2-(dodecyldimethylazaniumyl)acetate

• ChemBase ID: 5272
• Molecular Formular: C16H33NO2
• Molecular Mass: 271.43872
• Monoisotopic Mass: 271.2511293
• SMILES: CCCCCCCCCCCC[N+](C)(C)CC(=O)[O-]
• Canonical SMILES: CCCCCCCCCCCC[N+](CC(=O)[O-])(C)C
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(dodecyldimethylazaniumyl)acetate
• IUPAC Traditional name: 2-(dodecyldimethylaminio)acetate; 2-(dodecyldimethylammonio)acetate
• Synonyms: N,N-Dimethyl-N-dodecylglycine betaine; N-(Alkyl C10-C16)-N,N-dimethylglycine betaine; EMPIGEN® BB detergent; N-(Carboxymethyl)-N,N-dimethyl-1-dodecanaminium Inner Salt; AM 301; Adeka Amphote AB 35L; Ambiteric D 40; Amogen S; Amphitol 20BS; Anfoterico LB; Anon BL; Anon BL-SF; BS 12 (betaine surfactant); Betainelauryldimethylaminoacetate; Culveram CDG; DDN; Desimex i; Dimethyldodecylbetaine; Dimethyllaurylbetaine; Dodecyldimethylbetaine; Genagen LAB; Lauryl-N-methylsarcosine; Lauryldimethylaminoacetate betaine; Lonzaine 12S; Makam LB 35; N,N-Dimethyl-N-laurylglycine Inner Salt; N-(Carboxymethyl)-N-lauryldimethylammonium Hydroxide Inner Salt; N-Lauryl-N,N-dimethyl-a-betaine; Nikkol AM 301; Nissan Anon BL-SF; Obazoline LB-SF; Product DDN; Rewoteric AM-DML 35; Swanol AM 301; Varion CDG-K; Lauryl Betaine; N-DODECYL-N,N-DIMETHYLGLYCINATE; (Dodecyldimethylammonio)acetate; N-Dodecyl-N,N-dimethylglycine; Laurylbetaine; Lauryldimethylaminoacetic acid betaine; Lauryldimethylbetaine; (Lauryldimethylammonio)acetate; 2-(Dodecyldimethylammonio)acetate; 2-(dodecyldimethylaminiumyl)acetate

Database IDs

• CAS Number: 66455-29-6; 683-10-3
• EC Number: 211-669-5; 266-368-1
• MDL Number: MFCD00084742
• Beilstein Number: 3670807
• PubChem SID: 99444102; 160968701; 24868642
• PubChem CID: 4292413

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.61925
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.1563227
• LogD (pH = 7.4): 1.156791
• Log P: 0.3862645
• Molar Refractivity: 103.505 cm^3
• Polarizability: 32.063915 Å^3
• Polar Surface Area: 40.13 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.17
• LOG S: -6.91
• Solubility (Water): 4.03e-05 g/l

PROPERTIES

Physical Property

• Density: 1.04 g/mL at 20 °C
• Absorption Wavelength: λ: 260 nm Amax: ≤0.20; λ: 280 nm Amax: ≤0.15; λ: 417 nm Amax: 0.055; λ: 441 nm Amax: 0.037
• Hydrophobicity(logP): -0.864
• Critical Micelle Concentration: 1.6-2.1 mM(20-25°C)
• Conductivity: ≤10 μS/cm (1% (w/v) in water)

Safety Information

• RTECS: JR2115000
• European Hazard Symbols: Toxic (T); Irritant (Xi)
• German water hazard class: 1; 3
• Risk Statements: 21-25; 36/37/38
• Safety Statements: 26-36; 36/37-45
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H301-H312; H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280-P301 + P310
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥95% (HPLC); 95%; 95+%
• Concentration: ~35% active substance in H2O
• Description: zwitterionic
• Impurities: insoluble matter, passes filter test
• Mol. Weight: Mr ~279
• λ: 1 % (w/v) in H2O; neat
• Linear Formula: CH3(CH2)8-14CH2N+(CH3)2CH2COO-
• Empirical Formula (Hill Notation): C16H33NO2

DETAILS

DrugBank - DB07631

Drug information: experimental

Sigma Aldrich - 45165

Application
Zwitterionic detergent (an amine betaine), useful for solubilization of membrane proteins. Used for preparing viral antigens by removing kinases1.
Legal Information
EMPIGEN is a registered trademark of Albright & Wilson UK Ltd.

Toronto Research Chemicals - L178750

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.

REFERENCES

• Kimura, Y. et al.: J. SCCJ, 29, 106 (1995)
• Qin, C. et al.: GUang. Huag., 34, 30 (1995)
• Peng, Z. et al.: Riy. HUax. Gong., 37, 135 (1995)