CSUMB
ESSP 311 Organic Chemistry I
Ronald W. Rinehart, Ph.D.

Functional Groups

 

There are a large number of alkane and cycloalkane hydrocarbons alone, but the real variety in organic compounds becomes apparent when we consider additional classes of compounds containing new structural features like double and triple bonds and other elements in addition to C and H. Each type of functional group makes distinctive contributions to the physical properties and chemical properties [types of reactions possible] to the molecules which contain it. Compounds containing alkyl groups and one of the functional groups below are assigned to the eponymous class of compound. It is possible for a compound to contain more than one type of functional group.

I note that in Carey's brand-new 5th edition [CSUMB is presently using the 4th, MPC the 3rd edition], this material is presented in the fourth, not the second chapter. I can cut you a little slack on this stuff for now, but you'll have to know it sooner or later -- and sooner is better than later!

PowerPoint slides on functional groups by Mark Bishop at MPC
 http://www.mpcfaculty.net/mark_bishop/PP_organic_files/frame.htm
Functional Group review from Purdue University
 http://chemed.chem.purdue.edu/organic/topicreview/functiongrps/fungroupframe.html
Functional Group Recognition from Penn State University
 http://www.personal.psu.edu/faculty/s/e/seb16/f99/chem38/helpers/functionalgroup/
 
 

Note: the annoying black half-frames which you might be seeing around the images below if you're using Netscape will probably disappear if you use MS Internet Explorer -- only to be replaced by some bogus black lines to the right of the image (sigh!).


CLASS


CHARACTERISTIC

GROUP
text representation

TYPICAL GROUP STRUCTURE

alkyl halides
or
haloalkanes

RX,
where X = F, Cl, Br, I


alkenes

C=C



 

alkynes

C ≡C



 

aromatics

C6H5

ArH


alcohols

ROH



 

phenols ArOH

 

ethers

ROR’



 

epoxides

take a look à



 

thiols or
mercaptans

RSH


sulfides

RSR’



 

disulfides

RS-SR”



 

sulfoxides

RSOR’



 

sulfones

RSO2R’



 

sulfonic acids

RSO3H


aldehydes

RCHO or RC(=O)H



 

ketones

RCOR’ or RC(=O)R’



 

amines

RNH2, R2NH, R3N



 

nitro cmpds

RNO2, ArNO2



 

carboxylic acids

RCO2H



 

esters

RCO2R’



 

amides


RCONHR’


nitriles


RCN


acid anhydrides

RC(=O)-O-C(=O)R’



 

acyl chlorides

RCOCl



 

heterocyclics

alkaloid table

take a look à



 

 © Ronald W. Rinehart, 2002  Structures drawn with MDL IsisDraw™