1. Organic Chemistry, 6th edition Paula Yurkanis Bruice
Chapter 27
The Organic Chemistry of Lipids
Brian L. Groh
Minnesota State University, Mankato
Mankato, MN
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

2. Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
27.1
The common name for a C16 straight chain saturated fatty acid is ________.
Arachidonic
Myristic
Palmitic
Palmitoleic
Stearic
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

3. Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.
27.1
The common name for a C16 straight chain saturated fatty acid is ________.
Arachidonic – C20 unsaturated
Myristic – C 14 saturated
Palmitic – C16 saturated
Palmitoleic – C16 unsaturated
Stearic – C18 saturated
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

4. Which term best describes the compound CH3(CH2)24CO2(CH2)29CH3
27.2
Which term best describes the compound CH3(CH2)24CO2(CH2)29CH3
A fatty acid
An oil
A terpene
A wax
A prostaglandin
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

5. Which term best describes the compound CH3(CH2)24CO2(CH2)29CH3
27.2
Which term best describes the compound CH3(CH2)24CO2(CH2)29CH3
A fatty acid
An oil
A terpene
A wax
A prostaglandin
Waxes are high molecular weight esters formed from long-chain carboxylic acids and long-chain alcohols.
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

6. Which of the following best describes the compound below?
27.3
Which of the following best describes the compound below?
An unsaturated fat
A saturated fat
An oil
A triacylglycerol
C and D
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

7. Which of the following best describes the compound below?
27.3
Which of the following best describes the compound below?
An unsaturated fat
A saturated fat
An oil
A triacylglycerol
C and D
Olive oil is a triacylglycerol containing about 84% oleic acid, a monounsaturated C18 fatty acid.
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

8. Which statement is not true about prostaglandins?
27.5
Which statement is not true about prostaglandins?
They are found in all body tissues.
They regulate many physiological responses.
They all have 5-membered rings.
Prostaglandins are made from arachidonic acid.
Nonsteroidal anti-inflammatory drugs increase the production of prostaglandins.
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

9. Which statement is not true about prostaglandins?
27.5
Which statement is not true about prostaglandins?
They are found in all body tissues.
They regulate many physiological responses.
They all have 5-membered rings.
Prostaglandins are made from arachidonic acid.
Nonsteroidal anti-inflammatory drugs increase the production of prostaglandins.
Nonsteroidal anti-inflammatory drugs (NSAIDs) inhibit the synthesis of all prostaglandins.
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

10. Sesquiterpenes have _____ carbons.
27.6
Sesquiterpenes have _____ carbons. 10 15 20 30 40
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

11. Sesquiterpenes have _____ carbons.
27.6
Sesquiterpenes have _____ carbons.
10 – monoterpenes
15 – sesquiterpenes
20 – diterpenes
30 – triterpenes
40 – tetraterpenes
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

12. Which of the following best describes the compound below?
27.8
Which of the following best describes the compound below?
Carbohydrate
Prostaglandin
Steroid
Triglyceride
Vitamin
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

13. Which of the following best describes the compound below?
27.8
Which of the following best describes the compound below?
Carbohydrate
Prostaglandin
Steroid
Triglyceride
Vitamin
This is the steroid cholic acid. All steroids have the basic tetracyclic (four fused ring) structure.
Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.