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Home > Encyclopedia > Lauryldimethylaminoacetic acid betaine

Lauryldimethylaminoacetic acid betaine

Lauryldimethylaminoacetic acid betaine structure

Lauryldimethylaminoacetic acid betaine 

structure
  • CAS No:

    683-10-3

  • Formula:

    C16H33NO2

  • Chemical Name:

    Lauryldimethylaminoacetic acid betaine

  • Synonyms:

    1-Dodecanaminium,N-(carboxymethyl)-N,N-dimethyl-,inner salt;Ammonium,(carboxymethyl)dodecyldimethyl-,hydroxide,inner salt;1-Dodecanaminium,N-(carboxymethyl)-N,N-dimethyl-,hydroxide,inner salt;Glycine,dodecyldimethylbetaine;Culveram CDG;Lauryldimethylbetaine;Dodecylbetaine;Dodecyldimethylbetaine;Laurylbetain;Dimethyllaurylbetaine;Laurylbetaine;Lauryl-N-methylsarcosine;(Carboxymethyl)dodecyldimethylammonium hydroxide inner salt;Dimethyldodecylbetaine;Anfoterico LB;N-(Carboxymethyl)-N-lauryldimethylammonium hydroxide inner salt;Product DDN;Lauryldimethylaminoacetic acid betaine;(Dodecyldimethylammonio)acetate;Lauryl-N-betaine;DDN;Amphitol 24B;Nissan Anon BL;Amipol 6S;Amphitol 20BS;Ambiteric D 40;N,N-Dimethyldodecylbetaine;Lauryldimethylammonioacetate;Desimex i;Anon BL;Betaine lauryldimethylaminoacetate;Bister ML;Swanol AM 301;Rikabion A 100;Rewoteric AM-DML;BS 12;Varion CDG-K;Rewoteric AM-DML 35;N-Carboxymethyl-N,N-dimethyl-1-dodecanaminium inner salt;α-(Dodecyldimethylammonio)-ω-acetate;(Dodecyldimethylammonio)ethanoate;Obazoline LB;Betadet DM 20;Empigen BB/L;Lauryldimethylaminoacetic betaine;N,N-Dimethyl-N-laurylglycine inner salt;Genagen LAB;N-Lauryl-N,N-dimethyl-α-betaine;Nissan Anon BL-SF;Anon BL-SF;N-Dodecyl-N,N-dimethylbetaine;BS 12 (betaine surfactant);Dimethyllaurylaminoacetate betaine;Lauryldimethylaminoacetate betaine;25251-14-3;39033-74-4;89045-97-6;103171-41-1;128885-05-2;131131-70-9;147827-14-3;206451-98-1;607690-41-5;648426-88-4;1210261-09-8

  • Categories:

    Cosmetic Ingredient  >  Antistatic

Description

Liquid

Lauryldimethylaminoacetic acid betaine Basic Attributes

271.44

271.251129

266-368-1

2923900090

Characteristics

40.1

6.1

Liquid

1.04 g/mL at 20ºC

1.4545 (estimate)

Safety Information

6.1

2811

1

36/37/38-25-21

26-36-45-36/37

JR2115000

Xi,T

P260, P264, P270, P273, P301+P312, P309+P311, P314, P330, P391, P405, P501

H302

Lauryldimethylaminoacetic acid betaine Use and Manufacturing

Methods of Manufacturing

Methyl 2-dimethylaminoacetate (189 g; 1 .61 mol; 1 .5 equiv), lauryl alcohol (200 g; 1 .07 mol), and Novovzym 435 (20 g) were combined in a 1 L 3-neck flask equipped with a Dean-Stark trap. 80 ml_ of heptane was added. The mixture was heated in a 65°C bath, and the pressure was reduced until a good overhead flow of the heptane/methanol azeotrope was obtained (ca. 110 mm Hg). After 5h, 99.1 percent conversion to product was observed by NMR analysis. [0171] The reaction mixture was filtered to remove enzyme, the enzyme was washed with heptane, and the combined filtrate was concentrated to afford 289 g of lauryl N, N-dimethylaminoglycinate (99percent yield). [0172] General procedure: A mixture of amine 6a, c—h (6 mmol) and alkylchloride (6 mmol) in water (2—3 mL) was stirred at 60—95 °C for 0.3—4 h and then evaporated in vacuo. The residue was purified by column chromatography on silica gel in a CHCl3—MeOH (10 : 1) system or by recrystallization. The reaction conditions in each particular case, yields, and physicochemical parameters of quaternary ammonium compounds 1a—g, 2a—c, and 5a—c are presentedin Table 3. The data of the 1H NMR spectra are given in Table 5.General procedure: An acetonitrile mixture (15 ml) containing the long alkyl bromoalkane(15 mmol) or the potassium salt of chloroacetic acid(11.25 mmol) was placed in a semi-automated system EasyMax 102(Mettler Toledo) equipped with a 50 mL glass reactor, magneticstirring bar and ReactIR probe. After 5 min of stirring at 80 C, the appropriate tertiary amine (15 mmol) or dimethyldodecylamine(11.25 mmol) was quickly added. The reaction was carried out at 80 C and the optimal time of the reaction was determined byReactIR iC15 (Mettler Toledo) equipped with a MCT detector anda 9.5 mm AgX probe with a diamond tip. Data were sampled from2500 to 650 cm1 with 8 cm1 resolution and processed by iCIR 4.3software. Upon completion, the mixture was cooled to 20 C andthe solvent was removed by rotary evaporator under vacuum. Next, the obtained precursors were purified by washing repeatedly with acetone and dried under reduced pressure (5 mbar) at 60 C for24 h.

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.

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