Tuesday, February 15, 2011

Organic Chemistry : Carboxylix Acid

Carboxylic acids are organic substance with carboxyl group; R-COOH, where R is some monovalent functional group. (lower priority groups.) A carboxyl group (or carboxy) is a functional group consisting of a carbonyl (RR'C=O) and a hydroxyl (R-O-H) so it has the formula -C(=O)OH, which is usually written as -COOH.

IUPAC Names
- Find the longest carbon chain containing the carboxy group.
- Then, the name is formed by changing the -e of the alkane one to -oic acid. 
- The position of the carboxy group is always the first.
- Example :  CH(CH3)2COOH = 2-methylpropanoic acid.

Physical properties

Solubility


Carboxylic acids are polar because there are both hydrogen-bond acceptors (the carbonyl) and hydrogen-bond donors (the hydroxyl). So they can do hydrogen bonding to water.  However, only small carboxylic acids (1 to 5 carbons) are soluble.


Boiling points

Carboxylic acids have highboiling points because of their two hydrogen bonds per pair of molecules (called dimers.) 

Acidity

Carboxylic acids are weak acids. Here are some examples :

Carboxylic Acids pKa
Formic acid (HCO2H) 3.77
Acetic acid (CH3COOH) 4.76
Chloroacetic acid (CH2ClCO2H) 2.86
Dichloroacetic acid (CHCl2CO2H) 1.29
Trichloroacetic acid (CCl3CO2H) 0.65
Trifluoroacetic acid (CF3CO2H) 0.5
Oxalic acid (HO2CCO2H) 1.27
Benzoic acid (C6H5CO2H) 4.2


Reactions
We can do reduction.
And we can also use Carboxylic acid to have other organic function groups. 


 Reference : BCC M.5 Chemistry Book.

http://en.wikipedia.org/wiki/Carboxylic_acid 
http://tutorvista.com
http://www.bmrb.wisc.edu

 

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