/*! 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 64 Draw a structural formula for ea... [FREE SOLUTION] | 91Ó°ÊÓ

91Ó°ÊÓ

Draw a structural formula for each of the following. a. 3-methylpentanoic acid b. ethyl methanoate c. methyl benzoate d. 3-chloro-2,4-dimethylhexanoic acid

Short Answer

Expert verified
a. 3-methylpentanoic acid: \(CH_3CH_2CH(CH_3)CH_2COOH\) b. ethyl methanoate: \(CH_3O-CO-CH_2CH_3\) c. methyl benzoate: \(C_6H_5-CO-O-CH_3\) d. 3-chloro-2,4-dimethylhexanoic acid: \(CH_3CH(CH_3)CH(Cl)CH(CH_3)CH_2COOH\)

Step by step solution

01

a. 3-methylpentanoic acid

First, let's break down the name of the compound: - pentanoic acid: a 5-carbon chain with a carboxylic acid group (-COOH) at one end - 3-methyl: a methyl group (-CH3) attached at the 3rd carbon of the carbon chain Now, draw the structure as follows: 1. Draw the 5-carbon chain 2. Add the carboxylic acid group at one end (C1) of the chain 3. Add a methyl group at the 3rd carbon of the chain The structural formula for 3-methylpentanoic acid is \(CH_3CH_2CH(CH_3)CH_2COOH\).
02

b. ethyl methanoate

Breaking down the compound name: - ethyl: an ethyl group, \(CH_2CH_3\) - methanoate: derived from methanoic acid, with a single carbon and a carboxylate ester group (-COO-) Then, draw the structure: 1. Draw the ethyl group, \(CH_2CH_3\) 2. Connect the ethyl group to the methanoate group, forming the ester structure The structural formula for ethyl methanoate is \(CH_3O-CO-CH_2CH_3\).
03

c. methyl benzoate

Breaking down the compound name: - methyl: a methyl group, \(CH_3\) - benzoate: derived from benzoic acid, which has a benzene ring attached to a carboxylate ester group (-COO-) Draw the structure: 1. Draw the benzene ring 2. Attach the carboxylate ester group directly to the benzene ring 3. Connect the methyl group to the carboxylate ester structure The structural formula for methyl benzoate is \(C_6H_5-CO-O-CH_3\).
04

d. 3-chloro-2,4-dimethylhexanoic acid

Breaking down the compound name: - hexanoic acid: a 6-carbon chain with a carboxylic acid group (-COOH) at one end - 3-chloro: a chlorine atom attached at the 3rd carbon of the chain - 2,4-dimethyl: two methyl groups attached at the 2nd and 4th carbons of the chain Draw the structure as follows: 1. Draw the 6-carbon chain 2. Add the carboxylic acid group at one end (C1) of the chain 3. Attach a chlorine atom at the 3rd carbon of the chain 4. Attach methyl groups at the 2nd and 4th carbons of the chain The structural formula for 3-chloro-2,4-dimethylhexanoic acid is \(CH_3CH(CH_3)CH(Cl)CH(CH_3)CH_2COOH\).

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.

