/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Problem 12 Which of the following molecules... [FREE SOLUTION] | 91Ó°ÊÓ

91Ó°ÊÓ

Which of the following molecules are likely to form hydrogen bonds: (a) \(\mathrm{CH}_{3} \mathrm{OCH}_{3}\); (b) \(\mathrm{CH}_{3} \mathrm{COOH}\); (c) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{OH}\); (d) \(\mathrm{CH}_{3} \mathrm{CHO}\) ?

Short Answer

Expert verified
Molecules (b) \(\mathrm{CH}_{3}COOH\) and (c) \(\mathrm{CH}_{3}CH_{2}OH\) can form hydrogen bonds.

Step by step solution

01

Understanding Hydrogen Bonding

Firstly, recognize that hydrogen bonding is a special type of dipole-dipole interaction that occurs only when hydrogen is bonded to nitrogen (N), oxygen (O), or fluorine (F). In hydrogen bonding, hydrogen must be directly attached to one of these highly electronegative atoms, and there should be another N, O, or F atom with a lone pair of electrons for it to interact with.
02

Evaluating Molecules for Hydrogen Bonding Capabilities

Evaluate each molecule in the list to determine if hydrogen is bonded to N, O, or F, and if there are N, O, or F atoms available in the molecule with lone pairs for potential hydrogen bonding.
03

Analyzing \(\mathrm{CH}_{3}OCH_{3}\)

This molecule, dimethyl ether, does have an oxygen atom, but the oxygen is not attached to any hydrogen atoms. Hence, it cannot form hydrogen bonds.
04

Analyzing \(\mathrm{CH}_{3}COOH\)

This molecule, acetic acid, has a COOH (carboxylic acid) group where the oxygen is bonded to a hydrogen atom and also contains lone pairs. Therefore, this molecule is capable of forming hydrogen bonds.
05

Analyzing \(\mathrm{CH}_{3}CH_{2}OH\)

The molecule, ethanol, has a hydroxyl (OH) group, where the oxygen is bonded to a hydrogen atom and has lone pairs. This means that ethanol can form hydrogen bonds.
06

Analyzing \(\mathrm{CH}_{3}CHO\)

This molecule, acetaldehyde, also has an oxygen atom, but the hydrogen is not directly attached to this oxygen atom, thus it cannot form hydrogen bonds.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with 91Ó°ÊÓ!

Key Concepts

These are the key concepts you need to understand to accurately answer the question.

Chemical Bonding
Chemical bonding is the force that holds atoms together in chemical compounds. This attraction can be between electrons and protons, as well as between atoms and molecules. There are three primary types of chemical bonds: ionic, covalent, and metallic.

Hydrogen bonds, while technically not a type of chemical bond like ionic or covalent bonds, are exceptionally strong dipole-dipole interactions and are much weaker than covalent bonds but stronger than other dipole-dipole forces and dispersion forces. They play crucial roles in the molecular structure and properties of compounds, especially in biological molecules like DNA and proteins.
Dipole-Dipole Interactions
Dipole-dipole interactions occur between the positive end of one polar molecule and the negative end of another. These forces are present in molecules where the distribution of electrons between the bonded atoms is uneven, creating a dipole moment.

Hydrogen bonds are a specific type of strong dipole-dipole interaction that requires the presence of a highly electronegative element like nitrogen, oxygen, or fluorine directly bonded to a hydrogen atom. The positive charge of the hydrogen is attracted to the negative charge of the lone pairs on these electronegative atoms in nearby molecules, leading to the formation of a network of interactions.
Electronegativity
Electronegativity is a measure of how strongly an atom can attract and hold onto electrons when it forms a chemical bond. Elements such as nitrogen (N), oxygen (O), and fluorine (F) are highly electronegative and tend to attract electrons towards themselves in a covalent bond.

In molecules with hydrogen bonding, it's the high electronegativity of N, O, or F that allows these atoms to participate in those strong dipole-dipole interactions we refer to as hydrogen bonds. The difference in electronegativity between these atoms and hydrogen is significant enough to allow this special kind of bonding, which is critical for the properties of many substances.
Molecular Structure
Molecular structure refers to the three-dimensional arrangement of atoms within a molecule. The structural makeup is determined by the chemical bonds and interactions between atoms, including ionic and covalent bonds, as well as weaker forces such as hydrogen bonds and van der Waals forces.

