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193925

Sigma-Aldrich

4-Methylthiazole

99%

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About This Item

Empirical Formula (Hill Notation):
C4H5NS
CAS Number:
Molecular Weight:
99.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

liquid

refractive index

n20/D 1.524 (lit.)

bp

133-134 °C (lit.)

density

1.09 g/mL at 25 °C (lit.)

SMILES string

Cc1cscn1

InChI

1S/C4H5NS/c1-4-2-6-3-5-4/h2-3H,1H3

InChI key

QMHIMXFNBOYPND-UHFFFAOYSA-N

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General description

4-Methylthiazole forms complexes with cobalt(II), zinc(II), nickel(II) and copper(II) halides.

Application

4-Methylthiazole was used in the synthesis of catalytic dendrophanes, as functional mimics of the thiamine-diphosphate-dependent enzyme pyruvate oxidase. It was used in small scale preparation of 3-butyl-4-methylthiazolium bromide.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

89.6 °F - closed cup

Flash Point(C)

32 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Improved preparations of ionic liquids using microwave irradiation.
Deetlefs M and Seddon KR.
Green Chemistry, 5(2), 181-186 (2003)
Metal complexes of 4-methylthiazole.
Hughes MN and Rutt KJ.
Inorganic Chemistry, 10(2), 414-416 (1971)
Catalytic Dendrophanes as Enzyme Mimics: Synthesis, Binding Properties, Micropolarity Effect, and Catalytic Activity of Dendritic Thiazolio-cyclophanes.
Habicher T, et al.
Helvetica Chimica Acta, 82(7), 1066-1095 (1999)
Shivaji H Shelke et al.
Bioorganic & medicinal chemistry letters, 22(20), 6373-6376 (2012-09-18)
A new series of 3-aryl-2-(2-aryl/benzyl-4-methylthiazole-5-yl)thiazolidin-4-one was synthesized by condensation of 2-aryl/benzyl-4-methylthiazole-5-carbaldehyde, aromatic amines and thioglycolic acid in toluene. All the synthesized compounds are characterized by IR, NMR and elemental or mass analysis. Sixteen out of the newly synthesized compounds were
Sarah E O'Connor et al.
Biochemistry, 41(17), 5685-5694 (2002-04-24)
The biosynthesis of epothilones, a family of hybrid polyketide (PK)/nonribosomal peptide (NRP) antitumor agents, provides an ideal system to study a hybrid PK/NRP natural product with significant biomedical value. Here the third enzyme involved in epothilone production, the five domain

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