Structural Formulas
Structural formulas are a way to represent molecules, showing the arrangement of atoms within the compound. They are more informative than simple molecular formulas, as they reveal which atoms are connected to each other and how.
This is particularly important in organic chemistry, where the same set of atoms can have completely different properties depending on their arrangement. For example, isomers are molecules with the same molecular formula but different structural formulas.
When drawing a structural formula, each line between atoms represents a bond, and specific chemical groups - like methyl (\(-CH_3\)) or carboxylic acids (\(-COOH\)) - are often shown to simplify understanding.
Naming Conventions
Organic chemistry has systematic naming conventions that provide essential information about the molecule. These conventions, known as IUPAC rules, indicate the number of carbon atoms, types of bonds, functional groups, and their positions.
For instance, the name "3-methylpentanoic acid" tells us that the compound has a five-carbon chain (pentane backbone) with a methyl group attached to the third carbon and a carboxylic acid group.
  • "3-methyl" - indicates a methyl group on the third carbon
  • "pentanoic acid" - a five-carbon chain ending with a carboxylic acid
Knowing how to decode these names is crucial for drawing their corresponding structural formulas accurately.
Functional Groups
Functional groups are specific groups of atoms within molecules that determine characteristic chemical reactions of those molecules. In organic chemistry, identifying these groups is key to understanding the properties and behaviors of different molecules.
Some common functional groups include:
  • Aldehydes (\(R-CHO\))
  • Ketones (\(R-CO-R'\))
  • Alcohols (\(R-OH\))
  • Carboxylic acids (\(R-COOH\))
  • Esters (\(R-COO-R'\))
Recognizing functional groups helps predict molecular reactivity and interactions.
Carboxylic Acids
Carboxylic acids are a type of organic acid characterized by the presence of a carboxyl group (\(-COOH\)). This group consists of a carbon atom double-bonded to an oxygen atom and singly bonded to a hydroxyl group (\(-OH\)).
These acids are found widely in nature and are known for their acidic properties due to the easy donation of the hydrogen atom from the hydroxyl group.
In structural formulas, the location of the carboxyl group determines the acid's name. For example, in "hexanoic acid", the prefix "hex-" involves a six-carbon chain, with the ending denoting the carboxylic acid group. To illustrate, the structure of hexanoic acid includes a six-carbon backbone with the carboxyl group attached.
Esters
Esters are derived from carboxylic acids where the \(-OH\) group is replaced by an \(-O-R'\) group - an alkoxy group. They result from the reaction between an acid and an alcohol, in a process called esterification.
Esters are known for their pleasant, fruity smells and are often used in flavorings and fragrances. Structurally, they are characterized by the functional group \(R-COO-R'\).
Esters form when the hydrogen atom in the carboxyl group's hydroxyl is replaced with an organic substituent. For example, ethyl methanoate, an ester, can be outlined with an ethyl group (\(CH_2CH_3\)) attached through an oxygen atom to a carbon chain with a single carbon (methanoate part). Recognizing this formation helps in drawing their structural formulas correctly, as shown in the given example.

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

Give the structure for each of the following. a. 3-hexene b. 2,4-heptadiene c. 2-methyl-3-octene

Consider a sample of a hydrocarbon at 0.959 atm and 298 K. Upon combusting the entire sample in oxygen, you collect a mixture of gaseous carbon dioxide and water vapor at 1.51 atm and 375 K. This mixture has a density of 1.391 g/L and occupies a volume four times as large as that of the pure hydrocarbon. Determine the molecular formula of the hydrocarbon and name it.

The Amoco Chemical Company has successfully raced a car with a plastic engine. Many of the engine parts, including piston skirts, connecting rods, and valve- train components, were made of a polymer called Torlon: What monomers are used to make this polymer?

For each of the following, fill in the blank with the correct response(s). All of the following pertain to nucleic acids. a. The substance in the nucleus of the cell that stores and transmits genetic information is DNA, which stands for. b. The basic repeating monomer units of DNA and RNA are called . c. The pentose deoxyribose is found in DNA, whereas is found in RNA. d. The basic linkage in DNA or RNA between the sugar molecule and phosphoric acid is a phosphate linkage. e. The bases on opposite strands of DNA are said to be to each other, which means the bases fit together specifically by hydrogen bonding to one another. f. In a strand of normal DNA, the base is always found paired with the base adenine, whereas is always found paired with cytosine. g. A given segment of the DNA molecule, which contains the molecular coding for a specific protein to be synthesized, is referred to as a . h. During protein synthesis, RNA molecules attach to and transport specific amino acids to the appropriate position on the pattern provided by RNA molecules. i. The codes specified by are responsible for assembling the correct primary structure of proteins.

When acrylic polymers are burned, toxic fumes are produced. For example, in many airplane fires, more passenger deaths have been caused by breathing toxic fumes than by the fire itself. Using polyacrylonitrile as an example, what would you expect to be one of the most toxic, gaseous combustion products created in the reaction?

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.