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Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 3.8, Problem 31P
Predict the approximate size of the following bond angles. (Hint: See Sections 1.11 and 1.12.)
- a. the C—O—C bond angle in an ether
- b. the C—N—C bond angle in a secondary
amine - c. the C—O—H bond angle in an alcohol
- d. the C—N—C bond angle in a quaternary ammonium salt
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Students have asked these similar questions
Predict the approximate size of the following bond angles.
a. the C-O-C bond angle in an ether b. the C-N-C bond angle in a secondary amine c. the C-O-H bond angle in an alcohol d. the C-N-C bond angle in a quaternary ammonium salt
Predict which bond is the most polar in ethanol, CH3CH2OH.
A.
C-C
B.
C-H
C.
C-O
D.
O-H
2. To the left, complete the Lewis diagram for a
simple amide described by the condensed
formula CH(O)NH2.
Use your Lewis diagram to fill in the table below:
H's
Electronic Geometry
Shape
C
O
N
What bond angles would you assign for this molecule? Hint there should be six different bond
angles or five different "types" of bond angles.
Chapter 3 Solutions
Organic Chemistry (8th Edition)
Ch. 3.1 - Name each of the following:Ch. 3.1 - Draw the structure of a compound with molecular...Ch. 3.1 - Draw the structures and name the four...Ch. 3.1 - Prob. 6PCh. 3.1 - Draw the structure for each of the following: a....Ch. 3.1 - Name the following compounds: a. CH3OCH2CH3 b....Ch. 3.2 - Prob. 9PCh. 3.2 - Draw the structure for each of the following: a....Ch. 3.2 - Give each substituent on the nine-carbon chain a...Ch. 3.2 - Prob. 14P
Ch. 3.3 - What is each compounds systematic name?Ch. 3.3 - Prob. 16PCh. 3.3 - Prob. 17PCh. 3.3 - Prob. 18PCh. 3.3 - Prob. 19PCh. 3.4 - Give two names for each of the following alkyl...Ch. 3.4 - Prob. 21PCh. 3.5 - a. What is each ethers systematic name? 1....Ch. 3.6 - Give each of the following a systematic name and...Ch. 3.6 - Draw the structures of a homologous series of...Ch. 3.6 - Prob. 25PCh. 3.6 - Prob. 26PCh. 3.7 - Prob. 27PCh. 3.7 - Are the following compounds primary, secondary, or...Ch. 3.7 - Draw condensed and skeletal structures for each of...Ch. 3.7 - For each of the following, give the systematic...Ch. 3.8 - Predict the approximate size of the following bond...Ch. 3.9 - Prob. 32PCh. 3.9 - Prob. 33PCh. 3.9 - Prob. 34PCh. 3.9 - Rank the following compounds from highest boiling...Ch. 3.9 - Rank the compounds in each set from highest...Ch. 3.10 - In which solvent would cyclohexane have the lowest...Ch. 3.10 - Prob. 38PCh. 3.10 - Prob. 39PCh. 3.11 - a. Draw all the staggered and eclipsed conformers...Ch. 3.11 - Prob. 41PCh. 3.11 - Using Newman projections, draw the most stable...Ch. 3.12 - The bond angles in a regular polygon with n sides...Ch. 3.12 - Prob. 44PCh. 3.13 - Draw 1,2,3,4,5,6-hexachlorocydohexane with a. all...Ch. 3.14 - Using the data in Table 3.9, calculate the...Ch. 3.14 - The chair conformer of fluorocyclohexane is 0.25...Ch. 3.15 - Prob. 48PCh. 3.15 - Which has a higher percentage of the...Ch. 3.15 - a. Draw the more stable chair conformer of...Ch. 3.15 - For each of the following disubstituted...Ch. 3.15 - a. Draw Newman projections of the two conformers...Ch. 3.15 - a. Calculate the energy difference between the two...Ch. 3 - a. How many hydrogen does an alkene with 17...Ch. 3 - Draw the structure of octane and isooctaneCh. 3 - Draw a condensed structure and a skeletal...Ch. 3 - Prob. 56PCh. 3 - a. What is each compounds systematic name? b. Draw...Ch. 3 - Which of the following represents a cis isomer?Ch. 3 - a. How many primary carbons does each of the...Ch. 3 - Which of the following conformers of isobutyl...Ch. 3 - Draw a skeletal structure for an alkane that has...Ch. 3 - What is each compounds systematic name? a....Ch. 3 - Which bus a. the higher boiling point:...Ch. 3 - a. Draw Newman projections of the two conformers...Ch. 3 - Ansaid and Motrin belong to the group of drugs...Ch. 3 - Prob. 66PCh. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 69PCh. 3 - Draw skeletal structures for the following: a....Ch. 3 - For rotation about the C-3C-4 bond of...Ch. 3 - Prob. 72PCh. 3 - What is each compounds systematic name? a. b. c....Ch. 3 - Draw the two chair conformers for each of the...Ch. 3 - Why are lower molecular weight alcohols more...Ch. 3 - a. Draw a potential energy diagram for rotation...Ch. 3 - For each of the following compound, determine...Ch. 3 - How many ethers have molecular formula C5H12O?...Ch. 3 - Draw the most stable conformer of the following...Ch. 3 - What is each compounds systematic name?Ch. 3 - Calculate the energy difference between the two...Ch. 3 - The most stable from of glucose (blood sugar) is a...Ch. 3 - What is each compound s systematic name?Ch. 3 - Explain the following: a. 1-Hexanol has a higher...Ch. 3 - One of the chair conformers of cis-...Ch. 3 - Bromine is a larger atom than chlorine, but the...Ch. 3 - Name the following compounds:Ch. 3 - Prob. 88PCh. 3 - Using the data obtained in Problem 85, calculate...Ch. 3 - Draw the conformers for the following...
