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

Base Information

• Chemical Name: N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate
• CAS No.: 14933-08-5
• Deprecated CAS: 107934-23-6,134280-89-0,74812-18-3,76975-15-0,881682-60-6,74812-18-3,76975-15-0
• Molecular Formula: C17H37NO3S
• Molecular Weight: 335.552
• Hs Code.: 29239000
• European Community (EC) Number: 239-002-3,269-225-1
• UNII: R6P3KW3E8U
• DSSTox Substance ID: DTXSID6049222
• Wikidata: Q27145205
• ChEMBL ID: CHEMBL1235854
• Mol file: 14933-08-5.mol

Synonyms:BS 12;BS-12;lauryl sulfobetaine;N-dodecyl-N,N-dimethyl-3-amino-1-propane sulfonate;N-dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate;N-dodecyl-N,N-dimethylammonium-1-propane-3-sulfonate;SB12;TM 3-12;zwittergent;zwittergent 3-12

Chemical Property of N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate

Chemical Property:

• Melting Point: 250-260 °C (dec.)
• Flash Point: 110 °C
• PSA: 65.58000
• LogP: 4.99980
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: H2O: 1 M at 20 °C, clear, colorless
• Water Solubility.: Soluble at 1M in water.
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 14
• Exact Mass: 335.24941522
• Heavy Atom Count: 22
• Complexity: 334

Purity/Quality:

99%, ^*data from raw suppliers

Zwittergent3-12Detergent ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: C,Xi,Xn
• Statements: 34-36/37/38-20/21/22
• Safety Statements: 26-36/37/39-45-36-24/25-22-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Quaternary Amines
• Canonical SMILES: CCCCCCCCCCCC[N+](C)(C)CCCS(=O)(=O)[O-]
• Recent ClinicalTrials: A Study to Compare SB12 (Proposed Eculizumab Biosimilar) to Soliris in Subjects With Paroxysmal Nocturnal Haemoglobinuria
• Recent EU Clinical Trials: A Phase III Randomised, Double-blind, Multicentre Study to Compare the Efficacy, Safety, Pharmacokinetics, and Immunogenicity between SB12 (proposed eculizumab biosimilar) and Soliris? in Subjects with Paroxysmal Nocturnal Haemoglobinuria
• Uses: Widely used as a surfactant in nanomaterial synthesis for the preparation of metal and mixed metallic particles, Also, for use in biochemical materials. Zwittergent 3-12 Detergent is useful for protein solubilization. Used to remove target substances from solution via foam separation method. 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. A component of alkyl sulfobetaine-type detergents.

Technology Process of N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate

There total 3 articles about N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

1,3-propanesultone (1120-71-4) + N,N-dimethylaminododecane (112-18-5,83855-86-1) → N-dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate (14933-08-5)

Guidance literature:

In 1,2-dichloro-ethane; at 55 - 60 ℃; for 2h; Inert atmosphere;

DOI:10.1007/s00706-009-0182-y

Reference yield: 90.0%

1,3-propanesultine (24308-28-9) + N,N-dimethylaminododecane (112-18-5,83855-86-1) → N-dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate (14933-08-5)

Guidance literature:

In ethyl acetate; at 55 - 60 ℃; for 3h;

DOI:10.1039/c2cy20714a

Reference yield:

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

Guidance literature:

DOI:10.1021/j100654a016

upstream raw materials:

1,3-propanesultone

N,N-dimethylaminododecane

1,3-propanesultine

Downstream raw materials:

3-(N,N-dimethyldodecylammonium)propanesulfonic acid p-toluenesulfonate

Refernces

• 1、 Fendler et al.. "". . p. 1460. Retrieved 1972.
• 2、 Li, Xinzhong,Cao, Rong,Lin, Qi. "Selective oxidation of alcohols with H2O2 catalyzed by long chain multi-SO3H functionalized heteropolyanion-based ionic liquids under solvent-free conditions". . p. 5 - 10. Retrieved 2015/06/08.
• 3、 He, Leqin,Qin, Shenjun,Chang, Tao,Sun, Yuzhuang,Gao, Xiaorui. "Biodiesel synthesis from the esterification of free fatty acids and alcohol catalyzed by long-chain Bronsted acid ionic liquid". . p. 1102 - 1107. Retrieved 2013/04/24.