N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate Chemical Properties

Melting point:

250-260 °C (dec.)

Flash point:

110 °C

storage temp. 

Inert atmosphere,Room Temperature

solubility 

H₂O: 1 M at 20 °C, clear, colorless

form 

Powder

color 

white

Water Solubility 

Soluble at 1M in water.

Sensitive 

Hygroscopic

BRN 

4145308

Stability:

Hygroscopic

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

QTBGUOACROERKZ-UHFFFAOYSA-N

SMILES

C(CCS([O-])(=O)=O)[N+](C)(C)CCCCCCCCCCCC

LogP

-1.910 (est)

CAS DataBase Reference

14933-08-5(CAS DataBase Reference)

EPA Substance Registry System

N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate (14933-08-5)

Safety Information

Hazard Codes 

C,Xi,Xn

Risk Statements 

34-36/37/38-20/21/22

Safety Statements 

26-36/37/39-45-36-24/25-22-37/39

RIDADR 

UN 3261 8/PG 3

WGK Germany 

3

F 

3

TSCA 

Yes

HS Code 

29239000

MSDS

• Language:English Provider:SigmaAldrich

N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate Usage And Synthesis

Uses

Widely used as a surfactant in nanomaterial synthesis for the preparation of metal and mixed metallic particles, Also, for use in biochemical materials.

Chemical Properties

White powder

Uses

A component of alkyl sulfobetaine-type detergents.

Uses

Zwittergent 3-12 Detergent is useful for protein solubilization. Used to remove target substances from solution via foam separation method.

Uses

N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate has been used in a study to assess protein structural change in a mixed system of ionic and zwitterionic surfactants. It has also been used in a study to investigate the interaction between ionic liquid and zwitterionic surfactant.

Definition

ChEBI: An ammonium betaine in which the ammonium nitrogen is substituted by dodecyl, 3-sulfatopropyl and two methyl groups.

General Description

N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate is a zwitterionic surfactant.

Synthesis

The general procedure for the synthesis of 3-(N,N-dimethyldodecylammonium) propane sulfonate from 1,3-propanesulfonolactone and dodecyldimethyl tertiary amine was as follows: N,N-dimethyldodecylamine (50 mmol) was mixed with 1,3-propanesulfonolactone (52 mmol) in ethanol (20 mL), and the reaction was stirred at room temperature for 24 hours. After completion of the reaction, the reaction system was cooled to 0-5 °C in an ice-water bath, and the resulting precipitate was collected by filtration, washed with ether, and subsequently dried under vacuum at 65 °C for 8 h. The target product, 3-(N,N-dimethyldodecylammonium) propanesulfonate (1), was obtained in 95% yield.

References

[1] Monatshefte fur Chemie, 2009, vol. 140, # 11, p. 1325 - 1329
[2] Catalysis Communications, 2015, vol. 69, p. 5 - 10
[3] Journal of Surfactants and Detergents, 2011, vol. 14, # 1, p. 31 - 35
[4] Synthesis, 2002, # 16, p. 2431 - 2439
[5] Journal of Physical Chemistry, 1984, vol. 88, # 25, p. 6357 - 6362

N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate(14933-08-5)Related Product Information

• 1-Dodecanol
• N,N-Dimethylformamide
• Dacthal
• 1,2,5,6,9,10-Hexabromocyclododecane
• Dimethyl sulfate
• Benzyldodecyldimethylammonium bromide
• Ammonium lauryl sulfate
• Dodecylbenzenesulphonic acid
• ammonium dodecylbenzenesulphonate
• 1-Bromododecane
• ETHANE
• Dimethyl ether
• Sulfobetaine
• N,N-Dimethyldodecylamine
• Dimethyl fumarate
• Dimethyl carbonate
• Cocamidopropyl betaine
• Betaine