Concept explainers
(a)
Interpretation:
To draw the structural formula of given organic compounds.
Concept Introduction:
Ester, amide and anhydride are derivatives of
Answer to Problem 19.4P
Explanation of Solution
We know that
(b)
Interpretation:
To draw the structural formula of given organic compounds.
Concept Introduction:
Ester, amide and anhydride are derivatives of carboxylic acid.
Answer to Problem 19.4P
Explanation of Solution
This is a nitro derivative of benzamide in which nitro group is bonded at para position with respect to amide group. Benzamide is
(c)
Interpretation:
To draw the structural formula of given organic compounds.
Concept Introduction:
Ester, amide and anhydride are derivatives of carboxylic acid.
Answer to Problem 19.4P
Explanation of Solution
Alkyl alkanoate is the general name for ester. Here Alkyl indicates the small alkyl group in RCOOR and alkanoate is RCOO- part. The name given is ethyl 3-hydroxybutanate, hence 3-hydroxybutanate will be RCOO-part and ethyl will be another r of ester. Therefore, the structure of ethyl 3-hydroxybutanate will be
(d)
Interpretation:
To draw the structural formula of given organic compounds.
Concept Introduction:
Ester, amide and anhydride are derivatives of carboxylic acid.
Answer to Problem 19.4P
Explanation of Solution
Diethyl oxalate is the diester of oxalic acid (HOOC-COOH). As name suggested, diethyl stands for two ethyl group bonded at both carbon atoms of oxalic acid hence the formula will be
(e)
Interpretation:
To draw the structural formula of given organic compounds.
Concept Introduction:
Ester, amide and anhydride are derivatives of carboxylic acid.
Answer to Problem 19.4P
Ethyl trans-2-pentenoate.
Explanation of Solution
Ethyl trans-2-pentenoate is the ester of 2-pentenoic acid with ethanol. Here trans indicates the position of H on both double bonded carbon atoms. Hence in the formula of ester R1 -COO-R2 ; R2 will be ethyl group from alcohol and R1 will be alkyl group from acid.
(f)
Interpretation:
To draw the structural formula of given organic compounds.
Concept Introduction:
Ester, amide and anhydride are derivatives of carboxylic acid.
Answer to Problem 19.4P
Butanoic anhydride.
Explanation of Solution
Butanoic anhydride is the anhydride of butanoic acid with −COOCO- as
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Chapter 19 Solutions
Introduction to General, Organic and Biochemistry
- 14. What is the IUPAC name for the following compound? NH- (a) propyl propanamide (b) propyl propanoate (c) N-propylptopanamine. (d) N, N-propylpropanamide (e) N-propxlpropanamidearrow_forwardDraw compounds that contain the following: (a) A primary alcohol (c) A secondary thiol (c) An isopropyl group (b) A tertiary nitrile (d) A quaternary carbonarrow_forwardHow could you convert butanenitrile into the following compounds? Write each step showing the reagents needed. (a) 1-Butanol (b) Butylaminearrow_forward
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- Amines with more than 6 carbons are soluble in: a) aqueous HCI b) aqueous NaHCO3 d) water c) aqueous NaOH Which of the following would give a positive iodoform test? acetone a) benzophenone c) 3-pentanone d) cyclopentanone meth "Saponification" as the term is used in organic chemistry means: a) acidic hydrolysis of an ester b) basic hydrolysis of an ester c) acidic hydrolysis of an amide d) basic hydrolysis of an amide 3. ( Propylamine can be synthesized by the LiAlH4 reduction of: a) CH3CH2CECH b) CH3CH=NH d)) CH3CH2CEN c) CH3CH2NO2arrow_forwardThe oxidation of 3-methylbutanal with potassium permanganate in an acid medium produces compound A and the reduction of cyclohexanone with NaBH4 produces compound B. Indicate the CORRECT alternative: a) A reacts rapidly with water to produce a carboxylic acid. b) Reaction of B with methylamine produces an amide. c) Reaction of A with an acyl chloride produces an ester. d) B reacts with HCN to produce a cyanohydrin. e) The reaction of A and B in an acid medium produces cyclohexyl 3-methylbutanoate.arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring. It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Part A Given 7.30 gg of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%% yield? Express your answer in grams to three significant figures. Part B A chemist ran the reaction and obtained 5.95 gg of ethyl butyrate. What was the percent yield? Express your answer as a percent to three significant figures. Part C The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 7.30 gg of…arrow_forward
- Ethyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring. It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Given 8.45 gg of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%% yield? Express your answer in grams to three significant figures. A chemist ran the reaction and obtained 5.50 gg of ethyl butyrate. What was the percent yield? Express your answer as a percent to three significant figures. The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 8.45 gg of butanoic acid and excess…arrow_forwardThe odor of ripe bananas and many other fruits is due to the presence of esters. For example: Banana oil (isopentyl acetate) (a) Write the name (common or IUPAC) of the ester responsible for the fragrance of the following: pineapple, orange, apple, peach, & lavender (b) Choose one fragrant from (a) and name the alcohol and the carboxylic acid needed to synthesize this ester. (c) Show the detailed mechanism of the Fischer Esterification reaction that will be involved in the synthesis of the fragrant you have chosen in part (a).arrow_forwardUsing the data in Appendix C, determine which of the following bases is strong enough to deprotonate acetonitrile (CH3CN), so that equilibrium favors the products: (a) NaH; (b) Na2CO3; (c) NaOH; (d) NaNH2; (e) NaHCO3.arrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning