Principles of General, Organic, Biological Chemistry
2nd Edition
ISBN: 9780073511191
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 12, Problem 12.61AP
Which compound in each pair has the higher boiling point?
- a. (CH3)3CCH2CH2CH3 or (CH3)3CCH2CHO
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Two naturally occurring compounds that contain stable cyclic hemiacetals and acetals are monensin and digoxin, the chapter-opening molecule. Monensin, a polyether antibiotic produced by Streptomyces cinamonensis, is used as an additive in cattle feed. Digoxin is a widely prescribed cardiac drug used to increase the force of heart contractions. Label each acetal, hemiacetal, and ether in both compounds.
Chapter 12 Solutions
Principles of General, Organic, Biological Chemistry
Ch. 12.1 - a. Label the hydroxyl groups, thiols, halogens,...Ch. 12.1 - Draw out each compound to clearly show what groups...Ch. 12.2 - Classify each alcohol as 1, 2, or 3.Ch. 12.2 - Classify each hydroxyl group in sorbitol as 1, 2,...Ch. 12.2 - Which compound in each pair has the higher boiling...Ch. 12.2 - Label each compound as water soluble or water...Ch. 12.2 - Give the IUPAC name for each compound.Ch. 12.2 - Give the structure corresponding to each name. a....Ch. 12.3 - Name each ether. a. CH3OCH2CH2CH2CH3 b....Ch. 12.3 - Prob. 12.10P
Ch. 12.3 - Which compound in each pair has the higher boiling...Ch. 12.5 - Prob. 12.12PCh. 12.5 - Prob. 12.13PCh. 12.6 - Prob. 12.14PCh. 12.6 - Prob. 12.15PCh. 12.6 - Give the structure corresponding to each name. a....Ch. 12.7 - Prob. 12.17PCh. 12.8 - Give the IUPAC name for each aldehyde. a....Ch. 12.8 - Prob. 12.19PCh. 12.8 - Give the IUPAC name for each aldehyde depicted in...Ch. 12.8 - Prob. 12.21PCh. 12.8 - Prob. 12.22PCh. 12.8 - Acetone and progesterone are two ketones that...Ch. 12.9 - Prob. 12.24PCh. 12.10 - Prob. 12.25PCh. 12.11 - Prob. 12.26PCh. 12.11 - Prob. 12.27PCh. 12.11 - Prob. 12.28PCh. 12.11 - Prob. 12.29PCh. 12.11 - Prob. 12.30PCh. 12.11 - Prob. 12.31PCh. 12.11 - Prob. 12.32PCh. 12 - Prob. 12.33UKCCh. 12 - Prob. 12.34UKCCh. 12 - Consider the following ball-and-stick model of an...Ch. 12 - Consider the following ball-and-stick model. a....Ch. 12 - Name each compound. a. CH3CH2OCH2CH2CH2CH3Ch. 12 - Name each compound. a. CH3OCH2CH2CH3 b....Ch. 12 - Answer the following questions about alcohol A. a....Ch. 12 - Answer the following questions about alcohol B. a....Ch. 12 - Prob. 12.41UKCCh. 12 - Prob. 12.42UKCCh. 12 - Prob. 12.43UKCCh. 12 - Prob. 12.44UKCCh. 12 - Prob. 12.45APCh. 12 - Prob. 12.46APCh. 12 - Prob. 12.47APCh. 12 - Prob. 12.48APCh. 12 - Prob. 12.49APCh. 12 - Prob. 12.50APCh. 12 - Prob. 12.51APCh. 12 - Prob. 12.52APCh. 12 - Prob. 12.53APCh. 12 - Give the structure corresponding to each name. a....Ch. 12 - Prob. 12.55APCh. 12 - Draw structures for the four constitutional...Ch. 12 - Prob. 12.57APCh. 12 - Rank the following compounds in order of...Ch. 12 - Explain why two four-carbon organic molecules have...Ch. 12 - Explain why the boiling point of CH3CH2CH2CH2OH...Ch. 12 - Which compound in each pair has the higher boiling...Ch. 12 - Which compound in each pair is more water soluble?...Ch. 12 - Prob. 12.63APCh. 12 - Prob. 12.64APCh. 12 - Prob. 12.65APCh. 12 - Prob. 12.66APCh. 12 - Prob. 12.67APCh. 12 - Xylitol is a nontoxic compound as sweet as table...Ch. 12 - Prob. 12.69APCh. 12 - Prob. 12.70APCh. 12 - Prob. 12.71APCh. 12 - Prob. 12.72APCh. 12 - Prob. 12.73APCh. 12 - Prob. 12.74APCh. 12 - Prob. 12.75APCh. 12 - Prob. 12.76APCh. 12 - Prob. 12.77APCh. 12 - Draw the structure corresponding to each name. a....Ch. 12 - Prob. 12.79APCh. 12 - Prob. 12.80APCh. 12 - What product is formed when each compound is...Ch. 12 - Prob. 12.82APCh. 12 - Prob. 12.83APCh. 12 - Prob. 12.84APCh. 12 - Prob. 12.85APCh. 12 - Prob. 12.86APCh. 12 - Prob. 12.87APCh. 12 - Label each of the following objects as chiral or...Ch. 12 - Prob. 12.89APCh. 12 - Prob. 12.90APCh. 12 - Prob. 12.91APCh. 12 - Prob. 12.92APCh. 12 - Prob. 12.93APCh. 12 - Prob. 12.94APCh. 12 - Prob. 12.95APCh. 12 - Prob. 12.96APCh. 12 - Prob. 12.97APCh. 12 - How are the compounds in each pair related? Are...Ch. 12 - Prob. 12.99APCh. 12 - Prob. 12.100APCh. 12 - Prob. 12.101APCh. 12 - Prob. 12.102APCh. 12 - Prob. 12.103APCh. 12 - Lactic acid [CH3CH(OH)CO2H] gives sour milk its...Ch. 12 - Prob. 12.105APCh. 12 - Prob. 12.106APCh. 12 - Prob. 12.107CPCh. 12 - Prob. 12.108CPCh. 12 - Prob. 12.109BTCCh. 12 - Prob. 12.110BTC
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- Two naturally occurring compounds that contain stable cyclic hemiacetals and acetals are monensin and digoxin. Monensin, a polyether antibiotic produced by Streptomyces cinnamonensis, is used as an additive in cattle feed. Digoxin is a widely prescribed cardiac drug used to increase the force of heart contractions. Label each acetal, hemiacetal, and ether in both compounds.arrow_forward(a) Give the IUPAC name for A and B. (b) Draw the product formed when A or B is treated with each reagent: [1] NaBH4, CH3OH; [2] CH3MgBr, then H2O; [3] Ph3P = CHOCH3; [4] CH3CH2CH2NH2, mild acid; [5] HOCH2CH2CH2OH, H+.arrow_forwardDraw the product formed when (CH3)2CHOH is treated with each reagent (a, b and c)arrow_forward
- Give a systematic or common name for each compound.arrow_forwardExplain why tetrahydrofuran has a higher boiling point and is much morewater soluble than furan, even though both compounds are cyclic etherscontaining four carbons.arrow_forwardRank the compounds in each group in order of increasing boiling point.arrow_forward
- Rank the compounds in each set from highest boiling to lowest boiling:arrow_forwardEthers are oxidized with O2 to form hydroperoxides that decompose violently when heated. Draw a stepwise mechanism for this reaction.arrow_forwardDraw the major stereoisomer formed when each compound is treated with NaOH.arrow_forward
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