Cocamidopropyl betaine

Lauramidopropyl betaine

Lauramidopropyl betaine, the major component of cocamidopropyl betaine
Names
IUPAC name {[3-(Dodecanoylamino)propyl](dimethyl)ammonio}acetate
Other names 2-[(3-Dodecanamidopropyl)dimethylaminio]acetate
Identifiers
CAS Number	61789-40-0 Y
3D model (Jmol)	Interactive image Interactive image Interactive image
ChemSpider	19106 Y
ECHA InfoCard	100.057.308
EC Number	263-058-8
PubChem	20280
UNII	5OCF3O11KX N
InChI InChI=1S/C19H38N2O3/c1-4-5-6-7-8-9-10-11-12-14-18(22)20-15-13-16-21(2,3)17-19(23)24/h4-17H2,1-3H3,(H-,20,22,23,24) Y Key: MRUAUOIMASANKQ-UHFFFAOYSA-N Y InChI=1/C19H38N2O3/c1-4-5-6-7-8-9-10-11-12-14-18(22)20-15-13-16-21(2,3)17-19(23)24/h4-17H2,1-3H3,(H-,20,22,23,24) Key: MRUAUOIMASANKQ-UHFFFAOYAL
SMILES CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC(=O)[O-] [O-]C(=O)C[N+](CCCNC(=O)CCCCCCCCCCC)(C)C
Properties
Chemical formula	C19H38N2O3
Molar mass	342.52 g·mol−1
Hazards
NFPA 704	1 2 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Cocamidopropyl betaine (CAPB) is a mixture of closely related organic compounds derived from coconut oil and dimethylaminopropylamine. CAPB is available as a viscous pale yellow solution and it is used as a surfactant in personal care products. The name reflects that the major part of the molecule, the lauric acid group, is derived from coconut oil. Cocamidopropyl betaine to a significant degree has replaced cocamide DEA.

Despite the name cocamidopropyl betaine is not synthesized from betaine. Instead, it is synthesized beginning with the production of an amide by reacting dimethylaminopropylamine with fatty acids from coconut oil, mainly lauric acid) (Step 1). The amide is then reacted with chloroacetic acid to form the cocamidopropyl betaine (Step 2).

CAPB is a fatty acid amide containing a long hydrocarbon chain at one end and a polar group at the other. This allows CAPB to act as a surfactant and as a detergent. It is a zwitterion, consisting of both a quaternary ammonium cation and a carboxylate.

Cocamidopropyl betaine is used as a foam booster in shampoos. It is a medium strength surfactant also used in bath products like hand soaps. It is also used in cosmetics as an emulsifying agent and thickener, and to reduce irritation purely ionic surfactants would cause. It also serves as an antistatic agent in hair conditioners, which most often does not irritate skin or mucous membranes. However, some studies indicate it is an allergen. It also has antiseptic properties, making it suitable for personal sanitary products. It is compatible with other cationic, anionic, and nonionic surfactants.