ChemicalBook Product Catalog Surfactant Amphoteric surfactants Betaine Type Lauryl betaine

Lauryl betaine

Product NameLauryl betaine
CAS683-10-3
MFC16H33NO2
MW271.45
EINECS211-669-5
MOL File683-10-3.mol

Chemical Properties

Boiling point	414.52°C (rough estimate)
Density	1.04 g/mL at 20 °C
vapor pressure	16.796hPa at 21.1℃
refractive index	1.4545 (estimate)
storage temp.	Sealed in dry,Room Temperature
solubility	Chloroform (Slightly), DMSO (Slightly, Heated), Methanol (Slightly)
form	Solid
color	White to Off-White
Specific Gravity	1.03
Water Solubility	464g/L at 25℃
λmax	λ: 260 nm Amax: ≤0.20 λ: 280 nm Amax: ≤0.15
BRN	3670807
Stability	Hygroscopic
Cosmetics Ingredients Functions	SKIN CONDITIONING HAIR CONDITIONING SURFACTANT - CLEANSING ANTISTATIC CLEANSING
Cosmetic Ingredient Review (CIR)	Lauryl betaine (683-10-3)
InChI	1S/C16H33NO2/c1-4-5-6-7-8-9-10-11-12-13-14-17(2,3)15-16(18)19/h4-15H2,1-3H3
InChIKey	DVEKCXOJTLDBFE-UHFFFAOYSA-N
SMILES	CCCCCCCCCCCC[N+](C)(C)CC([O-])=O
LogP	0.07 at 25℃
EPA Substance Registry System	1-Dodecanaminium, N-(carboxymethyl)-N,N-dimethyl-, inner salt (683-10-3)

Safety Information

Hazard Codes	Xi,T
Risk Statements	36/37/38-25-21
Safety Statements	26-36-45-36/37
RIDADR	2811
WGK Germany	1
RTECS	JR2115000
TSCA	TSCA listed
HazardClass	6.1
PackingGroup	Ⅲ
Storage Class	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Acute Tox. 3 Oral

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Conductivity

≤10 μS/cm (1% (w/v) in water)

Uses

lauryl betaine is a skin-conditioning agent. In hair care, it is used as an anti-static conditioning agent and a foam booster.

Uses

Lauryl Betaine is an amphoteric surfactant derived from N-dodecyl-N,N-dialkanol amine with protein denaturing potency. Lauryl Betaine is mainly used in shampoo, personal hygiene products and oil field chemicals.

Synthesis

112-53-8

7148-06-3

683-10-3

General procedure for the synthesis of lauryl betaine from dodecanol and methyl 2-(dimethylamino)acetate: 1. Preparation of lauryl N,N-dimethylglycinate: in a 1 L three-necked flask fitted with a Dean-Stark separator, methyl 2-dimethylaminoacetate (189 g; 1.61 mol; 1.5 eq.), lauryl alcohol (200 g; 1.07 mol) and Novozym 435 (20 g) were added. Subsequently 80 ml of heptane was added as solvent. The reaction mixture was heated in an oil bath at 65 °C and the system pressure was adjusted to about 110 mm Hg to promote efficient separation of the heptane/methanol azeotrope. After 5 hours of reaction, 99.1% conversion of the product was confirmed by NMR analysis. Upon completion of the reaction, the reaction mixture was filtered to remove the enzyme catalyst, the enzyme catalyst was washed with heptane, and the filtrates were combined and concentrated to afford 289 g of lauryl N,N-dimethylamino glycinate in 99% yield. Product Characterization: 1H NMR (500MHz, CDCl3) δ 4.13 (t, 2H); 3.16 (s, 2H); 2.35 (s, 6H); 1.64 (m, 2H); 1.26 (s, 18H); 0.88 (t, 3H). HPLC analytical conditions: 150 × 4.6 mm Zorbax SB-C8 column, mobile phase initially 75:25 (v:v) methanol:water (containing 0.1% trifluoroacetic acid), gradient to 100% methanol in 1 min, hold for 9 min, ELSD detector, retention time (tR) of 5.2 min.

References

[1] Patent: WO2017/48528, 2017, A1. Location in patent: Paragraph 0170-0173

Preparation Products And Raw materials

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