| Identification | More | [Name]
Choline tosylate | [CAS]
55357-38-5 | [Synonyms]
[2-HYDROXYETHYL]TRIMETHYLAMMONIUM P-TOLUENESULFONATE SALT
CHOLINE P-TOLUENESULFONATE SALT
CHOLINE TOSYLATE
Choline 4-methylbenzenesulphonate salt
Choline 4-methylbenzenesulphonate salt 99%
2-Hydroxy-N,N,N-trimethyl-ethanaminium 4-methylbenzenesulfonic acid salt
Choline p-toluenesulfonate | [Molecular Formula]
C12H21NO4S | [MDL Number]
MFCD00079051 | [Molecular Weight]
275.36 | [MOL File]
55357-38-5.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant/Hygroscopic/Light Sensitive |
| Hazard Information | Back Directory | [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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