69693-00-1

Basic information

• Product Name: 6-CHLORO-2-METHYL-4H-CHROMEN-4-ONE
• Synonyms: 6-CHLORO-2-METHYL-4H-CHROMEN-4-ONE
• CAS NO: 69693-00-1
• Molecular Formula: C₁₀H₇ClO₂
• Molecular Weight: 194.61
• Mol File: 69693-00-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 115-116 °C
• Boiling Point: 298.7±40.0 °C(Predicted)
• Appearance: /
• Density: 1.323±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 6-CHLORO-2-METHYL-4H-CHROMEN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-2-METHYL-4H-CHROMEN-4-ONE(69693-00-1)
• EPA Substance Registry System: 6-CHLORO-2-METHYL-4H-CHROMEN-4-ONE(69693-00-1)

Safety Data

• Hazardous Substances Data: 69693-00-1(Hazardous Substances Data)

Usage

General Description

6-CHLORO-2-METHYL-4H-CHROMEN-4-ONE, also known as chlorotrione, is a chemical compound with the molecular formula C10H7ClO2. It is a chlorinated derivative of 4H-chromen-4-one and is commonly used as a herbicide. Its molecular structure consists of a chromenone ring with a chlorine atom at the 6-position and a methyl group at the 2-position. Chlorotrione is known for its selective activity against a wide range of broadleaf and grassy weeds, making it a valuable tool in agriculture. Additionally, it has been found to have low toxicity to humans and wildlife, further adding to its appeal as an effective and safe herbicidal agent.

Upstream product

• 62-53-3 aniline 
• 144880-82-0 6-Chloro-2-(3-phthalidenemethylene)chromone 
• 78812-96-1 1-(2-acetoxy-5-chlorophenyl)vinyl acetate 
• 37674-74-1 6-chloro-2,3-dihydro-2-methylchromen-4-one 
• 67-56-1 methanol 

Downstream Products

• 105591-70-6 6-Chloro-2-{[(E)-2-hydroxy-phenylimino]-methyl}-chromen-4-one 
• 105591-66-0 6-chloro-4-oxo-4H-1-benzopyran-2-carboxaldehyde phenylhydrazone 
• 105591-72-8 3-(5'-chloro-2'-hydroxybenzoylylidine)-5,6-dihydropyrazine 
• 33544-17-1 6-Chloro-2-cyanochromone 

Relevant articles and documents

Benzopyrans : Part 40 - Alumina mediated transformations of 4-oxo-4H-1- benzopyran-3-carbaldehyde, -3-carboxylic acid and their 2-methylhomologues

In contact with alumina, the title aldehyde 1 (R = H, Me, Cl) gives the chromones 5 and 9,12 whereas the acid 2 affords the chromones 7, 10 and acetophenone 23. Alumina converts the aldehyde 3 to the xanthone 14, and the corresponding acid 4 to the chromone 8 and diketone 24.

Photolysis of Enol Acetates and α-Bromo Derivatives of o-(Acyloxy)acetophenones

UV irradiation of enol acetates 3a-g in benzene gives mainly o-(acetoxy)acetophenones 2 and 2-methylchromones 4. Under the same conditions, the dimethyl derivatives 3h and 3i remain unaffected.The α-bromo ketone 5a gives rise to mixtures of o-(acetoxy)acetophenone (2a), the diketone 6, and/or α-acetoxy-o-hydroxyacetophenone (7), depending on the irradiation conditions.The similarities and differences between the two series of experiments, as well as their possible mechanistic implications, are discussed.