Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Textbook Question
Chapter 3, Problem 64P
Answer each question about oxycodone, a narcotic analgesic used for severe pain.
a. Identify the
b. Classify any alcohol, amide or
c. Which proton is most acidic?
d. Which site is most basic?
e. What is the hybridization of the N atom?
f. How many
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4. Which of the following is the strongest base?
A. (CH3)3COH
B. CH3CH₂NH™
C. H₂O
D. CH3NH2
Alkynes exhibit acidic properties because of the differences in the electronegativity of sp-
hybridized carbons. Which of the following statements best explains the acidic property of
acetylene?
A. The electronegativity of sp hybridized carbon decreases bond dipole between C and H.
B. Hydrogen atom becomes ionized due to sp-s repulsion.
C. The sp-sp orbital overlap attracts the electron cloud between C and H.
D. The pi bonds in the triple bond promote ionization of carbon into carbocations
Which is the more stable base? a. Br− or I− b. CH3O− or CH3S− c. CH3CH2O− or CH3COO− d. H2C CH or HC C− e. FCH2CH2COO− or CH2CH2COO- f. CLCH2CH2O- or CL2CHCH2O-
Chapter 3 Solutions
Organic Chemistry (6th Edition)
Ch. 3.1 - Prob. 1PCh. 3.2 - (a) Classify the carbon atoms in each compound as...Ch. 3.2 - Problem 3.3 Classify a carbon atom by the number...Ch. 3.2 - Classify each alkyl halide and alcohol as , or...Ch. 3.2 - Prob. 5PCh. 3.2 - Prob. 6PCh. 3.2 - Draw the structure of a compound of molecular...Ch. 3.2 - Prob. 8PCh. 3.2 - Prob. 9PCh. 3.2 - Draw the structure of a compound fitting each...
Ch. 3.4 - Predict which compound in each pair has the higher...Ch. 3.4 - Prob. 17PCh. 3.4 - a Label the hydrophobic and hydrophilic portions...Ch. 3.5 - Prob. 21PCh. 3 - 3.29
Identify the functional groups in the...Ch. 3 - Prob. 32PCh. 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. 38PCh. 3 - Prob. 39PCh. 3 - Prob. 40PCh. 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. 45PCh. 3 - 3.44 Rank the following compounds in order of...Ch. 3 - Prob. 47PCh. 3 - 3.50 Predict the solubility of each of the...Ch. 3 - Prob. 52PCh. 3 - Prob. 53PCh. 3 - 3.53 THC is the active component in marijuana, and...Ch. 3 - Prob. 55PCh. 3 - Prob. 56PCh. 3 - 3.60 Quinapril (trade name Accupril) is a drug...Ch. 3 - 3.61 Answer each question about oxycodone, a...Ch. 3 - Prob. 65PCh. 3 - Prob. 66PCh. 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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- Which is a stronger base?a. HS− or HO− b. CH3O− or CH3N-H c. CH3OH or CH3O− d. Cl− or Br−e. CH3COO− or CF3COO− f. CH3CHClCOO− or CH3CHBrCOO−arrow_forwardLabel each statement as True or False. a. CH3CH2+ is the conjugate acid of CH2=CH2. b.CH3CH2− is the conjugate base of CH3CH2+. c. CH2=CH2 is the conjugate base of CH3CH2−. d. CH2=CH− is the conjugate base of CH2=CH2. e. CH3CH3 is the conjugate acid of CH3CH2−.arrow_forwardwhich compound is the stronger acid a. CH3CONH2 or CH3COOH b. 1-hydroxy-3methylbenzene or 1-hydroxyl-3-trifluoromethylbenzene c. methanol or phenol d. acetic acid vs oxalic acidarrow_forward
- Draw the products of each reaction.arrow_forwardThe conjugate base of benzoic acid is used as a 72 preservative. Write the equilibrium reaction for this weak acid in aqueous solution. ОН Benzoic acid a. What substances are present at equilibrium? b. At equilibrium, are reactants or products favored, and why? c. Are the concentrations of benzoic acid and benzoate constant or changing at equilibrium? d. What happens to the equilibrium if more hydronium ions are added to the reaction? e. Label the conjugate acid-base pairs.arrow_forwardAnswer the following questions about esmolol, a drug used to treat high blood pressure sold under the trade name Brevibloc.a.Label the most acidic hydrogen atom in esmolol. b.What products are formed when esmolol is treated with NaH? c. What products are formed when esmolol is treated with HCl? d.Label all sp2 hybridized C atoms. e. Label the only trigonal pyramidal atom. f. Label all C's that bear a δ+ charge.arrow_forward
- Answer the following questions about esmolol, a drug used to treat high blood pressure sold under the trade name Brevibloc.a.Label the most acidic hydrogen atom in esmolol. b.What products are formed when esmolol is treated with NaH? c.What products are formed when esmolol is treated with HCl? d. Label all sp2 hybridized C atoms. e.Label the only trigonal pyramidal atom. f.Label all C's that bear a δ+ charge.arrow_forwardWhat is the conjugate acid of C6H₂O¯ ? A. B. C6H402- C₂H4O C. CH₂OH ODCH₂OH O E. C6H5OH3+arrow_forwardCaftaric acid is found in grapes, wine, and raisins. Rank the labeledprotons in caftaric acid in order of increasing acidity.arrow_forward
- Which of the following straight-chain organic compounds has the highest acidity? A. C2H4 B. C2H6 C. C2H2 D. CH4 E. C4H10arrow_forwardWhich is the stronger base? a. Br− or I− b. CH3O− or CH3S− c. CH3CH2O− or CH3COO− d. H2C CH or HC C− e. FCH2CH2COO− or BrCH2CH2COO− f. ClCH2CH2O− or Cl2CHCH2O−arrow_forwardDraw the products of each acid–base reaction. Indicate whether equilibrium favors the reactants or products.arrow_forward
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