The shape of a molecule significantly influences its physical properties and reactivity. For instance, the presence of hydrogen bonds can lead to a higher boiling point, as more energy is required to break the interactions between molecules. In biological systems, the molecular structure, including hydrogen bonds, dictates the function of complex molecules, such as the double helix structure of DNA.

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Suggest, giving reasons, which substance in each of the following pairs is likely to have the higher normal boiling point: (a) \(\mathrm{H}_{2} \mathrm{~S}\) or \(\mathrm{H}_{2} \mathrm{O}\); (b) \(\mathrm{NH}_{3}\) or \(\mathrm{PH}_{3}\); (c) \(\mathrm{KBr}\) or \(\mathrm{CH}_{3} \mathrm{Br}\); (d) \(\mathrm{CH}_{4}\) or \(\mathrm{SiH}_{4}\).

Draw the Lewis structure of (a) \(\mathrm{CF}_{4}\), (b) \(\mathrm{SF}_{4}\), name the molecular shape, and indicate whether each can participate in dipole- dipole interactions.

All the alkali metals crystallize with bec structures. (a) Find a general equation relating the metallic radius to the density of a bcc solid of an element in terms of its molar mass and use it to deduce the atomic radius of each of the following elements, given the density of each \(\left(\right.\) in \(\left.\mathrm{g} \cdot \mathrm{cm}^{-3}\right): \mathrm{Li}, 0.53 ; \mathrm{Na}, 0.97 ; \mathrm{K}, 0.86 ; \mathrm{Rb}, 1.53\); Cs, 1.87. (b) Find a factor for converting the density of a bcc element into the density that it would have if it crystallized in a ccp structure. (c) Calculate what the densities of the alkali metals would be if they were ccp. (d) Which, if any, would float on water?

Ethylammonium nitrate, \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{NH}_{3} \mathrm{NO}_{3}\), was the first ionic liquid to be discovered. Its melting point of \(12^{\circ} \mathrm{C}\) was reported in 1914 and it has since been used as a nonpolluting solvent for organic reactions and for facilitating the folding of protcins. (a) Draw the Lewis structure of each ion in ethylammonium nitrate and indicate the formal charge on each atom (in the cation, the carbon atoms are attached to the \(N\) atom in a chain: \(\mathrm{C}-\mathrm{C}-\mathrm{N})\). (b) Assign a hybridization scheme to each \(\mathrm{C}\) and \(\mathrm{N}\) atom. (c) Ethylammonium nitrate cannot be used as a solvent for some reactions because it can oxidize some compounds. Which ion is more likely to be the oxidizing agent, the cation or anion? Explain your answer. (d) Ethylammonium nitrate can be prepared by the reaction of gaseous ethylamine, \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{NH}_{2}\), and aqueous nitric acid. Write the chemical equation for the reaction. What type of reaction is this? (e) \(2.00 \mathrm{~L}\) of ethylamine at \(0.960\) atm and \(23.2^{\circ} \mathrm{C}\) was bubbled into \(2.50 .0 \mathrm{~mL}\) of \(0.240 \mathrm{M} \mathrm{HNO}_{3}(\mathrm{aq})\) and \(4.10 \mathrm{~g}\) of ethylammonium nitrate was produced. What were the theoretical and percentage yields of the salt? (f) Suggest ways in which the forces that hold ethylammonium nitrate ions together in the solid state differ from those that hold together salts such as sodium chloride or sodium bromide. (g) Low-melting salts in which the cation is inorganic and the anion organic have been prepared. Explain the trend in melting point seen in the following series: sodium acetate \(\left(\mathrm{NaCH}_{3} \mathrm{CO}_{2}\right)\), \(324^{\circ} \mathrm{C}\); sodium propanoate \(\left(\mathrm{NaCH}_{3} \mathrm{CH}_{2} \mathrm{CO}_{2}\right), 285^{\circ} \mathrm{C}\); sodium butanoate \(\left(\mathrm{NaCH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CO}_{2}\right), 76^{\circ} \mathrm{C}\); and sodium pentanoate \(\left(\mathrm{NaCH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{CO}_{2}\right), 64^{\circ} \mathrm{C}\).

When an oxide of uranium crystallizes the uranium cations form an expanded cubic close-packed array with an oxide ion in each tetrahedral hole. (a) Determine the coordination numbers of the two ions. (b) Write the formula of the oxide.

See all solutions

Recommended explanations on Chemistry Textbooks

View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.