't need to know the final answer. I need to know WHY it would not undergo an intermolecular reaction prior to reacting with the ethylene glycol if that is the case. Please do not use an AI answer.
Don't used hand raiting and don't used Ai solution
Chapter 8 Solutions
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
Ch. 8.1 - What three alkenes yield 2-methylbutane on...Ch. 8.2 - Prob. 2PCh. 8.2 - Prob. 3PCh. 8.3 - Prob. 4PCh. 8.4 - Prob. 5PCh. 8.4 - Give a structural formula for the carbocation...Ch. 8.5 - Prob. 7PCh. 8.6 - Instead of the three-step process of Mechanism...Ch. 8.6 - The rates of hydration of the two alkenes shown...Ch. 8.6 - Is the electrophilic addition of hydrogen chloride...
Ch. 8.7 - You can calculate the equilibrium constant for the...Ch. 8.7 - Does the presence or absence of a catalyst such as...Ch. 8.7 - The gas phase reaction of ethanol with hydrogen...Ch. 8.8 - Prob. 14PCh. 8.8 - Hydroborationoxidation of -pinene, like its...Ch. 8.10 - Arrange the compounds 2-methyl-1-butene,...Ch. 8.10 - Give the structure of the product formed when each...Ch. 8.11 - Prob. 18PCh. 8.11 - Prob. 19PCh. 8.12 - Prob. 20PCh. 8.12 - Prob. 21PCh. 8.13 - Prob. 22PCh. 8.14 - Prob. 23PCh. 8.14 - Prob. 24PCh. 8 - How many alkenes yield...Ch. 8 - Prob. 26PCh. 8 - Catalytic hydrogenation of...Ch. 8 - Prob. 28PCh. 8 - Prob. 29PCh. 8 - Prob. 30PCh. 8 - Prob. 31PCh. 8 - A single epoxide was isolated in 7984% yield in...Ch. 8 - Prob. 33PCh. 8 - Prob. 34PCh. 8 - On catalytic hydrogenation over a rhodium...Ch. 8 - Prob. 36PCh. 8 - Prob. 37PCh. 8 - Prob. 38PCh. 8 - Prob. 39PCh. 8 - 1-Butene has a higher heat of hydrogenation than...Ch. 8 - Match the following alkenes with the appropriate...Ch. 8 - The heats of reaction were measured for addition...Ch. 8 - Complete the following table by adding + and -...Ch. 8 - Match the heats of hydrogenation (107 kJ/mol,...Ch. 8 - The iodination of ethylene at 25 C is...Ch. 8 - Specify reagents suitable for converting...Ch. 8 - (a) Which primary alcohol of molecular formula...Ch. 8 - Identify compounds A and B in the retrosynthesis...Ch. 8 - Identify compounds A and B in the retrosynthesis...Ch. 8 - Prob. 50PCh. 8 - On being heated with a solution of sodium ethoxide...Ch. 8 - Compound A (C7H15Br) is not a primary alkyl...Ch. 8 - Prob. 53PCh. 8 - Prob. 54PCh. 8 - A mixture of three alkenes (A, B, and C) was...Ch. 8 - Reaction of 3,3-dimethyl-1-butene with hydrogen...Ch. 8 - Dehydration of 2,2,3,4,4-pentamethyl-3-pentanol...Ch. 8 - Prob. 58PCh. 8 - East Indian sandalwood oil contains a hydrocarbon...Ch. 8 - Prob. 60PCh. 8 - Prob. 61PCh. 8 - Prob. 62PCh. 8 - Prob. 63PCh. 8 - Prob. 64PCh. 8 - On the basis of the mechanism of acid-catalyzed...Ch. 8 - As a method for the preparation of alkenes, a...Ch. 8 - Which of the following is the most reasonable...Ch. 8 - Prob. 68PCh. 8 - Oxymercuration Concerns about mercurys toxicity...Ch. 8 - Prob. 70DSPCh. 8 - Prob. 71DSPCh. 8 - Prob. 72DSPCh. 8 - Prob. 73DSPCh. 8 - Oxymercuration Concerns about mercurys toxicity...
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
- Highlight in red each acidic location on the organic molecule at left. Highlight in blue each basic location on the organic molecule at right. Note for advanced students: we mean acidic or basic in the Brønsted-Lowry sense only. Cl N شیخ x Garrow_forwardQ4: Draw the mirror image of the following molecules. Are the molecules chiral? C/ F LL CI CH3 CI CH3 0 CI CH3 CI CH3 CH3arrow_forwardComplete combustion of a 0.6250 g sample of the unknown crystal with excess O2 produced 1.8546 g of CO2 and 0.5243 g of H2O. A separate analysis of a 0.8500 g sample of the blue crystal was found to produce 0.0465 g NH3. The molar mass of the substance was found to be about 310 g/mol. What is the molecular formula of the unknown crystal?arrow_forward
- 4. C6H100 5 I peak 3 2 PPM Integration values: 1.79ppm (2), 4.43ppm (1.33) Ipeakarrow_forwardNonearrow_forward3. Consider the compounds below and determine if they are aromatic, antiaromatic, or non-aromatic. In case of aromatic or anti-aromatic, please indicate number of I electrons in the respective systems. (Hint: 1. Not all lone pair electrons were explicitly drawn and you should be able to tell that the bonding electrons and lone pair electrons should reside in which hybridized atomic orbital 2. You should consider ring strain- flexibility and steric repulsion that facilitates adoption of aromaticity or avoidance of anti- aromaticity) H H N N: NH2 N Aromaticity (Circle) Aromatic Aromatic Aromatic Aromatic Aromatic Antiaromatic Antiaromatic Antiaromatic Antiaromatic Antiaromatic nonaromatic nonaromatic nonaromatic nonaromatic nonaromatic aromatic TT electrons Me H Me Aromaticity (Circle) Aromatic Aromatic Aromatic Aromatic Aromatic Antiaromatic Antiaromatic Antiaromatic Antiaromatic Antiaromatic nonaromatic nonaromatic nonaromatic nonaromatic nonaromatic aromatic πT electrons H HH…arrow_forward
- A chemistry graduate student is studying the rate of this reaction: 2 HI (g) →H2(g) +12(g) She fills a reaction vessel with HI and measures its concentration as the reaction proceeds: time (minutes) [IH] 0 0.800M 1.0 0.301 M 2.0 0.185 M 3.0 0.134M 4.0 0.105 M Use this data to answer the following questions. Write the rate law for this reaction. rate = 0 Calculate the value of the rate constant k. k = Round your answer to 2 significant digits. Also be sure your answer has the correct unit symbol.arrow_forwardNonearrow_forwardNonearrow_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
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning