Which of the following statements is/are true? O Two equivalents of Grignard reagent react with acid chlorides to yleld tertiary alcohols after hydrolysis. O LIAIH[OC(CH3)3)3 reacts with acid chlorides to yleld primary alcohols after hydrolysis. O LIAIH4 reacts with acid chlorides to yield secondary alcohols after hydrolysis. O both A and B both B and C

Which of the following statements is/are true? O Two equivalents of Grignard reagent react with acid chlorides to yleld tertiary alcohols after hydrolysis. O LIAIH[OC(CH3)3)3 reacts with acid chlorides to yleld primary alcohols after hydrolysis. O LIAIH4 reacts with acid chlorides to yield secondary alcohols after hydrolysis. O both A and B both B and C

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter18: Functional Derivatives Of Carboxylic Acids

Section: Chapter Questions

Problem 18.49P: Following is a retrosynthetic analysis for the synthesis of the herbicide (S)-Metolachlor from...

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The reaction of excess Grignard reagent with an ester of formic acid, HCO2R, gives : A. methanol. B. a tertiary alcohol. C. a primary alcohol. D. a secondary alcohol.
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NH4Cl is sometimes preferred instead of HCl or H2SO4 for “acid” work-up after Grignard reactions, particularly when the expected and desired product is a tertiary alcohol: why?
6. The authenticity of ethyl alcohol is confirmed by the reactions:A) Dehydration in the presence of potassium hydrogen sulfateB) Formation of iodoformC) Formation of arylmethane dyeD) Formation of ethyl acetate
Which of these could result to a higher product yield? a. Addition of 0.1M H2SO4 instead of concentrated H2SO4. b. Na2SO4 was not added in the obtained organic layer. c. Pure alcohols and carboxylic acids were used in the synthesis d. The refluxed solution was not purified.
Which of the following statements is correct? A) The haloform reaction proceeds under very difficult conditions and the yield is very low. B) The haloform reaction is used only for the identification of compounds containing secondary alcohol groups. C) Methyl ketones or alcohols are oxidized with halogens in acidic solutions to give carboxylic acids and the appropriate haloform product. D) Enolate anions react rapidly with halogens to give alpha-halocarbonyl compounds.
1) 1-bromobutane will undergo reactions when heated, as shown by reactions A and B CH3CH2CH2CH2Br A B CH3CH2CH2CH2OH CH3CH2CH=CH2 a)For reactions A and B give the reagents used in each case.b)Reaction A was repeated using 1-iodobutane instead of 1-bromobutane, Explain any difference in therate of reaction observed.C)What type of organic reaction is A?d) Show the mechanism for reaction Ae)Reaction A was repeated with 2-bromo-2-methylpropane instead of 1-bromobutane.i)Name the organic compound formedii) The mechanism of the reaction with 2-bromo-2-methylpropane differs from the mechanism ofreaction A. Describe how the mechanisms differ.f)What type of reaction is B?g)If reaction B was repeated with 2-bromobutane, name the other organic products that can form aswell…
10.The reaction of excess Grignard reagent with an ester of formic acid, HCO2R, gives a. methanol. b.a tertiary alcohol. c. primary alcohol d.secondary alcohol.
A chemist was charged with the task of making amino alcohol 2. This chemist decided to attempt a Grignard reaction between two equivalents of phenylmagnesium bromide and amino ester 1. To this end, two equivalents of the Grignard reagent were added to a flask containing a stirred THF solution of ester 1 at -78 °C. Upon acidic aqueous work-up of the reaction mixture, the desired alcohol 2 was not isolated, even though one equivalent of methanol was produced and all the starting materials were consumed. Instead, two products with the molecular formulae of C6H6 and C7H13NO were obtained in a 2:1 ratio, respectively. Identify the structures of these two products and describe, mechanistically, how they were formed.
product would be formed if the four-membered ring alcohol in Problem 70 were heated with an equivalent amount of HBr rather than with acatalytic amount of H2SO4?
A. In the synthesis of 1-bromobutane, what is the inorganic by-product left in the reaction flask following the distillation? Why was the bromoalkane the bottom layer in the separatory funnel? B. Predict the product when 1-methylcyclohexanol reacts with H2SO4 and KBr. Show the mechanism.
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