| Identification | More | [Name]
3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDE | [CAS]
4568-71-2 | [Synonyms]
3-BENZYL-5-(-2-HYDROXYETHYL)-4-METHYL 1,3-THIAZOLIUM CHLORIDE
3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDE
LABOTEST-BB LT00452912
3-Benzyl-5-(hydroxyethyl)-4-methylthiazolium chloride
Thiazolium, 5-(2-hydroxyethyl)-4-methyl-3-(phenylmethyl)-, chloride
3-Benzyl-5(2-hydroxyethyl)-4-methylthiazolium chloride, GC 98%
5-(2-Hydroxyethyl)-4-methyl-3-benzylthiazolium chloride
3-Benzyl-4-methyl-3-azoniathiazole-5-ethanol·chloride
3-Benzyl-4-methyl-5-(2-hydroxyethyl)-3-azoniathiazole·chloride
3-Benzyl-4-methyl-5-(2-hydroxyethyl)thiazole-3-ium·chloride
3-Benzyl-4-methyl-5-(2-hydroxyethyl)thiazolium·chloride
5-(2-Hydroxyethyl)-3-benzyl-4-methylthiazole-3-ium·chloride | [EINECS(EC#)]
224-947-6 | [Molecular Formula]
C13H16ClNOS | [MDL Number]
MFCD00011959 | [Molecular Weight]
269.79 | [MOL File]
4568-71-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
142-144 °C(lit.)
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
sol H2O, MeOH, EtOH; slightly sol cold MeCN; insol ether, pentane | [form ]
Crystalline Powder | [color ]
White | [Water Solubility ]
Soluble in water. | [Sensitive ]
Hygroscopic | [BRN ]
3788921 | [InChI]
InChI=1S/C13H16NOS.ClH/c1-11-13(7-8-15)16-10-14(11)9-12-5-3-2-4-6-12;/h2-6,10,15H,7-9H2,1H3;1H/q+1;/p-1 | [InChIKey]
IWSVLBKHBJGMAA-UHFFFAOYSA-M | [SMILES]
[N+]1(=CSC(CCO)=C1C)CC1=CC=CC=C1.[Cl-] | [CAS DataBase Reference]
4568-71-2(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
| [HS Code ]
29341000 |
| Hazard Information | Back Directory | [Uses]
3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride, aliphatic aldehydes undergo the acyloin condensation in the presence of this catalyst and mild base. It acts as a catalyst for the addition of aliphatic and heterocyclic aldehydes to α,β-unsaturated ketones, nitriles and esters. | [Synthesis]
Methyl hydroxyethyl thiazole (2.86 kg), acetonitrile (8.58 kg) and benzyl chloride (2.54 kg) were mixed in a 20 L reactor fitted with a stirrer and heated to reflux for 6.5 hours. After completion of the reaction, the reaction solution was cooled to room temperature and a solid was precipitated. Acetonitrile (3 kg) was added to the reaction solution, stirred and filtered. The resulting solid was washed with acetonitrile (2.0 kg) and then dried under reduced pressure to finally obtain 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazole chloride (2.36 kg, 44% yield). | [Purification Methods]
Purify the chloride by recrystallisation from EtOH or H2O. If placed in a bath at 125o and heated at 2o/minute, the melting point is 140.5-141.4o. [Livermore & Sealock J Biol Chem 167 699 1947, Maier & Metzler J Am Chem Soc 79 4386 1957, Beilstein 27 III/IV 1758.] | [References]
[1] Patent: JP5814080, 2015, B2. Location in patent: Paragraph 0062 |
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