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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Use the following Lewis diagram for 1-propanol to answer the questions: H H H H- 2 Remember that geometry refers to the geometry defined by the atoms, not the electron pairs. The geometry about atom Cq is linear The ideal value of the C-C-C angle at atom C2 is 115 degrees. The geometry about atom O3 is triangular planararrow_forwardPls refer to the picture for the questions and choices. Pls include proper explanations.arrow_forwardRank the following molecules by their increasing vapor pressure. Molecule A: a small, nonpolar hydrocarbon Molecule B: a small, polar molecule with an H-N bond Molecule C: a salt Molecule D: a small, polar molecule ● . . .arrow_forward
- . Circle and label all of the non-alkane functional groups. Be as specific as possible (use 1o, 2o and 3o to describe amines and amides). Then, draw the line angle structure.arrow_forwardKINDLY ANSWER THE THREE QUESTIONS GIVEN FROM NUMBERS 9 TO 11.arrow_forward9. Which of the following are constitutional isomers of one another? Bubble in all that apply. IZ NH₂ 10. Which of the following is the electronic geometry for the nitrogen atom in N,N-diisopropylethylamine? Write the letter of your answer in the box provided. A. Tetrahedral B. Trigonal Planar C. Linear D. Bentarrow_forward
- Sketch the hydrogen bond(s) that form between two molecules of ethanol and one nitrogen trihydride molecule and one dihydrogen monoxide molecule. Show the proper VSEPR shapes of all molecules (meaning VSEPR shapes with proper bond angles) and used dotted or dashed lines to indicate the hydrogen bonds. Indicate 4 different H-bonds: 1) ethanol and nitrogen trihydride 2) ethanol and dihydrogen monoxide 3) dihydrogen monoxide and nitrogen trihydride and then 4) between the two ethanol molecules.arrow_forwardWhy does NH3 have a higher boiling point than BH3?To answer this question, draw out the Lewis structure for each molecule, and then draw out the VSEPR shape for each molecule. Also, Butane is more viscous (has higher intermolecular forces) than ethane. Why?arrow_forwardUse the following Lewis diagram for 1-butyne to answer the questions: H H H-C=C-CICIH 12 13 1 H H Remember that geometry refers to the geometry defined by the atoms, not the electron pairs. The geometry about atom C₁ is The ideal value of the C-C-C angle at atom C₂ is The geometry about atom C3 is degrees.arrow_forward
- Refer to image below: In relation to the question above, what type of interaction is involved? choices: Hydrogen bond, Ionic, Hydrophobic, or hydrophilicarrow_forward23. Which of these formulas is(are) not valid for octane? A. C3H18 B. C3H20 C. C3H16 D. CH3CH2CH2CH2CH2CH2CH2CH3 E. CH3(CH2)6 CH3arrow_forwardFor a molecular formula of CsH6O: e a) Draw Lewis structures, showing all bonding and non-bonding electrons, for one compound with an alcohol functional group; one with an ether functional group; one with a ketone functional group; and one with an aldehyde functional group. For each compound, indicate all bond angles and build a molecular model. Indicate whether each pair of valence electrons is non-bonding (n) or o- or л-bonded. For each atom, indicate the corresponding orbitals that are involved (e.g. nsp3, osp3-sp3, etc.). b) c)arrow_forward
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