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Merck

190675

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24851454
EC Number:
205-272-6
Beilstein/REAXYS Number:
114249
MDL number:
MFCD00005339
Assay:
98%
Form:
liquid

Key Documents

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InChI key

BKAWJIRCKVUVED-UHFFFAOYSA-N

InChI

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

SMILES string

Cc1ncsc1CCO

assay

98%

form

liquid

Quality Level

100

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

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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

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)
S A Petrov et al.
Ukrainskii biokhimicheskii zhurnal (1978), 59(3), 76-79 (1987-05-01)
Thiamine, thiaminepyrophosphate and 4-methyl-5-beta-oxyethylthiazole are studied for their effect on the acetylcholinesterase activity in the brain, blood plasma and cells. The activity of acetylcholinesterase in blood cells is shown to be inhibited most of all by thiamine and thiazole. Acetylcholinesterase
Biosynthesis of thiamin thiazole: determination of the regiochemistry of the S/O acyl shift by using 1,4-dideoxy-D-xylulose-5-phosphate.
Abhishek Chatterjee et al.
Angewandte Chemie (International ed. in English), 45(21), 3507-3510 (2006-04-21)
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
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