ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 3, Problem 3.40P
(a) Draw four compounds with molecular formula
one different
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Many naturally occurring compounds contain more than one functional group. Identify the functional groups in the following compounds:(a) Penicillin G is a naturally occurring antibiotic.(b) Dopamine is the neurotransmitter that is deficient in Parkinson’s disease.(c) Capsaicin gives the fiery taste to chili peppers.(d) Thyroxine is the principal thyroid hormone.(e) Testosterone is a male sex hormone.
(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.
TRUE OR FALSE
(a) There are three amines with the molecular formula C3H9N.
(b) Aldehydes, ketones, carboxylic acids, and esters all contain a carbonyl group.
(c) A compound with the molecular formula of C3H6O may be either an aldehyde, a ketone, or a carboxylic acid.
(d) Bond angles about the carbonyl carbon of an aldehyde, a ketone, a carboxylic acid, and an ester are all approximately 109.5°.
(e) The molecular formula of the smallest aldehyde is C3H6O, and that of the smallest ketone is also C3H6O.
(f) The molecular formula of the smallest carboxylic acid is C2H4O2.
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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- There are eight primary amines with the molecular formula C5H13N . (a) Name and draw a structural formula for each amine. (b) Which of these amines are chiral?arrow_forwardIn an advanced analytical chemistry lab, a team analyzing a compound 'Q' known to be a structural isomer of octane (C8H18). To determine the specific structure of 'Q', a series of spectroscopic analyses are performed. The sequence of the analysis involves: Infrared (IR) spectroscopy, which indicates the absence of functional groups like alcohols, ketones, and carboxylic acids. Nuclear Magnetic Resonance (NMR) spectroscopy, showing signals indicative of only methyl and methylene groups, with no evidence of methine (CH) or quaternary carbon environments. Mass spectrometry (MS), revealing a fragmentation pattern consistent with branched alkane structures. Based on this sequence of analyses, what is the most likely structure of compound 'Q'? Options: A. 2,2,4- Trimethylpentane B. n-Octane C. 2-Methylheptane D. 3-Ethylhexane Don't use chatgpt please provide valuable answerarrow_forwardPalmitoleic acid, a fatty acid with various pharmaceutical applications, is mainly obtained from macadamia nuts. The condensed structural formula for a triacylglycerol containing three palmitoleic acid units is provided below. Which of the following statements is NOT true regarding this triacylglycerol? O || CH,−O−C–(CH,)–CH=CH—(CH2)5–CH3 O || CH−O−C−(CH2)–CH=CH–(CH,)5–CH3 O CH,−O−C−(CH,)–CH=CH–(CH,)5–CH, O Its name is glyceryl tripalmitate or tripalmitin. O It is most likely to be liquid at room temperature. O It is an oil (not a fat). O It contains 3 molecules of the same unsaturated fatty acid.arrow_forward
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- The chemical formula C4H10O results in four alcohols and three ethers for a total of seven structuralisomers. Draw pairs of structural formulas for these molecules that illustrate positional and functional isomerism on a sheet of paper. You will be drawing a total of four formulas. Label each pair as positional or functional.arrow_forwardIdentify which of the following statement(s) is/are true. (f) Aldehydes, ketones, carboxylic acids, and esters all contain a carbonyl group. (g) A compound with the molecular formula of C3H6O may be either an aldehyde, a ketone, or a carboxylic acid. (h) Bond angles about the carbonyl carbon of an aldehyde, a ketone, a carboxylic acid, and an ester are all approximately 109.5°. (i) The molecular formula of the smallest aldehyde is C3H6O, and that of the smallest ketone is also C3H6O. (j) The molecular formula of the smallest carboxylic acid is C2H4O2.arrow_forwardWhich chemical formulas represent organic compounds and which represent inorganic compounds: (a) H 2SO 4; (b) Br 2; (c) C 5H 12?arrow_forward
- Draw the hydrogen bonding that takes place between(a) two molecules of ethanol.(b) two molecules of propylamine.(c) a molecule of dimethyl ether and two molecules of water.(d) two molecules of trimethylamine and a molecule of water.arrow_forwardQ1Carrow_forwardis this statement correct?arrow_forward
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