731842-75-4

Basic information

• Product Name: 2,4-DICHLORO-N-(2,3,4,5-TETRAPROPYLCYCLOPENTA-2,4-DIENYLIDENE)ANILINE
• Synonyms: 2,4-DICHLORO-N-(2,3,4,5-TETRAPROPYLCYCLOPENTA-2,4-DIENYLIDENE)ANILINE
• CAS NO: 731842-75-4
• Molecular Formula: C23H31Cl2N
• Molecular Weight: 392.4
• Mol File: 731842-75-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 479.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.07±0.1 g/cm3(Predicted)
• PKA: 3.06±0.60(Predicted)
• CAS DataBase Reference: 2,4-DICHLORO-N-(2,3,4,5-TETRAPROPYLCYCLOPENTA-2,4-DIENYLIDENE)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DICHLORO-N-(2,3,4,5-TETRAPROPYLCYCLOPENTA-2,4-DIENYLIDENE)ANILINE(731842-75-4)
• EPA Substance Registry System: 2,4-DICHLORO-N-(2,3,4,5-TETRAPROPYLCYCLOPENTA-2,4-DIENYLIDENE)ANILINE(731842-75-4)

Safety Data

• Hazardous Substances Data: 731842-75-4(Hazardous Substances Data)

Usage

General Description

2,4-DICHLORO-N-(2,3,4,5-TETRAPROPYLCYCLOPENTA-2,4-DIENYLIDENE)ANILINE, also known as cyhalofop-butyl, is a selective herbicide used to control annual and perennial grasses. It works by inhibiting acetyl-CoA carboxylase, an enzyme involved in fatty acid synthesis in plants. This leads to the disruption of cell membrane formation and ultimately the death of the targeted grasses. Cyhalofop-butyl is commonly used in rice and turfgrass production, as well as in pre- and post-emergent applications in crops such as soybeans, peanuts, and cotton. It is important to use caution when handling and applying this chemical, as it can be harmful if ingested or absorbed through the skin, and can also cause eye and skin irritation.

Upstream product

• 1942-45-6 4-Octyne 
• 2612-57-9 2,4-dichlorophenyl isocyanate 
• 6590-96-1 2, 4-dichlorophenyl isothiocyanate 

Relevant articles and documents

Lewis acid-controlled reactions of zirconacyclopentadienes with isocyanates and isothiocyanates. One-pot three- or four-component synthesis of multiply substituted iminocyclopentadienes and butadiene-tethered 1,6-bisamides and electrophilic cyclization

Multiply substituted zirconacyclopentadienes including bicyclic zirconacyclopentadienes and zirconaindenes reacted with isocyanates and isothiocyanates in the presence of Lewis acids to afford iminocyclopentadienes and conjugated 1,6-bisamides, depending on the nature of Lewis acids, isocyanates, and isothiocyanates used. Only in the presence of BF3 could iminocyclopentadienes be obtained in high isolated yields when zirconacyclopentadienes were treated with isocyanates. On the contrary, BF3 could not mediate the reaction of zirconacyclopentadienes with isothiocyanates. For the reactions of zirconacyclopentadienes with isothiocyanates, EtAlCl2 was found effective to generate iminocyclopentadienes as the products. Interestingly, however, for the reactions of zirconacyclopentadienes with isocyanates, EtAlCl2 was found to work very differently from BF3. Instead of iminocyclopentadienes, conjugated 1,6-bisamides and conjugated mono-amides were obtained as products in high isolated yields from the reactions of zirconacyclopentadienes with isocyanates, depending on the substituents of isocyanates. The reaction path and products could be controlled by Lewis acids. As a demonstration of the usefulness of thus obtained unsaturated bisamides, electrophilic cyclization using acids, NBS, and I2 was carried out. Electrophilic cyclization of multisubstituted conjugated 1,6-bisamide derivatives afforded cyclic iminoethers in excellent yields with perfect selectivity. Only one of the amide groups took part in the electrophilic cyclization.

Reactions of 1,4-dilithiobutadienes with isothiocyanates: Preparation of iminocyclopentadiene derivatives via cleavage of the C=S double bond of a RN=C=S molecule

Reaction patterns of 1,4-dilithio-butadiene derivatives with isothiocyanates RNCS and isocyanates RNCO were investigated and synthetically useful preparative methods were developed. Isothiocyanates reacted with 1,4-dilithio-butadienes to afford iminocyclopentadiene derivatives in excellent isolated yields and high selectivity. When aromatic isothiocyanates were used, cleavage of the CS double bond of a RNCS molecule took place via a successive inter-intramolecular carbophilic addition. A number of products were obtained from the reaction of isocyanates with 1,4-dilithio-butadienes, probably due to the high reactivity of isocyanates towards 1,4-dilithio-butadienes.