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 12.36UKC
Consider the following ball-and-stick model.
- a. Locate the chirality center.
- b. Is the carbonyl group part of an
aldehyde or aketone ? - c. Classify each hydroxyl group as 1°, 2°, or 3°.
- d. What product is formed when this compound is treated with Tollens reagent?
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Maltose is a carbohydrate present in malt, the liquid obtained from barley and other grains. Although maltose has numerous functional groups, its reactions are explained by the same principles we have already encountered.a. Label the acetal and hemiacetal carbons.b. What products are formed when maltose is treated with each of these reagents: [1] H3O+; [2] CH3OH and HCl; [3] excess NaH, then excess CH3I?c. Draw the products formed when the compound formed in Reaction [3] of part (b) is treated with aqueous acid.The reactions in parts (b) and (c) are used to determine structural features of carbohydrates like maltose.
Draw out each compound to clearly show what groups are bonded to the carbonyl carbon. Label each compound as a ketone or aldehyde. a. CH 3CH 2CHO b. CH 3CH 2COCH 3 c. (CH 3) 3CCOCH 3 d. (CH 3CH 2) 2CHCHO
Draw the product formed when pentanal (CH3 CH₂ CH₂ CH₂ CHO) is treated with each reagent. With some
reagents, no reaction occurs.
a. NaBH4, CH3OH
b. [1] LiAiH4: [2] H₂O
c. H₂, Pd-C
d. PCC
e. Na₂Cr₂O7, H₂SO4, H₂O
f. Ag₂O, NH4OH
g. [1] CH3 MgBr; [2] H₂O
h. [1] C6H5 Li: [2] H₂O
i. [1] (CH3)2 CuLi; [2] H₂O
J. [1] HC=CNa; [2] H₂O
k. [1] CH 3 C=CLI; [2] H₂O
1. The product in (a), then TBDMS-CI, imidazole
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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