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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:
114249
EC Number:
205-272-6
MDL number:
MFCD00005339
UNSPSC Code:
12352100
PubChem Substance ID:
24851454
NACRES:
NA.22

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.)

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

233.6 °F - closed cup

Flash Point(C)

112 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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)
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
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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