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Choline tosylate

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Choline tosylate Basic information

Product Name:
Choline tosylate
Synonyms:
  • [2-HYDROXYETHYL]TRIMETHYLAMMONIUM P-TOLUENESULFONATE SALT
  • CHOLINE P-TOLUENESULFONATE SALT
  • CHOLINE TOSYLATE
  • Choline 4-methylbenzenesulphonate salt
  • 2-Hydroxy-N,N,N-trimethyl-ethanaminium 4-methylbenzenesulfonic acid salt
  • Choline p-toluenesulfonate
  • Choline 4-methylbenzenesulphonate salt 99%
  • (2-Hydroxyethyl)trimethylammonium toluene-4-sulphonate 99%
CAS:
55357-38-5
MF:
C12H21NO4S
MW:
275.36
Product Categories:
  • Quarternary ammonium salts
Mol File:
55357-38-5.mol
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Choline tosylate Chemical Properties

Melting point:
95°C
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
crystalline solid
color 
White
Sensitive 
Light Sensitive/Hygroscopic
CAS DataBase Reference
55357-38-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
Hazard Note 
Irritant/Hygroscopic/Light Sensitive
HS Code 
2923900090

MSDS

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Choline tosylate Usage And Synthesis

Uses

Choline p-Toluenesulfonate Salt is a useful intermediate as well as a choline acetyltransferase (CHAT) substrate.

Synthesis


A 500 mL reactor was charged at 25 ??C with 50 g (268.5 mmol) methyl tosylate and 100 mL acetone to which a solution of 25.1 g (281.6 mmol) N,N-dimethyl ethanolamine in 50.3 g acetone was added continuously at 25 ??C over 3 h. The dropping funnel was rinsed with additional acetone. The reaction mixture was stirred at 25 ??C for 20 h and the reaction progress was monitored by HPLC. When the level of methyltosylate was lower than 500 ppm the resulting suspension was cooled to 0 ??C over 150 min and the suspension was stirred at 0 ??C for 60 min. The product was collected by fdtration, washed two times with 175 mL acetone and dried under vacuum at 25 ??C to obtain 73.1 g (99 %) of choline tosylate as a white crystalline solid.

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