Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Textbook Question
Chapter 21.1, Problem 2P
Draw structures corresponding to the following names:
(a) Phenyl benzoate
(b) N-Ethyl-N-methylbutanamide
(c) 2,4-Dimethylpentanoyl chloride
(d) Methyl 1-methylcyclohexanecarboxylate
(e) Ethyl 3-oxopentanoate
(f) Methyl p-bromobenzenethioate
(g) Formic propanoic anhydride
(h) cis-2-Methylcyclopentanecarbonyl bromide
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Please draw the skeletal formula of the following compounds:
(A) Isobutyraldehyde
(B) α-Ethyl-γ-methoxycaproaldehyde
(C) 6-Hydroxyhexanal
(D) 2,4-Pentanedione
(E)3-Cyano-7-oxoheptanoic acid
Draw the structure of the following:
(a) p-chlorobenzoic anhydride
(b) cis-3-Methylcyclohexanecarbonyl bromide
(c) Ethyl 3-methylpentanoate
(d) 3-chloro-N-ethyl-N-methylbenzamide
Draw structures corresponding to the following names:
(a) 3-hydroxyhexanoic acid
(b) 2-iodo-2-methyloctanoic acid
(c) 2-butynoic acid
(d) 5-ethyl-6-oxoheptanoic acid
(e) o-Hydroxybenzoic acid
(f) cis-3-isopropylcyclohexanecarboxylic acid
Chapter 21 Solutions
Organic Chemistry
Ch. 21.1 - Give IUPAC names for the following substances:Ch. 21.1 - Draw structures corresponding to the following...Ch. 21.2 - Prob. 3PCh. 21.2 - Rank the compounds in each of the following sets...Ch. 21.2 - Predict the products of the following nucleophilic...Ch. 21.2 - Prob. 6PCh. 21.3 - Prob. 7PCh. 21.3 - If the following molecule is treated with acid...Ch. 21.4 - How might you prepare the following esters using a...Ch. 21.4 - Prob. 10P
Ch. 21.4 - Prob. 11PCh. 21.4 - Prob. 12PCh. 21.4 - Prob. 13PCh. 21.5 - Prob. 14PCh. 21.5 - What product would you expect from reaction of one...Ch. 21.6 - Prob. 16PCh. 21.6 - Prob. 17PCh. 21.6 - Show the products you would obtain by reduction of...Ch. 21.6 - What ester and what Grignard reagent might you...Ch. 21.7 - Prob. 20PCh. 21.7 - How would you use the reaction of an amide with...Ch. 21.8 - Write the mechanism of the reaction shown in...Ch. 21.9 - Prob. 23PCh. 21.9 - Prob. 24PCh. 21.10 - Prob. 25PCh. 21.10 - Prob. 26PCh. 21.SE - Name the following compounds:Ch. 21.SE - Prob. 28VCCh. 21.SE - Prob. 29VCCh. 21.SE - Prob. 30VCCh. 21.SE - Predict the product(s) and provide the mechanism...Ch. 21.SE - Predict the product(s) and provide the mechanism...Ch. 21.SE - Predict the product(s) and provide the mechanism...Ch. 21.SE - Predict the product(s) and provide the complete...Ch. 21.SE - Prob. 35MPCh. 21.SE - When 4-dimethylaminopyridine (DMAP) is added in...Ch. 21.SE - Prob. 37MPCh. 21.SE - Prob. 38MPCh. 21.SE - Prob. 39MPCh. 21.SE - The hydrolysis of a biological thioester to the...Ch. 21.SE - Prob. 41MPCh. 21.SE - Prob. 42MPCh. 21.SE - Prob. 43MPCh. 21.SE - In the iodoform reaction, a triiodomethyl ketone...Ch. 21.SE - Give IUPAC names for the following compounds:Ch. 21.SE - Prob. 46APCh. 21.SE - Draw and name compounds that meet the following...Ch. 21.SE - Predict the product, if any, of reaction between...Ch. 21.SE - Prob. 49APCh. 21.SE - Prob. 50APCh. 21.SE - What product would you expect to obtain from...Ch. 21.SE - Prob. 52APCh. 21.SE - Prob. 53APCh. 21.SE - The following