When acetoacetic acid is decarboxylated in the presence of bromine, bromoacetone is isolated (see Fig. P22.68). The

Question:

When acetoacetic acid is decarboxylated in the presence of bromine, bromoacetone is isolated (see Fig. P22.68).

The rate of appearance of bromoacetone is described by the following rate law:

(The reaction rate is zero order in bromine.) Suggest a mechanism for the reaction that is consistent with this rate law. H3C-C-CH-C-OH + Br acetoacetic acid Figure P22.68 H3O+ H3C-C-CH-Br + HBr + CO bromoacetone

Fantastic news! We've Found the answer you've been seeking!

Step by Step Answer:

Related Book For answer-question

Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

See More Books

Question Posted: Dec 07, 2023 05:21 AM

See More Questions

A sample containing an alkali sulfate is dried, weighed and dissolved in dilute HCl. Barium chloride solution is added in excess to precipitate barium sulfate, and the precipitate is digested in the...
A protein has a molecular mass of 400 kDa when measured by gel filtration. When subjected to gel electrophoresis in the presence of sodium dodecyl sulfate (SDS), the protein gives three bands with...
When (S)-2-bromopropanoic acid [(S)-CH3CHBrCO2H] reacts with concentrated sodium hydroxide, the product formed (after acidification) is (R)-2-hydroxypropanoic acid [(R)-CH3CHOHCO2H, commonly known as...
John and Jane Darling are newlyweds trying to decide among several available rentals. Alternatives were scored on a scale of 1 to 5 (5 best) against weighted performance criteria, as shown in Table....
Sell-Soft Corporation is the defendant in numerous lawsuits claiming unfair trade practices. Sell-Soft has strong incentives not to disclose these contingent liabilities . However, GAAP requires that...
Some financial statement users maintain that despite its intrinsic intellectual appeal, uniformity in accounting seems unworkable in a complex modern society that relies, at least in part, on...
What is the purpose of timelines in an investigation?
(Deferred Taxes, Income Effects) Stephanie Delaney, CPA, is the newly hired director of corporate taxation for Acme Incorporated, which is a publicly traded corporation. Ms. Delaneys first job with...
The example may be a sales tax or income tax proposal at any level of government. In your initial post, explain the revenue proposal, and evaluate it for equity, adequacy of revenue generation,...
(a) Give the structures of the three separable monobromo derivatives that could form when 2-methylcyclohexanone is treated with Br 2 in the presence of HBr. (b) In fact, only one of these derivatives...
Which compound in each of the sets shown in Fig. P22.64 is most acidic? Explain. (b) O O HC=CHCH- Figure P22.64 O O CH3CCHCCH3, or CH3CCHCCHPh T Ph CH3CCHCCH3 CHC || -C-CH3 || or CH3CHCH-C-CH3
What are punitive damages? How are they different from aggravated damages?
Water is pumped from a reservoir (reservoir is open to atm) up to a treatment plant in the valley 280 m above. Water should reach water treatment plant at a pressure of 450 KPa gauge. The flow rate...
Are superb critical thinking skills an enhancement of a job applicants portfolio? Why or why not? ( Hint: Think of when applicants list critical thinking as a skill on resumes and cover letters )
Amanda, a project lead, always makes project-related decisions without considering the suggestions from her teammates. As a result, her teammates have stopped offering suggestions or voicing their...
Identify atleast 4 Gestalt principles in action. Explain GESTALT [4M]
COVID-19 illuminated costly ethnic and racial disparities in healthcare. You are the Human Resource Manager for a racially and diverse workforce and your CEO is concerned about paying for healthcare...
Wyalusing Industries has manufactured prefabricated houses for over 20 years. The houses are constructed in sections to be assembled on customers lots. Wyalusing expanded into the precut housing...
Controls can be identified based on their function. The functions are preventive, detective, and corrective. A. True B. False
A naturally occurring antibiotic called mycomycin has the structure shown here. Mycomycin is optically active. Explain this by writing structures for the enantiomeric forms of mycomycin....
An optically active compound D has the molecular formula C6H10 and shows a peak at about 3300 cm-1 in its IR spectrum. On catalytic hydrogenation D yields E (C6H14). Compound E is optically inactive...
(a) Based on the following information, draw three-dimensional formulas for A, B, and C. Reaction of cyclopentene with bromine in water gives A, Reaction of A with aqueus NaOH (1 equivalent, cold)...
Question Completion Status: What is output by the following code segment? void func1 (int&, int&); void func2(int&, int&, int&); void func3(int, int, int); void func4(int&, int, int); void func5(int&...
3. (20) Give the output and trace the call stack for the following program void Uno (int x) { } cout < < "Uno B " < < x < < endl; if (x > 0) Uno (x-1); " cout < < "Uno E < < x < < endl; wwwwwww void...
4. (20) Give the output and trace the call stack for the following program void Bubba (int x) { cout < < "B" < < x < < endl; if (x > 0) { Bubba (x-2); " cout < < "M < < x < < endl; Bubba (x-3); cout...

When acetoacetic acid is decarboxylated in the presence of bromine, bromoacetone is isolated (see Fig. P22.68). The

Question:

rate = k[acetoacetic acid]

Step by Step Answer:

The discussion on text pp 11134 explains that enols are ...View the full answer

Organic Chemistry

Students also viewed these Sciences questions