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Naming Rules for Alkanes
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33
Organic Chemistry
Undergraduate 2
09/08/2011

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Term
CH4 (What degree is the center carbon?)
Definition
0 (None attached)
Term
CH3CH3 (What degree is the center carbon?)
Definition
1 (1 attached)
Term
CH3CH3CH3 (What degree is the center carbon?)
Definition
2 (2 attached)
Term
CHCH3CH3CH3 (What degree is the center carbon?)
Definition
3 (3 attached)
Term
CCH3CH3CH3CH3 (What degree is the center carbon?)
Definition
4 (4 attached)
Term
What's the first step to naming an alkane?
Definition
Find the longest chain
Term
SIMPLE ALKANES: Carbon Count 1
Definition
Methane
Term
SIMPLE ALKANES: Carbon Count 2
Definition
Ethane
Term
SIMPLE ALKANES: Carbon Count 3
Definition
Propane
Term
SIMPLE ALKANES: Carbon Count 4
Definition
Butane
Term
SIMPLE ALKANES: Carbon Count 5
Definition
Pentane
Term
SIMPLE ALKANES: Carbon Count 6
Definition
Hexane
Term
SIMPLE ALKANES: Carbon Count 7
Definition
Heptane
Term
SIMPLE ALKANES: Carbon Count 8
Definition
Octane
Term
SIMPLE ALKANES: Carbon Count 9
Definition
Nonane
Term
SIMPLE ALKANES: Carbon Count 10
Definition
Decane
Term
SIMPLE ALKANES: Carbon Count 11
Definition
Undecane
Term
SIMPLE ALKANES: Carbon Count 12
Definition
Dodecane
Term
What's the generic formula for naming a simple alkane?
Definition
C(x)H(2x+2)
carbon # latin root + ane
Term
How do cycloalkanes differ from the generic formula of naming simple alkanes?
Definition
C(x)H(2x)
Term
What is the IUPAC (Int'l Union of Pure and Applied Chemistry) form of naming organic compounds?
Definition
Substituent Prefix + Locant + Parent + Suffix
(work backwards)

For simple alkanes:
Substituent prefix + parent + ANE
Term
What's an alkyl?
Definition
An alkane that is missing one hydrogen. Not stable itself, but always a part of a larger molecule (parent).
Term
}-CH2-(CH2)n-CH3
Definition
n- + carbon # root + yl

Example:
}-CH2-CH2CH2CH2-CH3
n-pentyl
Term
}-CH2-(CH2)n-CH^CH3-CH3
Definition
iso + carbon root # + yl

Example:
}-CH^CH3-CH3
isopropyl
Term
}-CH2-(CH2)n-^CH3/CH3-CH3
Definition
neo + carbon root # + yl

Example:
}-CH2-C^CH3/CH3-CH3
neopentyl
Term
]-CH/CH3-(CH2)n-CH3
Definition
sec + carbon root # + yl

Example:
}-CH/CH3-CH2CH3
sec-butyl
Term
}-C^CH3/CH3-(CH2)n-CH3
Definition
tert (t-) + carbon root # - yl

Example:
}-C^CH3/CH3-CH3
t-butyl
Term
What's the second step to naming an alkane?
Definition
Number the chain from one end to the other Start at the end that will give your substituents the lowest numbers possible.
Term
What's the third step to naming an alkane?
Definition
Name its substituents, noting the number at which they are located on the parent.
Term
What's the final step to naming an alkane?
Definition
Assemble all the parts.

Substituent + parent + ane
Term
How do you know which substituent goes first in the name?
Definition
Alphabetical order, ignoring all prefixes aside from "iso" and "neo"
Term
What do you add when your alkane is a ring structure?
Definition
The prefix cyclo- to its parent name.

Rule: if the longest chain and the largest ring are equal, name the ring as the parent.

Ex: cyclohexane
Term
What do you do if your substituent is a ring structure?
Definition
You add the cyclo- prefix to its alkyl group name

Ex: cyclopropyl
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