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Description
TCI C2109 (R)-2-Chlorobutyric Acid is a short-chain chiral carboxylic acid in which a chlorine atom is bonded to the alpha carbon in the R configuration. The compound is classified as a building block for liquid crystal materials, because the stereogenic centre at the alpha carbon is the source of chirality required in the preparation of chiral liquid crystal phases. In the laboratory, materials researchers and organic chemists use it as a compact supplier of chirality, since simply esterifying its acid group allows chiral character to be installed directly onto larger mesogenic molecules.
The characteristics that make it a preferred choice are the configurational purity of its enantiomer and the small size of the molecule. The chlorine atom at the alpha position provides a lateral dipole moment that is important for generating spontaneous polarisation in the chiral smectic C phase, the property that underlies the operation of ferroelectric liquid crystal materials. The carboxyl group makes coupling straightforward through esterification reactions or amide formation with the activating reagents commonly available in the laboratory. In addition, the alpha chlorine atom is electrophilic and can be displaced by nucleophiles, giving a further route for the synthesis of related compounds.
In Indonesian laboratories, this material is typically handled in materials chemistry and organic synthesis work where a defined stereogenic centre must be introduced into a target structure. It is used at bench scale in university research groups and institutional laboratories preparing mesogenic esters, studying chiral smectic phases, or building small chiral intermediates. Because the molecule is small and reacts through familiar carboxylic acid chemistry, it fits readily into synthetic routes assembled with standard glassware and reagents.
Laboratory Applications
Chiral liquid crystal synthesis: the R-configured stereogenic centre supplies the chirality needed to generate chiral liquid crystal phases from otherwise achiral mesogenic frameworks.
Ferroelectric liquid crystal development: the lateral dipole moment from the alpha chlorine atom supports spontaneous polarisation in the chiral smectic C phase that ferroelectric materials depend on.
Mesogenic ester preparation: the carboxyl group couples readily by esterification to larger mesogenic molecules, transferring chirality onto the target structure in a single step.
Amide bond formation studies: the acid function can be converted to amides using activating reagents common in laboratories, extending the compound into nitrogen-containing chiral structures.
Nucleophilic substitution chemistry: the electrophilic alpha chlorine atom can be displaced by nucleophiles, providing an additional synthetic route toward related chiral compounds from one starting material.
Specifications
Brand: TCI
CAS number: 54053-45-1
Catalogue number: C2109
Category: Materials Science > Material Building Blocks > Liquid Crystal (LC) Building Blocks
Pack sizes: available in the pack sizes listed for this catalogue item
Storage: keep in a tightly closed container in a cool, well-ventilated area away from incompatible materials
Handling and Storage
Store the material in its original tightly closed container in a cool, dry and well-ventilated place, away from heat sources, direct sunlight and incompatible materials such as strong bases and strong oxidising agents. Containers should be chemically resistant and kept properly labelled and sealed to limit moisture uptake and vapour release. As a chlorinated carboxylic acid, the compound is corrosive in character, so handle it in a fume hood using safety goggles, chemically resistant gloves and a laboratory coat. Transfer with clean, dry equipment to preserve configurational integrity, and consult the manufacturer's safety data sheet before use, disposal or spill clean-up.
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