IUPAC Name
2-[(3-dodecanoylamino)propyl(dimethyl)ammonio]acetate
Cas Number
61789-40-0
HS Code
34021900
Formula
C19H38N2O3
Appearance
Clear Light Yellow Green Liquid
Common Names
Cocamidopropyl betaine (CAPB)
Packaging
200 Kg HDPE Drums
Cocamidopropyl betaine, also known as coco amido propyl betaine and CAPB, is a coconut-derived, sticky, yellow liquid with a slightly "fatty" odor. The name reflects the fact that the molecule's major component, the lauric acid group, is derived from coconut oil. Cocamidopropyl betaine has largely supplanted cocamide DEA.
Despite the name cocamidopropyl betaine, the molecule is not synthesized from betaine. Instead it is produced in a two step manner, beginning with the reaction of dimethylaminopropylamine (DMAPA) with fatty acids from coconut or palm kernel oil (lauric acid, or its methyl ester, is the main constituent). The primary amine in DMAPA is more reactive than the tertiary amine, leading to its selective addition to form an amide. In the second step chloroacetic acid reacts with the remaining tertiary amine to form a quaternary ammonium center (a quaternization reaction).[3]
CH3(CH2)10COOH + H2NCH2CH2CH2N(CH3)2 → CH3(CH2)10CONHCH2CH2CH2N(CH3)2
CH3(CH2)10CONHCH2CH2CH2N(CH3)2 + ClCH2CO2H + NaOH → CH3(CH2)10CONHCH2CH2CH2N+(CH3)2CH2CO2− + NaCl + H2O
Cocamidopropyl betaine, also known as coco amido propyl betaine and CAPB, is a coconut-derived, sticky, yellow liquid with a slightly "fatty" odor. The name reflects the fact that the molecule's major component, the lauric acid group, is derived from coconut oil. Cocamidopropyl betaine has largely supplanted cocamide DEA.
Despite the name cocamidopropyl betaine, the molecule is not synthesized from betaine. Instead it is produced in a two step manner, beginning with the reaction of dimethylaminopropylamine (DMAPA) with fatty acids from coconut or palm kernel oil (lauric acid, or its methyl ester, is the main constituent). The primary amine in DMAPA is more reactive than the tertiary amine, leading to its selective addition to form an amide. In the second step chloroacetic acid reacts with the remaining tertiary amine to form a quaternary ammonium center (a quaternization reaction).[3]
CH3(CH2)10COOH + H2NCH2CH2CH2N(CH3)2 → CH3(CH2)10CONHCH2CH2CH2N(CH3)2
CH3(CH2)10CONHCH2CH2CH2N(CH3)2 + ClCH2CO2H + NaOH → CH3(CH2)10CONHCH2CH2CH2N+(CH3)2CH2CO2− + NaCl + H2O
