ChemicalBook > CAS DataBase List > 3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDE

3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDE

Product Name
3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDE
CAS No.
4568-71-2
Chemical Name
3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDE
Synonyms
3-Benzyl-5-(hydroxyethyl)-4-methylthiazolium chloride;3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride;3-Benzyl-4-methyl-5-(2-hydroxyethyl)thiazole-3-ium·chloride;Nsc172802;-3-ium chL;-5-(2-hydroxyethyL;LABOTEST-BB LT00452912;3-Benzyl-5(2-OHEt)-4-mEtthiazolium Cl;3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIA;2-(3-benzyl-4-methyl-thiazol-3-ium-5-yl)ethanol
CBNumber
CB7689262
Molecular Formula
C13H16ClNOS
Formula Weight
269.79
MOL File
4568-71-2.mol
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3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDE Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29341000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
256234
Product name
3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride
Purity
98%
Packaging
25g
Price
$109.25
Updated
2025/07/31
TCI Chemical
Product number
B1224
Product name
3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium Chloride
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$111
Updated
2025/07/31
SynQuest Laboratories
Product number
8H33-5-04
Product name
3-Benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
Packaging
25g
Price
$40
Updated
2021/12/16
SynQuest Laboratories
Product number
8H33-5-04
Product name
3-Benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
Packaging
1g
Price
$12
Updated
2021/12/16
Ark Pharm
Product number
AK167097
Product name
3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazol-3-iumchloride
Purity
98%
Packaging
25g
Price
$17
Updated
2021/12/16
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3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDE Chemical Properties,Usage,Production

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

333385-00-5

100-44-7

4568-71-2

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

3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDE Suppliers

Americas 1 China 145 Europe 2 Germany 5 India 11 Japan 3 South Korea 1 Switzerland 2 United Kingdom 6 United States 21 Global 197
TCI Europe
Tel
320-37350700
Fax
+32 (0)37350701
Email
sales@tcieurope.eu
Country
Europe
ProdList
23671
Advantage
75
TAU-CHEM Ltd.
Tel
--
Fax
--
Email
tau-chem@tau-chem.sk
Country
Europe
ProdList
421
Advantage
60
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View Lastest Price from 3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDE manufacturers

Career Henan Chemical Co
Product
3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDE 4568-71-2
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2018-08-13

4568-71-2, 3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM CHLORIDERelated Search:

2,2'-Dithiobis(benzothiazole) Lithium chloride Lithium 4,5-Dimethylthiazole 3-BENZYL-4-METHYLTHIAZOLIUM CHLORIDE 5-Methylthiazole 5-(2-Hydroxyethyl)-4-methylthiazole 5-ethyl-4-methylthiazole 3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIAZOLIUM 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
  • Nsc172802
  • 3-BENZYL-5-(2-HYDROXYETHYL)-4-METHYLTHIA
  • 3-Benzyl-5-(2-hydroxyethyl)-4-MethylthiazoliuM chloride 98%
  • 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium chloride
  • 3-Benzyl-5(2-OHEt)-4-mEtthiazolium Cl
  • 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
  • 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
  • Thiazolium, 5-(2-hydroxyethyl)-4-methyl-3-(phenylmethyl)-, chloride
  • 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium Chloride &gt
  • 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride, 98%, for synthesis
  • -3-ium chL
  • -5-(2-hydroxyethyL
  • 2-(3-benzyl-4-methyl-thiazol-3-ium-5-yl)ethanol
  • 2-(3-benzyl-4-methyl-1,3-thiazol-3-ium-5-yl)ethanol
  • 3-Benzyl-5-(2-via ethyl)-4-methylThiazole chloride
  • 3-Blin-5-(2-hydroxyethyl)-4-AChlorinated prazole
  • 4568-71-2
  • 4658-71-2
  • C13H16NOSCl
  • Phase Transfer Catalysts
  • Synthetic Reagents
  • Heterocyclic Ammonium Salts
  • Heterocyclic Ammonium Salts
  • Greener Alternatives: Catalysis
  • Phase Transfer Catalysts