
General, Organic, & Biological Chemistry
3rd Edition
ISBN: 9780073511245
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 4.5, Problem 4.16P
Name each compound: (a)
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136
PRACTICAL SPECTROSCOPY
Compound 78 is a high-boiling liquid (boiling point 189° C) that contains halogen, but will not react with alkoxides to yield an
halogen.
ether. The Mass, IR, and 'H NMR spectra, along with 13C NMR data, are given below. Elemental Analysis: C, 35.32; H, 2.47; contains
BC Spectral Data:
doublet, 137.4 ppm;
doublet, 130.1 ppm;
doublet, 127.4 ppm;
singlet, 97.3 ppm
Absorbance
Mass Spectrum
Intensity
77
77
204
M
+
128
40
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160 180
m/e
200 220
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240 260
300
Infrared Spectrum
Wave Number, cm -1
4000 3000 2500 2000
1500
1300 1200 1100
1000
900
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700
3
6
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8
9
10
12
13
15
Wavelength, microns
'H NMR
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5
Structure:
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ppm, &
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Chapter 4 Solutions
General, Organic, & Biological Chemistry
Ch. 4.1 - Use electron-dot symbols to show how a hydrogen...Ch. 4.1 - Use electron-dot symbols to show how two chlorine...Ch. 4.1 - How many covalent bonds are predicted for each...Ch. 4.1 - Fill in the lone pairs on each atom to give every...Ch. 4.1 - Prob. 4.5PCh. 4.1 - Draw a Lewis structure for each covalent molecule....Ch. 4.1 - Draw a Lewis structure for dimethyl ether (C2H6O)...Ch. 4.2 - Prob. 4.8PCh. 4.2 - Prob. 4.9PCh. 4.2 - Prob. 4.10P
Ch. 4.3 - Prob. 4.11PCh. 4.3 - Prob. 4.12PCh. 4.4 - Prob. 4.13PCh. 4.4 - Draw resonance structures for each polyatomic...Ch. 4.4 - Nitrous oxide, N2O, is a sweet-smelling gas...Ch. 4.5 - Name each compound: (a) CS2; (b) SO2; (c) PCl5;...Ch. 4.5 - Prob. 4.17PCh. 4.5 - What is the shape around the indicated atom in...Ch. 4.6 - NaNH2, sodium amid, is a salt that contains a...Ch. 4.6 - Prob. 4.20PCh. 4.7 - Using the trends in the periodic table, rank the...Ch. 4.7 - Use electronegativity values to classify the...Ch. 4.7 - Prob. 4.23PCh. 4.8 - Prob. 4.24PCh. 4.9 - Prob. 4.25PCh. 4.9 - Prob. 4.26PCh. 4 - For each pair of compounds, classify the bonding...Ch. 4 - For each pair of compounds, classify the bonding...Ch. 4 - Prob. 4.29PCh. 4 - How many bonds and lone pairs are typically...Ch. 4 - Prob. 4.31PCh. 4 - Fill in the lone pairs needed to give the main...Ch. 4 - Prob. 4.33PCh. 4 - Convert the 3-D model of the general anesthetic...Ch. 4 - Draw a valid Lewis structure for each molecule. Hl...Ch. 4 - Draw a valid Lewis structure for each molecule....Ch. 4 - Prob. 4.37PCh. 4 - Prob. 4.38PCh. 4 - Draw a valid Lewis structure for...Ch. 4 - Draw a valid Lewis structure for phosgene, CCl2O ,...Ch. 4 - Draw a valid Lewis structure for each ion: (a)...Ch. 4 - Draw a valid Lewis structure for each ion: (a)...Ch. 4 - Keeping in mind that some elements violate the...Ch. 4 - Keeping in mind that some elements violate the...Ch. 4 - Prob. 4.45PCh. 4 - Prob. 4.46PCh. 4 - Prob. 4.47PCh. 4 - Prob. 4.48PCh. 4 - Prob. 4.49PCh. 4 - Label each pair of compounds are resonance...Ch. 4 - Prob. 4.51PCh. 4 - Draw three resonance structures for the nitrate...Ch. 4 - Name each covalent compound. PBr3 SO3 NCl3 P2S5Ch. 4 - Name each covalent compound. SF6 CBr4 N2O P4O10Ch. 4 - Prob. 4.55PCh. 4 - Prob. 4.56PCh. 4 - Add lone pairs where needed to give octets and...Ch. 4 - Add lone pairs where needed to give octets and...Ch. 4 - Prob. 4.59PCh. 4 - Match each compound with one of the molecular...Ch. 4 - Prob. 4.61PCh. 4 - Add lone pairs where needed to give octets and...Ch. 4 - Prob. 