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Carboxymethylcellulose (CMC)

Carboxymethylcellulose dissolves rapidly to control viscosity.

 

V Source
V Structural unit
V Molecular structure
V Functionality

Source

Carboxymethylcellulose (CMC; E466) is a chemically modified derivative of cellulose formed by its reaction with alkali and chloroacetic acid.

Structural unit

A representative structure for carboxymethylcelluloseRepresentative structure for carboxymethylcellulose

 

The CMC structure has the β-(1->4)-D-glucopyranose polymer chain of cellulose. Different preparations have varying degrees of substitution, generally in the range of 0.6 - 0.95 derivatives per monomer unit.  [Back to Top to top of page]

Molecular structure

On average, CMC molecules are somewhat shorter than native cellulose with uneven derivatization giving areas of high and low substitution. This substitution is mostly  2-O- and 6-O-linked, followed in order of importance by  2,6-di-O- then 3-O-, 3,6-di-O-, 2,3-di-O- lastly 2,3,6-tri-O-.linked. It appears that the substitution process is a slightly cooperative (within residues) rather than random process giving somewhat higher than expected unsubstituted and trisubstituted areas. CMC molecules are most extended (rod-like) at low concentrations. At higher concentrations the molecules overlap and coil up and then, at high concentrations, entangle to become a thermoreversible gel. Increasing ionic strength and reducing pH both decrease the viscosity as they cause the polymer to become more coiled.  [Back to Top to top of page]

Functionality

Recent developments of carboxymethyl cellulose have been reviewed in 2021 [4270]. Most CMCs dissolve rapidly in cold water. They are mainly used for controlling viscosity without gelling (CMC, at typically used concentrations, does not gel even in the presence of calcium ions). As its viscosity drops during heating, CMC may be used to improve the volume yield during baking by encouraging gas bubble formation. Its viscosity control allows use as a thickener, phase and emulsion stabilizer (for example, with milk casein), and suspending agent. CMC can also be used for its water-holding capacity as this is high even at low viscosity, particularly when used as the Ca2+ salt. Thus, we use it for retarding staling and reducing fat uptake into fried foods.

 

The average chain length and degree of substitution are of great importance. The more-hydrophobic lower substituted CMCs are thixotropic, but more-extended higher substituted CMCs are pseudoplastic. At low pH, CMC may form cross-links through lactonization between carboxylic acid and free hydroxyl groups. Knowledge of the thermal stability of CMC has made it possible to predict the viscosity when CMC solutions are heated [3351].

 

The solution properties of a range of commercial CMC's have been investigated [879].


Interactive structures are available (Jmol).  [Back to Top to top of page]

 

 

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This page was established in 2002 and last updated by Martin Chaplin on 27 June, 2021


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