3-(dodecyldimethylazaniumyl)propane-1-sulfonate

• ChemBase ID: 103628
• Molecular Formular: C17H37NO3S
• Molecular Mass: 335.54558
• Monoisotopic Mass: 335.24941505
• SMILES: CCCCCCCCCCCC[N+](C)(C)CCCS(=O)(=O)[O-]
• Canonical SMILES: CCCCCCCCCCCC[N+](CCCS(=O)(=O)[O-])(C)C
• InChI: InChI=1S/C17H37NO3S/c1-4-5-6-7-8-9-10-11-12-13-15-18(2,3)16-14-17-22(19,20)21/h4-17H2,1-3H3
• InChIKey: IZWSFJTYBVKZNK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(dodecyldimethylazaniumyl)propane-1-sulfonate
• IUPAC Traditional name: 3-(dodecyldimethylammonio)propane-1-sulfonate; 3-(dodecyldimethylaminio)propane-1-sulfonate
• Synonyms: Zwittergent® 3-12; N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate 30 mM solution; 3-(Dodecyldimethylammonio)propanesulfonate solution; Detergent Screening Solution 46/Fluka kit no 66317; N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate solution; SB3-12; N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate; Lauryl sulfobetaine; SB-12; 3-(N,N-Dimethyldodecylammonio)propanesulfonate; 3-(N,N-Dimethyllaurylammonio)propanesulfonate; 3-(Dodecyldimethylammonio)propanesulfonate; 3-(Lauryldimethylammonio)propanesulfonate; Dodecyldimethyl(3-sulfopropyl)ammonium hydroxide inner salt; N-DODECYL-N,N-DIMETHYL-3-AMMONIO-1-PROPANESULFONATE; Dodecyldimethyl(3-sulfopropyl)ammonium hydroxide inner salt; 3-磺丙基十二烷基二甲基甜菜碱 内盐; 月桂基二甲基磺基甜菜碱; 3-磺丙基十二烷基二甲基甜菜碱 内盐

Database IDs

• CAS Number: 14933-08-5
• EC Number: 239-002-3
• MDL Number: MFCD00036909
• Beilstein Number: 4145308
• PubChem SID: 162090909; 24893233; 24865074
• PubChem CID: 84703

CALCULATED PROPERTIES

• Acid pKa: -0.80026555
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.0121326
• LogD (pH = 7.4): 2.012133
• Log P: -0.011468371
• Molar Refractivity: 105.0133 cm^3
• Polarizability: 38.00416 Å^3
• Polar Surface Area: 57.2 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 M at 20 °C, clear, colorless
• Melting Point: 245-247 °C(lit.); 245-247°C
• Flash Point: 110 °C; 230 °F
• Critical Micelle Concentration: 2-4 mM(20-25°C)
• Conductivity: <20 μmho per cm at 24 °C (0.1 M aqueous solution)
• Aggregation Number of Micelle: 55

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1; 2
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-26-36/37/39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H302-H312-H315-H318-H332-H335; H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (dried material, CHN); ≥98% (TLC); 98%
• Concentration: 30 mM
• Ignition Residue: ≤0.1%
• Description: zwitterionic
• Impurities: ≤0.0005% Phosphorus (P); ≤0.1% Insoluble matter
• Cation Traces: Al: ≤0.0005%; Ca: ≤0.002%; Ca: ≤20 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤5 mg/kg; K: ≤0.005%; K: ≤50 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤0.005%; Na: ≤150 mg/kg; NH4+: ≤0.05%; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤0.05%; sulfate (SO42-): ≤0.05%
• Loss on Drying: ≤1% loss on drying, 110 °C
• Mol. Weight: micellar avg mol wt 18,500
• Linear Formula: CH3(CH2)11N(CH3)2[(CH2)3SO3]; CH3(CH2)11N+(CH3)2CH2CH2CH2SO3-

DETAILS

Sigma Aldrich - 40232

Application
Zwitterionic detergent used for protein solubilization
Other Notes
Zwitterionic surfactant which effectively solubilizes cardiac 5′-nucleotidase1

Sigma Aldrich - D0431

Application
Zwitterionic detergent used for protein solubilization

Sigma Aldrich - D4516

Application
Zwitterionic detergent used for protein solubilization

Sigma Aldrich - 335967

Packaging
25 g in glass bottle

Sigma Aldrich - 16974

Legal Information
Zwittergent is a registered trademark of EMD BioScience, Inc.

REFERENCES

• Gonenne, A. and Ernst, R., Anal. Biochem., 87: 28 (1978).