88511-86-8

Usage

Chemical classification

Thioether derivative

Physical state

Yellow liquid

Odor

Strong

Primary use

Synthesis of pharmaceuticals and chemical intermediates

Building block

Used in the production of various aromatic compounds and heterocycles

Utilization

Production of flavors and fragrances

Biological activities

Antimicrobial and anticancer properties

Safety precautions

Can be harmful if ingested or inhaled, may cause skin and eye irritation

Upstream product

• 75-11-6 diiodomethane 
• 191017-09-1 1-bis(methoxy)-4-bis(methylthio)-3-buten-2-one 

Relevant academic research and scientific papers

1-Bis(methoxy)-4-bis(methylthio)-3-buten-2-one: Useful three carbon synthon for synthesis of five and six membered heterocycles with masked (or unmasked) aldehyde functionality

1-Bis(methoxy)-4-bis(methylthio)-3-buten-2-one has been shown to be a useful three carbon synthon for efficient regiospecific synthesis of a variety of five (pyrazole and isoxazole) and six membered (pyrimidines, pyridone and pyridines) heterocycles with masked (or unmasked) aldehyde functionality by cyclocondensation with bifunctional heteronucleophiles such as hydrazine, hydroxylamine, guanidine, thiourea, cyanoacetamide and substituted β-lithioaminoacrylonitriles. Reaction of 1-bis(methoxy)-4-bis(methylthio)-3-buten-2-one with methylene iodide and Zn-Cu couple under Simmons-Smith reaction conditions afforded 2-(methylthio)thiophene-4-aldehyde in good yield, whereas cycloaromatization with thiophene-2- and 3-acetonitriles gave the corresponding substituted benzothiophene-4- and 7-aldehydes in good yields.