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190675

Sigma-Aldrich

4-Methyl-5-thiazoleethanol

98%

Synonym(s):

5-(2-Hydroxyethyl)-4-methylthiazole, Sulfurol

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About This Item

Empirical Formula (Hill Notation):
C6H9NOS
CAS Number:
137-00-8
Molecular Weight:
143.21
Beilstein/REAXYS Number:
114249
EC Number:
205-272-6
MDL number:
MFCD00005339
UNSPSC Code:
12352100
PubChem Substance ID:
24851454
NACRES:
NA.22

Quality Level

100

assay

98%

form

liquid

refractive index

n20/D 1.550 (lit.)

bp

135 °C/7 mmHg (lit.)

solubility

alcohol: soluble(lit.)
benzene: soluble(lit.)
chloroform: soluble(lit.)
diethyl ether/hexanes: soluble(lit.)
water: very soluble(lit.)

density

1.196 g/mL at 25 °C (lit.)

functional group

hydroxyl

SMILES string

Cc1ncsc1CCO

InChI

1S/C6H9NOS/c1-5-6(2-3-8)9-4-7-5/h4,8H,2-3H2,1H3

InChI key

BKAWJIRCKVUVED-UHFFFAOYSA-N

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General description

4-Methyl-5-thiazoleethanol reacts with 4-ethyloctanoyl chloride to yield 4-methyl-5-thiazoleethanol 4-ethyloctanoate, sulfur-containing flavor compound. It was isolated from ether soluble alkaloidal fraction of Panax ginseng.

Application

4-Methyl-5-thiazoleethanol has been used in the synthesis of novel thiazolium halogenide ionic liquids.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKBS9856V
MKBS5826V
SHBD9150V
SHBD8655V
SHBD8656V

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Syntheses and Investigation of Properties of New Ionic Liquids Thiazolium Halogenide.
Wang QK, et al.
Advanced Materials Research, 332, 2036-2039 (2011)
A thiazole and two β-carboline constitutents from Panax ginseng.
Park JD, et al.
Archives of Pharmacal Research, 11(1), 52-55 (1988)
C Niederberger et al.
Gene, 171(1), 119-122 (1996-05-24)
Amiloride (Am) inhibits growth in the fission yeast Schizosaccharomyces pombe. We show that the toxic effect of this drug is relieved by low concentrations of thiamine (Th) and that the pyrimidine moiety of the Th molecule is responsible for growth
E Bellion et al.
Biochimica et biophysica acta, 735(3), 331-336 (1983-11-23)
The transport of thiamine and 4-methyl-5-hydroxyethylthiazole (MHET), its thiazole moiety, was studied using whole cells of Salmonella typhimurium. It was found that the bacteria possessed an active transport system for thiamine that had Km 0.21 microM and Vmax 33 nmol.min-1.(mg
Yuping Liu et al.
Molecules (Basel, Switzerland), 15(8), 5104-5111 (2010-08-18)
Five sulfur-containing flavor compounds were synthesized for the first time by the reaction of 4-ethyloctanoyl chloride with sulfur-containing alcohols or mercaptans. The synthesized compounds are 3-(methylthio)propyl 4-ethyloctanoate, 2-methyl-3-tetrahydro-furanthiol 4-ethyloctanoate, 4-methyl-5-thiazoleethanol 4-ethyloctanoate, 2-furan-methanethiol 4-ethyloctanoate and 2-methyl-3-furanthiol 4-ethyloctanoate. These five synthetic sulfur-containing
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