4.63PCh. 4 - Considering each of the given ball-and stick...Ch. 4 - Prob. 4.65PCh. 4 - Prob. 4.66PCh. 4 - Prob. 4.67PCh. 4 - Predict the bond angles around the indicated atoms...Ch. 4 - Prob. 4.69PCh. 4 - Prob. 4.70PCh. 4 - Rank the atoms in each group in order of...Ch. 4 - Prob. 4.72PCh. 4 - Prob. 4.73PCh. 4 - Using electronegativity values, classify the bond...Ch. 4 - Label the bond formed between carbon and each of...Ch. 4 - Label the bond formed between fluroine and each of...Ch. 4 - Which bond in each pair is more polar-that is, has...Ch. 4 - Which bond in each pair is more polar-that is, has...Ch. 4 - Prob. 4.79PCh. 4 - Prob. 4.80PCh. 4 - Label the polar bonds and then decide if each...Ch. 4 - Label the polar bonds and then decide if each...Ch. 4 - Prob. 4.83PCh. 4 - Explain why H2O is a polar molecule but H2S is...Ch. 4 - Convert each ball-and-stick model to a Lewis...Ch. 4 - Convert each ball-and-stick model to a Lewis...Ch. 4 - Answer the following questions about the molecule...Ch. 4 - Answer the following question about the molecule...Ch. 4 - Prob. 4.89PCh. 4 - Lactic acid gives sour milk its distinctive taste....Ch. 4 - Prob. 4.91PCh. 4 - Prob. 4.92PCh. 4 - Prob. 4.93PCh. 4 - Prob. 4.94PCh. 4 - Isobutyl cyanoacrylate is used in medical glues to...Ch. 4 - Prob. 4.96PCh. 4 - Cyclopropane is a stable compound that contains...Ch. 4 - Prob. 4.98CPCh. 4 - Prob. 4.99CPCh. 4 - Prob. 4.100CP
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- 3. Synthesize the following synthon from the indicated starting material. i HO.arrow_forwardIdentifying the stereochemistry of natural Write the complete common (not IUPAC) name of each molecule below. Note: if a molecule is one of a pair of enantiomers, be sure you start its name with D- or L- so we know which enantiomer it is. molecule H O-C-CH2 H3N. HN N H C=O common name (not the IUPAC name) NH3 ☐ H3N H ☐ CH2 Xarrow_forward> Draw the structure of alanine at pH 1.2. Click and drag to start drawing a structure.arrow_forward
- Understanding the general acid-base properties of amino acids O Proteins Imagine each of the molecules shown below was found in an aqueous solution. Can you tell whether the solution is acidic, basic, or neutral? molecule The solution is... 010 H3N-CH-C-OH CH HO CH3 O acidic O basic neutral O (unknown) H3N HO 0 O acidic O basic neutral ○ (unknown) H3N-CH-C-O CH2 CH3-CH-CH3 O acidic O basic Oneutral ○ (unknown) O= X H2N-CH-C-O CH3 CH CH3 acidic O basic O neutral ○ (unknown) ? 000arrow_forwardImagine each of the molecules shown below was found in an aqueous solution. Can you tell whether the solution is acidic, basic, or neutral? molecule 0=0 H3N-CH-C-o HO CH2 OH The solution is... O acidic O basic O neutral O (unknown) H₂N acidic O basic O neutral ○ (unknown) + H3N O OH O acidic O basic O neutral O (unknown) H2N-CH-C-O CH3 O acidic O basic neutral ○ (unknown) X ? olo HEarrow_forwardRecognizing ampli Draw an a amino acid with a methyl (-CH3) side chain. Explanation Check Click and drag to start drawing a structure. X Carrow_forward
- Write the systematic name of each organic molecule: structure name × HO OH ☐ OH CI CI O CI OH OHarrow_forwardく Check the box under each a amino acid. If there are no a amino acids at all, check the "none of them" box under the table. Note for advanced students: don't assume every amino acid shown must be found in nature. COO H3N-C-H CH2 HO CH3 NH3 O CH3-CH CH2 OH Onone of them Explanation Check + H3N O 0. O OH + NH3 CH2 CH3-CH H2N C-COOH H O HIC + C=O H3N-C-O CH3- - CH CH2 OH Х 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center Accesarrow_forwardWrite the systematic name of each organic molecule: structure HO-C-CH2-CH3 O -OH CH3-CH2-CH2-CH2-CH2-C-OH CH3 CH3-CH-CH2-C-OH Explanation Check S namearrow_forward
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