Question: Sulfonation of naphthalene is reversible at elevated temperature. A different isomer of naphthalenesulfonic acid is the major product at 160C than is the case at

Sulfonation of naphthalene is reversible at elevated temperature. A different isomer of naphthalenesulfonic acid is the major product at 160°C than is the case at 0°C. Which isomer is the product of kinetic control? Which one is formed under conditions of thermodynamic control? Can you think of a reason why one isomer is more stable than the other?

Step by Step Solution

★★★★★

3.38 Rating (170 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer

Step: 1 Unlock

The text points out that C1 of naphthalene is more reactive ... View full answer

Question Has Been Solved by an Expert!

Get step-by-step solutions from verified subject matter experts

Step: 2 Unlock

Step: 3 Unlock

Document Format (1 attachment)

924-C-OC-A (731).docx

120 KBs Word File

Students Have Also Explored These Related Organic Chemistry Questions!

A man from Vietnam is in your office because his 11-year-old daughter has been having trouble in school. The school suggested the daughter be tested by your agency. You are doing the intake, but only...

At elevated temperatures, sodium chlorate decomposes to produce sodium chloride and oxygen gas. A 0.8765-g sample of impure sodium chlorate was heated until the production of oxygen gas ceased. The...

In conventional powder metallurgy manufacture, the material is compacted with applied pressure at room temperature and then sintered by elevated temperature at atmospheric pressure. With P/M hot...

When 1,4-dimethylcyclohepta- 1,3-diene is treated with HBr at elevated temperature, the 1,2- dduct predominates, rather than the 1,4-adduct. Explain this result. HBr 40C Br

Suffocation of naphthalene is reversible at elevated temperature. A different isomer of naphthalenesulfonic acid is the major product at 160C than is the case at 0C. Which isomer is the product of...

Sulfonation of naphthalene at 808C gives almost entirely 1-naphthalenesulfonic acid, whereas the same reaction at 1608C gives 2-naphthalenesulfonic acid. Propose an explanation.

Unlike most other electrophilic aromatic substitutions, sulfonation is often reversible (see Section 17-4). When one sample of toluene is sulfonated at 0 °C and another sample is sulfonated at...

Sulfonation, unlike most other electrophilic aromatic substitution reactions, is reversible. Benzenesulfonic acid (structure in Eq. 16.12, p. 755) can be converted into benzene and H2SO4 with hot...

(e) Show how you could modify your synthetic proposal so that the ortho product formed below is the only product observed. You can fill in the missing reagents in the correct step order above or...

The sulfonation of an aromatic ring with SO3 and H2SO4 is reversible. That is, heating benzenesulfonic add with H2SO4 yields benzene. Show the mechanism of the de-sulfonation reaction. What is the...

(e) Show how you could modify your synthetic proposal so that the ortho product formed below is the only product observed. You can fill in the missing reagents in the correct step order above or...

Beta Gamma Sigma, the business honor society, recently held a dinner dance. The original (static) budget and actual results were as follows: 1. Subdivide each variance into a sales-activity variance...

Ann Tremel has prepared the following list of statements about depreciation. 1. Depreciation is a process of asset valuation, not cost allocation. 2. Depreciation provides for the proper matching of...

Check the Grammar This is not my ATF Nomination Form yet. The purpose of this is just to define my ATF role based on new requirements for Lucia review, NOT a Nomination Form. Yes. My nomination would...

Macarrys Bicycle Company makes and sells high-quality bicycles, primarily to larger North American bicycle retail outlets and to some wholesalers for smaller retail shops. They have several models,...

Better Burgers reported the following numbers (in millions) for the years ending February 2017 and 2018. 2017 Net income Dividends Total assets Total equity 2018 $ 1,497 213 12,848 4,574 $13,660...

On April 12, Maddox Company declared a $3,600 account receivable from the Ward Company as uncollectible and wrote off the account. On December 5, Maddox received a $2,520 payment on the account from...

Income Statement, Statement of Owner's Equity, and Balance Sheet Paulson's Pet Store completed the Adjusted Trial Balance for the year ended December 31, 20--. Owner's equity as of January 1, 20--,...

Recher Corporation uses part Q89 in one of its products. The company's Accounting Department reports the following costs of producing the 7,100 units of the part that are needed every year. Per Unit...

Pete and his team are in the process of gathering and analyzing performance data. There seems to be a schedule concern with the performance of several teams working predictive. What can Pete and his...

Would you expect optically active (S)-3-methylcyclohexanonc to be race-mized on acid or base treatment in the same way as 2-methylcyclohexanonc. Explain.

When an optically active carboxylic acid such as (R)-2-phcnylpropanoic acid is brominated under HellVolhardZelinskii conditions, is the product optically active or racemic? Explain.

Fill in the reagents a that are missing from the followingscheme: CC -CH CH . H ,

a) Joe verbally agreed with his landlord to a two-year lease for an apartment. Only five months later, the property was sold to somebody else. The new owners gave Joe three months to vacate the...

A client invests $ 1 , 0 0 0 every month, at the beginning of the month, beginning one month from today, for the next twenty five years. The account is expected to earn 4 . 3 5 % , compounded...

What are the three common Boolean operators used to structure a search?