422460

2-Thiazolecarboxaldehyde

97%

• Empirical Formula (Hill Notation): C₄H₃NOS
• CAS Number: 10200-59-6
• Molecular Weight: 113.14
• MDL number: MFCD00142924
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866433
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 97%
• form: liquid
• refractive index: n20/D 1.574 (lit.)
• bp: 61-63 °C/15 mmHg (lit.)
• density: 1.288 g/mL at 25 °C (lit.)
• functional group: aldehyde
• storage temp.: 2-8°C
• SMILES string: O=Cc1nccs1
• InChI: 1S/C4H3NOS/c6-3-4-5-1-2-7-4/h1-3H
• InChI key: ZGTFNNUASMWGTM-UHFFFAOYSA-N

Description

General description

2-Thiazolecarboxaldehyde is a thiazole aldehyde derivative. It undergoes Baylis–Hillman reaction with methyl acrylate catalyzed by DABCO (1,4-diazabicyclo[2.2.2]octane). The reaction mechanism has been studied by electrospray ionization mass spectrometry (ESI-MS).

Application

2-Thiazolecarboxaldehyde may be used as a reactant in the following syntheses:

• Benzothiazine N-acylhydrazones, having potential antinociceptive and anti-inflammatory activity.
• Thiazole-2-yl-(amino)methylphosphonate diethyl esters.
• Imino ester by reacting with L-leucine t-butyl ester hydrochloride.

Useful building block for taxane analogs.

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 154.4 °F - closed cup
• Flash Point(C): 68 °C - closed cup