Chapter 3: 3.5 IUPAC Systematic Naming

Question 1

State:

The general IUPAC naming rules

(6 rules)

Answer 1

1. Identify and name the longest carbon chain
2. If present, assign stereochemistry (R/S or E/Z)
3. Identify and name any substituents on the carbon chain
4. Give these substituents the appropriate ‘address’ (i.e. which carbon atom they are bonded to)
5. Add substituent names as a prefix to the carbon chain
6. Change suffix of the carbon chain if necessary (for functional groups)

Question 2

What are important things to consider for IUPAC naming?

Answer 2

1. The length of the longest carbon chain
2. The types of C-C bonds in that chain
3. The functional groups incorporated in the chain
4. The priority of each of those functional groups

Question 3

What does the root of the name allways identify?

Answer 3

The number corresponding to the longest continuous chain of carbon atoms

Question 4

List:

The roots corresponding to the number of carbon atoms

Answer 4

1. meth-
2. eth-
3. prop-
4. but-
5. pent-
6. hex-
7. hept-
8. oct-
9. non-
10. dec-

Question 5

True or False:

The longest carbon chain in the compound must include any C-C multiple bonds present

Answer 5

True, this will complete the name

Question 6

State:

The ending for different bonds in carbon chains

Answer 6

1. Single bonds only: -ane
2. Double bond(s): -ene
3. Triple bond(s): -yne

Question 7

State:

Names for substituents:
1. 1 carbon
2. 2 carbon
3. 3 carbon
4. 4 carbon

Answer 7

1. methyl (Me-)
2. ethyl (Et-)
3. propy (Pr-)
4. butyl (Bu-)

Question 8

Lower priority functional groups include:

Answer 8

• Alkyl groups
• Alkoxy groups
• Halides

Question 9

How are the names for lower priority functional groups attached to the carbon chain name?

Answer 9

They are listed before the name of the carbon chain

Question 10

How must substituents be listed number-wise?

Answer 10

Listed with the lowest possible numbering system
* Lowest address

Question 11

In IUPAC naming:

What is the rule of formatting numbers and letters?

Answer 11

Each number and letter is separated by a hyphen

Question 12

In IUPAC naming:

How do we number the constituents if there are more than one substituent?

Answer 12

The two numbers combined must give the lowest possible numbers
* E.x. 2,3 < 3,4, thus we use 2,3

Question 13

In IUPAC naming:

Are substituents listed in alphabetical order or numerical order?

Answer 13

Alphabetical order

Question 14

In IUPAC naming:

What happens when there are more than one substituent of the same type?

Answer 14

• Combine them with a prefix
• Each number of the substituent is separated by a comma

Question 15

In IUPAC naming:

What are the prefixes used when there are more than one of the same substituent?

Answer 15

1. no prefix
2. di-
3. tri-
4. tetra-
5. penta-
6. hexa-
7. hepta-
8. octa-
9. nona-
10. deca-

Question 16

List:

Functional groups from highest priority to lowest priority

Answer 16

1. Carboxylic Acids
2. Esters
3. Amides
4. Aldehydes
5. Ketones
6. Alcohols
7. Thiols
8. Alkenes
9. Alynes
10. Alkyl Halides
11. Alkanes