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Lauryl betaine

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Lauryl betaine Basic information

Product Name:
Lauryl betaine
Synonyms:
  • (dodecyldimethylammonio)acetate
  • 1-dodecanaminium,n-(carboxymethyl)-n,n-dimethyl-,hydroxide,innersalt
  • 1-dodecanaminium,n-(carboxymethyl)-n,n-dimethyl-,hyroxide,innersalt
  • 1-Dodecanaminium,N-(carboxymethyl)-N,N-dimethyl-,innersalt
  • ambitericd40
  • n,n-dimethyldodecylbetaine
  • n,n-dimethyl-n-dodecylglycine
  • nissananonbl
CAS:
683-10-3
MF:
C16H33NO2
MW:
271.45
EINECS:
211-669-5
Product Categories:
  • Aliphatics
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Hair Care
  • Home Care
  • 683-10-3
Mol File:
683-10-3.mol
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Lauryl betaine 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
LogP
0.07 at 25℃
EPA Substance Registry System
1-Dodecanaminium, N-(carboxymethyl)-N,N-dimethyl-, inner salt (683-10-3)
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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
HazardClass 
6.1
PackingGroup 
Ⅲ

MSDS

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Lauryl betaine Usage And Synthesis

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.

Uses

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

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

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