reactivity order has been found for...Ch. 21.SE - Prob. 55APCh. 21.SE - Outline methods for the preparation of...Ch. 21.SE - Prob. 57APCh. 21.SE - When ethyl benzoate is heated in methanol...Ch. 21.SE - tert-Butoxycarbonyl azide, a reagent used in...Ch. 21.SE - Prob. 60APCh. 21.SE - Prob. 61APCh. 21.SE - What is the structure of the polymer produced by...Ch. 21.SE - Polyimides with the structure shown are used as...Ch. 21.SE - Prob. 64APCh. 21.SE - Propose a structure for a compound, C4H7ClO2, that...Ch. 21.SE - Assign structures to compounds with the following...Ch. 21.SE - Prob. 67APCh. 21.SE - When a carboxylic acid is dissolved in...Ch. 21.SE - Prob. 69APCh. 21.SE - Prob. 70APCh. 21.SE - Prob. 71APCh. 21.SE - Phenyl 4-aminosalicylate is a drug used in the...Ch. 21.SE - N,N-Diethyl-m-toluamide (DEET) is the active...Ch. 21.SE - Tranexamic acid, a drug useful against blood...Ch. 21.SE - One frequently used method for preparing methyl...Ch. 21.SE - Prob. 76APCh. 21.SE - Assign structures to compounds with the following...Ch. 21.SE - Propose structures for compounds with the...Ch. 21.SE - Propose a structure for the compound with the...Ch. 21.SE - Draw the structure of the compound that produced...Ch. 21.SE - Prob. 81APCh. 21.SE - Epoxy adhesives are prepared in two steps. SN2...
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- Draw the structures of the following.arrow_forward1. Draw structures corresponding to the following IUPAC names: (a) 4-Methylpentanoic acid (b) o-Hydroxybenzoic acid (c) 2,2-Dimethylpropanoyl chloride (d) trans-2-Methylcyclohexanecarboxamide (e) p-Methylbenzoic anhydride (f) p-Bromobenzonitrilearrow_forwardDraw line structures of the following compounds and the product you would obtain from the reduction of each.(a) Isopropyl methyl ketone (b) p-Hydroxybenzaldehyde(c) 2-Methylcyclopentanonearrow_forward
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- 4. Draw structures corresponding to the following names: (a) 2,2-Dimethylpropanoyl chloride (b) N-Methylbenzamide (c) 5,5-Dimethylhexanenitrile (d) tert-Butyl butanoate (e) trans-2-Methylcyclohexanecarboxamide ( f) p-Methylbenzoic anhydridearrow_forwardHow could you convert butanenitrile into the following compounds? Write each step showing the reagents needed. (a) 1-Butanol (b) Butylaminearrow_forwardProvide the correct structure from the IUPAC name. (a) 2-aminocyclopropanecarboxylic acid (b) 3-mercapto-5-oxoheptanal (c) Propyl 2,2,4-trimethyloct-4-enoate (d) 4-oxocycloheptanecarbaldehyde (e) N,N,4,4-tetraethylhexanamide (f) Acetic pentanoic anhydride (g) Acetyl chloride (h) Methyl 3,3-diethyl-6-octynoatearrow_forward
- 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_forwardWrite down the reaction of acetaldehyde with the following.(b) 2,4-dinitrophenylhydrazine (c) I2 / NaOHarrow_forwardPredict the products formed when cyclohexanecarbaldehyde reacts with the following reagents.(a) PhMgBr, then H3O+ (b) Tollens reagent (c) semicarbazide and weak acid(d) excess ethanol and acid (e) propane-1,3-diol, H+ (f) zinc amalgam and dilute hydrochloric acidarrow_forward
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