Organic Chemistry : Organic Concepts

Study concepts, example questions & explanations for Organic Chemistry

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Example Questions

Example Question #1 : Identification By Structure

Identify the common name of the fatty acid shown here.

Real oleic acid

Possible Answers:

Arachidonic acid

Palmitic ccid

Linoleic acid

Myristic acid

Oleic acid

Correct answer:

Oleic acid

Explanation:

Oleic acid is a fatty acid consisting of 18 carbon molecules and a single unsaturated (double) bond after carbon 9, as pictured.

Example Question #3 : Biological Molecules

What type of lipid is shown below? 

Triglyceride

Possible Answers:

Triglyceride

Phospholipid

Fatty acid

Steroid

Phosphatidylcholine

Correct answer:

Triglyceride

Explanation:

A triglyceride consists of three fatty acid chains bound to a glycerol backbone via ester bonds, as shown by the pictured structure.

Example Question #4 : Biological Molecules

Three fatty acid chains can be bound to a glycerol backbone via ester bonds to form a triglyceride. What type of chemical reaction is this?

Possible Answers:

Hoffman elimination

Condensation

Markovnikov

Hydrolysis

Oxidation-reduction

Correct answer:

Condensation

Explanation:

The reaction described is an esterification in which water is a product—as is characteristic of a condensation reaction—and in which an ester bond is formed to connect the fatty acid chain and the glycerol molecule.

Example Question #2 : Biological Molecules

An unknown molecule was found to have a molecular formula of . This molecule can be identified as a __________.

Possible Answers:

fatty acid

triaclyglycerol

None of these

steroid

Correct answer:

None of these

Explanation:

This question is a little bit tricky. At first glance, we would jump to the conclusion that this molecule is a long hydrocarbon chain attached to a carboxylic acid and, therefore, a fatty acid. The premise is correct. However, our conclusion is false because, by convention, a fatty acid must contain a carbon chain of at least 12 carbons. The given formula does not match the description for a steroid or triacylglycerol. The correct answer is none of these.

Example Question #5 : Biological Molecules

What is the primary biological function of a fatty acid?

Possible Answers:

All of these

To serve as a water barrier on the outside of leaves and feathers

To serve as a medium for the derivation of other important lipids

To serve as a medium for energy storage

Correct answer:

To serve as a medium for the derivation of other important lipids

Explanation:

The primary biological function of a fatty acid is to serve as a medium for the derivation of other important lipids such as waxes, triacylglycerols, phospholipids, and other necessary lipids.

Example Question #6 : Biological Molecules

Before the advent of synthetic soap, hand soap was made from animal fat, namely triacylglycerols. What property of triacylglycerols make them an ideal component in hand soap?

Possible Answers:

The presence of hydrophobic tails and hydrophilic heads that work to dissolve into and remove dirt/grease on the skin

None of these

The ability to engulf and digest harmful bacteria on skin

The ability to engulf dirt/grease on skin

Correct answer:

The presence of hydrophobic tails and hydrophilic heads that work to dissolve into and remove dirt/grease on the skin

Explanation:

A triacylglycerol is derived from the hydrolysis of glycerols and fatty acids. Triacylglycerols have hydrophobic hydrocarbon tails and hydrophilic heads (amphipathic). The hydrophobic tails dissolve into dirt/grease on the skin while the hydrophilic tails work with running water to suspend and remove the dissolved impurities.

Example Question #7 : Biological Molecules

 

Based on the formula and structure of this molecule, this molecule can be classified as a __________.

Possible Answers:

fatty acid

complex sugar

wax

protein

Correct answer:

wax

Explanation:

The correct answer is the lipid, wax. Lipids can often be identified based on their structure alone. The general structure of wax is an ester with two long carbon chains on each end of the ester, as seen in this problem. Additionally, fatty acids can be identified simply as long carbon chains with a carboxylic acid on one end, while the general structure of steroids can be seen as four connected hydrocarbon rings.

Example Question #11 : Biological Molecules

The following terpene is classified as which of the following?

Screen shot 2015 11 16 at 11.58.57 am

Possible Answers:

Monoterpenoid

Eicosanoid

Hemiterpene

Monoterpene

Diterpene

Correct answer:

Monoterpene

Explanation:

The molecule's skeletal structure contains two isoprene (2-methylbutyl) units, and therefore the molecule is a monoterpene.

Example Question #12 : Biological Molecules

Screen shot 2015 11 21 at 4.19.06 pm

Which of these two fatty acids has the lower melting point and why?

Possible Answers:

Stearic acid, because it contains more cis double bonds.

Alpha-linolenic acid, because it contains more cis double bonds.

Alpha-linolenic acid, because it contains fewer cis double bonds.

Stearic acid, because it contains fewer cis double bonds.

They have the same melting point since both have 18 carbons.

Correct answer:

Alpha-linolenic acid, because it contains more cis double bonds.

Explanation:

Fatty acids that contain a higher degree of unsaturation (more alkene bonds) will introduce more "kinks" into the hydrocarbon chain. This "kinked" chain does not stack nicely with other fatty acids of its kind and therefore are more likely to slip past each other at lower temperatures. This is primarily due to the van der Waals forces within the unsaturated fatty acids being disrupted with the introduction of double bonds. As a result, unsaturated fatty acids generally have a lower melting point than saturated fatty acids.

Example Question #181 : Organic Concepts

Chemists and biochemists have many ways of representing sugars. Glucose, the most common hexose, is shown below in various linear and cyclic projections. Using the linear and cyclic projection of your choice, can you indicate which colored oxygen in the linear form corresponds to the circled hemiacetal oxygen once the cyclization reaction is complete?

Q3

Possible Answers:

Green

Yellow

Red

Purple

Blue

Correct answer:

Purple

Explanation:

This answer, regardless of your preference of projection type, is easiest to obtain using arrow pushing for the cyclization reaction to keep track of each carbon and oxygen:

A3

The purple carbon in the linear projection ends in the circled hemiacetal position.

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