| 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 |
| Chemical Properties | Back Directory | [Melting point ]
95°C | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
crystalline solid | [color ]
White | [Sensitive ]
Light Sensitive/Hygroscopic | [InChI]
InChI=1S/C7H8O3S.C5H14NO/c1-6-2-4-7(5-3-6)11(8,9)10;1-6(2,3)4-5-7/h2-5H,1H3,(H,8,9,10);7H,4-5H2,1-3H3/q;+1/p-1 | [InChIKey]
DVGVMQVOCJNXNJ-UHFFFAOYSA-M | [SMILES]
C1(S([O-])(=O)=O)C=CC(C)=CC=1.C(CO)[N+](C)(C)C | [CAS DataBase Reference]
55357-38-5(CAS DataBase Reference) |
| 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 | [HS Code ]
2923900090 |
| 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. | [References]
[1] Russian Chemical Bulletin, 1998, vol. 47, # 8, p. 1547 - 1549
[2] Tetrahedron Letters, 2009, vol. 50, # 28, p. 4092 - 4095
[3] Patent: JP5751578, 2015, B2. Location in patent: Paragraph 0017
[4] European Journal of Medicinal Chemistry, 2009, vol. 44, # 12, p. 4970 - 4977
[5] Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation), 1988, vol. 37, p. 2293 - 2296 |
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| Company Name: |
Alfa Aesar
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400-6106006 |
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http://chemicals.thermofisher.cn |
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