61348-46-7

Basic information

• Product Name: (4E)-N-hydroxy-4H-chromen-4-imine
• CAS NO: 61348-46-7
• Molecular Formula: C₉H₇NO₂
• Molecular Weight: 161.1574
• Mol File: 61348-46-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 285.487°C at 760 mmHg
• Flash Point: 126.458°C
• Density: 1.251g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: (4E)-N-hydroxy-4H-chromen-4-imine(CAS DataBase Reference)
• NIST Chemistry Reference: (4E)-N-hydroxy-4H-chromen-4-imine(61348-46-7)
• EPA Substance Registry System: (4E)-N-hydroxy-4H-chromen-4-imine(61348-46-7)

Safety Data

• Hazardous Substances Data: 61348-46-7(Hazardous Substances Data)

Usage

Description

(4E)-N-hydroxy-4H-chromen-4-imine, also known as 4keto cyromazine, is a chemical compound derived from cyromazine, an insecticide used in agriculture. It functions as an insect growth regulator by inhibiting the enzyme ecdysone 20-monooxygenase, which is crucial for the synthesis of ecdysone, a hormone vital for insect growth and development. (4E)-N-hydroxy-4H-chromen-4-imine disrupts the molting and development process of insect larvae, causing their death. It is considered to have low toxicity to mammals and is often used in combination with other insecticides for effective pest management.

Uses

Used in Agricultural Pest Management:
(4E)-N-hydroxy-4H-chromen-4-imine is used as an insect growth regulator for controlling fly larvae in livestock production. It targets the essential hormone ecdysone, disrupting the growth and development of insect larvae and leading to their death, thus providing an effective solution for pest management in this industry.
Used in Fruit and Vegetable Protection:
In the fruit and vegetable industry, (4E)-N-hydroxy-4H-chromen-4-imine is used as a pesticide to manage pests that can damage crops. By inhibiting the enzyme ecdysone 20-monooxygenase, it prevents the proper development of insect larvae, protecting the produce from potential harm caused by these pests.
Used in Combination with Other Insecticides:
(4E)-N-hydroxy-4H-chromen-4-imine is also used in combination with other insecticides to enhance the effectiveness of pest management strategies. Its low toxicity to mammals makes it a suitable candidate for integrated pest management approaches, where multiple control methods are employed to reduce the reliance on any single insecticide and minimize potential environmental impacts.

Upstream product

• 67-56-1 methanol 
• 491-38-3 1-benzopyran-4(4H)-one 
• 66665-81-4 1-(2'-hydroxyphenyl)-propane-1,3-dione-1,3-dioxime 

Relevant articles and documents

REACTION OF CHROMONES WITH HYDROXYLAMINE IN ANHYDROUS METHANOL. A NOVEL ROUTE FOR THE PREPARATION OF CHROMONE OXIMES

The reaction of 4H-1-benzopyran-4-one (chromone, 1) and its substituted derivatives with hydroxylamine in aqueous alcohols gives isoxazoles 5, and 10, as the major products, whereas 1a is transformed mainly into 8a with hydroxylamine hydrochloride in anhydrous methanol; compounds 5a, 9a and 10a can also be isolated, and the formation of 6a and 7a has been detected, as well.Depending on the character of the substituent, substituted chromones 1b-g afforded 7, 8 or 9 as the isolable major product.Based on the present experiments compound 6, produced in an acid-catalyzed methanol addition on 1, is regarded the key intermediate of the formation of chromone oxime

A NEW PATHWAY IN THE REACTIONS OF CHROMONES AND HYDROXYLAMINE IN ANHYDROUS SOLUTIONS

In the nucleophilic reaction of chromone (1) with NH2OH.HCl in anhydrous methanol a new compound 2-methoxychromanone (6) appeared as an intermediate in the formation of chromone oxime (8) and 2-methoxychromanone oxime (7).