Lauryl betaine CAS 683-10-3
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 |
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 |
| 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 |
| Conductivity | ≤10 μS/cm (1% (w/v) in water) |
| 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 |
Lauryl betaine Preparation Products And Raw materials
| Raw materials | 2-(DODECYLOXY)ETHANOL-->1-Dodecanol-->N,N-Dimethyldodecylamine-->1-Bromododecane-->N-Methyl-4-nitroaniline-->Chloroacetic acid potassium salt-->Sodium chloroacetate-->N,N-DIMETHYLGLYCINE METHYL ESTER-->Heptane |
| Preparation Products | 2',3'-isopropylidene-2,5'-anhydrouridine |
