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

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

Uses

Used in Agricultural Applications:
2,4-DICHLORO-N-(2,3,4,5-TETRAPROPYLCYCLOPENTA-2,4-DIENYLIDENE)ANILINE is used as a selective herbicide for the control of annual and perennial grasses in various crops. It is particularly effective in rice and turfgrass production, where it helps maintain the quality and yield of these crops by eliminating unwanted grasses that compete for resources.
Used in Preand Post-emergent Applications:
In the context of crops such as soybeans, peanuts, and cotton, 2,4-DICHLORO-N-(2,3,4,5-TETRAPROPYLCYCLOPENTA-2,4-DIENYLIDENE)ANILINE is used as a preand post-emergent herbicide. This application helps prevent the growth of grasses before they emerge from the soil and control those that have already emerged, ensuring a cleaner and more productive crop field.
Used in Pest Management:
2,4-DICHLORO-N-(2,3,4,5-TETRAPROPYLCYCLOPENTA-2,4-DIENYLIDENE)ANILINE is used as a key component in integrated pest management strategies, where it is employed to target specific grass species that pose a threat to crop health and productivity. By selectively controlling these grasses, it contributes to a more sustainable and environmentally friendly approach to agriculture.

Upstream product

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

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.

Lewis acid-promoted reactions of zirconacyclopentadienes with isocyanates. A one-pot three-component synthesis of multiply-substituted iminocyclopentadienes from one isocyanate and two alkynes

Multiply-substituted iminocyclopentadienes were formed from Lewis acid-promoted reactions of zirconacyclopentadienes and isocyanates via a one-pot three-component coupling process; the C=O double bond of the RN=C=O moiety in the isocyanate was cleaved, and the isocyanates behaved formally as a one-carbon unit with Lewis acid-dependent and substituent-dependent reactions being realized. The Royal Society of Chemistry 2005.

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.