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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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A thiazole and two β-carboline constitutents from Panax ginseng.
Park JD, et al.
Archives of Pharmacal Research, 11(1), 52-55 (1988)
Syntheses and Investigation of Properties of New Ionic Liquids Thiazolium Halogenide.
Wang QK, et al.
Advanced Materials Research, 332, 2036-2039 (2011)
B J Beck et al.
Journal of bacteriology, 180(4), 885-891 (1998-02-24)
Thiamine pyrophosphate is an essential cofactor that is synthesized de novo in Salmonella typhimurium. The biochemical steps and gene products involved in the conversion of aminoimidazole ribotide (AIR), a purine intermediate, to the 4-amino-5-hydroxymethyl-2-methyl pyrimidine (HMP) moiety of thiamine have
N L Robertson et al.
Microbios, 63(255), 117-125 (1990-01-01)
The thiamine requirement for growth of Eikenella corrodens was investigated. Autoclaved thiamine at a concentration of 1.0 microgram/ml supported maximal growth whereas for the same growth, filter-sterilized thiamine was required at 50-100 micrograms/ml. Studies with two thiamine degradation products, 2-methyl-4-amino-5-hydroxymethylpyrimidine
L B Filippova et al.
Voprosy meditsinskoi khimii, 26(5), 643-646 (1980-09-01)
35S-Hemineurine penetrated across the blood-brain barrier more rapidly than 35S-thiamin within the first 30 min after intravenous administration. Within 24 hrs content of 35S-thiamin in the neurones exceeded by 34% its concentration in glia and by 200% -- in myelin
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