ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 3, Problem 3.7P
Draw the structure of a compound of molecular formula
each description: (a) a compound that contains a
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Draw the structure of a compound of molecular formula C4H11NO that fits each description: (a) a compound that contains a 1° amine and a 3° alcohol; (b) a compound that contains a 3° amine and a 1° alcohol.
(a) Draw the structures for the eight constitutional isomers of molecular formula C 4H 11N. (b) Give the systematic name for each amine. (c) Identify the chirality center present in one of the amines.
(a) Identify the functional groups in salinosporamide A, an anticanceragent isolated from marine sediment. (b) Classify each alcohol, alkylhalide, amide, and amine as 1°, 2°, or 3°.
Chapter 3 Solutions
ORGANIC CHEMISTRY
Ch. 3 - Prob. 3.1PCh. 3 - (a) Classify the carbon atoms in each compound as...Ch. 3 - Problem 3.3 Classify a carbon atom by the number...Ch. 3 - Classify each alkyl halide and alcohol as , or...Ch. 3 - Prob. 3.5PCh. 3 - Prob. 3.6PCh. 3 - Draw the structure of a compound of molecular...Ch. 3 - Prob. 3.8PCh. 3 - Prob. 3.9PCh. 3 - Draw the structure of a compound fitting each...
Ch. 3 - Draw structures that fit each description and name...Ch. 3 - What types of intermolecular forces are present in...Ch. 3 - Which compound in each pair has the higher boiling...Ch. 3 - Explain why the boiling point of propanamide, is...Ch. 3 - Predict which compound in each pair has the higher...Ch. 3 - Prob. 3.16PCh. 3 - Which compounds are water soluble? a. b. c.Ch. 3 - a Label the hydrophobic and hydrophilic portions...Ch. 3 - Prob. 3.19PCh. 3 - Prob. 3.20PCh. 3 - Prob. 3.21PCh. 3 - Prob. 3.22PCh. 3 - Problem 3.23 (a) What types of intermolecular...Ch. 3 - Prob. 3.24PCh. 3 - Prob. 3.25PCh. 3 - Problem 3.26 Label the electrophilic and...Ch. 3 - Problem 3.27 Considering only electron density,...Ch. 3 - Prob. 3.28PCh. 3 - 3.29
Identify the functional groups in the...Ch. 3 - Prob. 3.30PCh. 3 - 3.31 For each alkane: (a) classify each carbon...Ch. 3 - 3.32 Identify the functional groups in each...Ch. 3 - 3.33 Identify each functional group located in the...Ch. 3 - 3.34 (a)Identify the functional groups in...Ch. 3 - Draw seven constitutional isomers with molecular...Ch. 3 - Prob. 3.36PCh. 3 - Prob. 3.37PCh. 3 - Prob. 3.38PCh. 3 - Intramolecular force of attraction are often...Ch. 3 - 3.40 (a) Draw four compounds with molecular...Ch. 3 - 3.41 Rank the compounds in each group in order of...Ch. 3 - Explain why CH3CH2NHCH3 has higher boiling point...Ch. 3 - Prob. 3.43PCh. 3 - 3.44 Rank the following compounds in order of...Ch. 3 - Prob. 3.45PCh. 3 - 3.46 Rank the following compounds in order of...Ch. 3 - 3.47 Which of the following molecules can hydrogen...Ch. 3 - 3.48 Explain why diethylether and have similar...Ch. 3 - Prob. 3.49PCh. 3 - 3.50 Predict the solubility of each of the...Ch. 3 - Prob. 3.51PCh. 3 - Prob. 3.52PCh. 3 - 3.53 THC is the active component in marijuana, and...Ch. 3 - Prob. 3.54PCh. 3 - Prob. 3.55PCh. 3 - 3.56 Label the electrophilic and nucleophilic...Ch. 3 - 3.57 By using only electron density arguments,...Ch. 3 - 3.58 The composition of a cell membrane is not...Ch. 3 - Prob. 3.59PCh. 3 - 3.60 Quinapril (trade name Accupril) is a drug...Ch. 3 - 3.61 Answer each question about oxycodone, a...Ch. 3 - Prob. 3.62PCh. 3 - Prob. 3.63PCh. 3 - 3.64 Explain why A is less water soluble than B,...Ch. 3 - 3.65 Recall from section 1.10B that there is...
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- Compounds that contain an N-H group associate by hydrogen bonding. (a) Do you expect this association to be stronger or weaker than that of compounds containing an O-H group? (b) Based on your answer to part (a), which would you predict to have the higher boiling point, 1-butanol or 1-butanamine?arrow_forwardDraw the product formed when the Lewis acid (CH;CH),C* reacts with each Lewis base: (a) H20; (b) CH3OH; (c) (CH3)20; (d) NH3; (e) (CH3)2NH.arrow_forward3. Draw structures for the following: (a) an acid and an ester having the formula C 2 H 4O 2 (b) 2-alkenes having the formula C 5H 10 (3 isomers) (c) 1° amines having the formula C 4 H 11 N (4 isomers)arrow_forward
- Draw the structure of a compound of molecular formula C4H11NO that ts each description: (a) a compound that contains a 1° amine and a 3° alcohol; (b) a compound that contains a 3° amine and a 1° alcohol.arrow_forwardMaleic acid and fumaric acid are the cis- and trans- isomers, respectively, of C2H2(COOH)2, a dicarboxylic acid. Draw and label their structures.arrow_forwardDraw the products formed when propan-2-ol [(CH3)2CHOH], the main ingredient in rubbing alcohol, is treated with each acid or base: (a) NaH (b) H2SO4 (c) Li+−N[CH(CH3)2]2 (d) CH3CO2H.arrow_forward
- Which compound(s) can hydrogen bond to another molecule like itself? Which compounds can hydrogen bond to water? (a) CH 3CONHCH 3; (b) HCON(CH 3) 2.arrow_forwardWhich of the following molecules (1) (2) CH,0-ČCH,CH, CH,CH,CH (3) О—С—Он (4) OH CH,CHCH,CH, (5) CH,-NH would: neutralize NaOH neutralize HCI yields an alcohol and an organic acid when hydrolyzed is easily oxidized to an acid would be classifed as aromatic could be oxidized to give a ketonearrow_forward(a) Draw a skeletal structure of the anabolic steroid 4-androstene-3,17-dione, also called "andro," from the following description. Andro contains the tetracyclic steroid skeieton with carbonyl groups at C3 and C17, a double bond between C4 and C5, and methyl groups bonded to C10 and C13. (b) Add wedges and dashes for all stereogenic centers with the following information: the configuration at C10 is R, the configuration at C13 is S, and all substituents at ring fusions are trans to each other.arrow_forward
- Draw the structure of a hydrocarbon with molecular formula C6H10 that also contains: (a) a carbon–carbon triple bond; (b) two carbon–carbon double bonds; (c) one ring and one C=C.arrow_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_forwardEncircle the functional group presentarrow_forward
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