116529-35-2

Usage

Uses

Used in Pharmaceutical Industry:
2,4-Dichlorobenzyl iodide is used as an intermediate in the synthesis of various medications, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Production:
2,4-DICHLOROBENZYL IODIDE is employed in the production of insecticides and herbicides, playing a crucial role in the development of effective pest control agents for agricultural use.
Used in Organic Synthesis:
2,4-Dichlorobenzyl iodide is utilized as a valuable tool by chemists and researchers for the synthesis of other organic compounds, expanding the scope of chemical research and innovation.

InChI:InChI=1/C7H5Cl2I/c8-6-2-1-5(4-10)7(9)3-6/h1-3H,4H2

Upstream product

• 94-99-5 2,4-Dichlorobenzyl chloride 
• 1777-82-8 (2,4-dichlorophenyl)methanol 
• 877468-98-9 2,4-dichloro-1-(methoxymethoxy)methyl benzene 
• 1058649-24-3 2,4-dichloro-1-[(ethoxymethoxy)methyl]benzene 
• 60211-56-5 2,4-dichlorobenzyl fluoride 

Downstream Products

• 109257-66-1 1-(2,4-dichloro-benzyl)-tetrahydro-thiophenium; iodide 
• 13616-24-5 1,6-bis-(2,4-dichloro-benzylsulfanyl)-[1,4]dithiino[2,3-d;5,6-d']dipyridazine 
• 521098-39-5 (R)-3-(2,4-dichlorophenyl)-2-methylpropanoic acid 
• 206066-36-6 3-(2,4-dichlorobenzyl)-5-methoxycarbonyl-2-methylindole 
• 206066-32-2 3-(2,4-dichlorobenzyl)-5-methoxycarbonylindole 

Relevant academic research and scientific papers

Selective iodination of benzylic alcohols with KI/H2SO4 supported on natural kaolinitic clay under microwave irradiation

Benzylic alcohols are selectively converted into their corresponding iodides using KI/H2SO4 supported on natural kaolinitic clay and microwaves.

Nucleophilic Substitution of Aliphatic Fluorides via Pseudohalide Intermediates

A method for aliphatic fluoride functionalization with a variety of nucleophiles has been reported. Carbon–fluoride bond cleavage is thermodynamically driven by the use of silylated pseudohalides TMS-OMs or TMS-NTf2, resulting in the formation of TMS-F and a trapped aliphatic pseudohalide intermediate. The rate of fluoride/pseudohalide exchange and the stability of this intermediate are such that little rearrangement is observed for terminal fluoride positions in linear aliphatic fluorides. The ability to convert organofluoride positions into pseudohalide groups allows facile nucleophilic attack by a wide range of nucleophiles. The late introduction of the nucleophiles also allows for a wide range of functional-group tolerance in the coupling partners. Selective alkyl fluoride mesylation is observed in the presence of other alkyl halides, allowing for orthogonal synthetic strategies.

Ionic liquid-induced conversion of methoxymethyl-protected alcohols into nitriles and iodides using [Hmim][NO3]

This Letter reports a one-pot efficient conversion of methoxymethyl-ethers into their corresponding nitriles and iodides using the ionic liquid, 1-methyl-3H-imidazolium nitrate ([Hmim][NO3]) under microwave irradiation. A variety of products were prepared in high yields using this method.

Iodination of alcohols over Keggin-type heteropoly compounds: A simple, selective and expedient method for the synthesis of alkyl iodides

Different catalysts derived from Keggin-type heteropoly compounds were prepared and their catalytic activities have been compared in the iodination of benzyl alcohol with KI under mild reaction conditions. A high catalytic activity was found over tungstophosphoric acid supported on silica and titania. The effect of catalyst loading, iodine source and the nature of substituents on the aromatic ring of benzyl alcohol were investigated. Finally, several competitive reactions were studied between structurally diverse alcohols. This protocol provides a mild and expedient way for the conversion of various alcohols to their corresponding alkyl iodides with high selectivity.

Microwave-promoted, one-pot conversion of alkoxymethylated protected alcohols into their corresponding nitriles, bromides, and iodides using [bmim][InCl4] as a green catalyst

The Lewis acid room temperature ionic liquid, [bmim][InCl4], was found to be an efficient and green catalyst for the highly chemoselective and one-pot conversion of MOM- or EOM-ethers into their corresponding nitriles, bromides, and iodides under microwave irradiation. The procedures are simple, rapid, and high yielding. The catalyst exhibited a remarkable reactivity and is reusable.

An expedient stereoselective synthesis of (Z)- and (E)-allyl iodides from Baylis-Hillman adducts along with selective iodination of benzylic alcohols using the polymethylhydrosiloxane-iodine system

A stereoselective method has been developed for the synthesis of (Z)- and (E)-allyl iodides from Baylis-Hillman adducts using polymethylhydrosiloxane (PMHS) and iodine in chloroform at room temperature. In addition, the reagent system has been utilized for the iodination of benzylic alcohols selectively.

Design and synthesis of a new polymer-supported Evans-type oxazolidinone: An efficient chiral auxiliary in the solid-ph ase asymmetric alkylation reactions

Wang resin-supported Evans' chiral auxiliary (23) was designed based on a novel polymer-anchoring strategy, which utilizes the 5-position of the oxazolidinone ring, and its new synthetic route applicable to multi-gram preparation in just a day was developed. Solid-phase Evans' asymmetric alkylation on 23-derived N-acylimide resin and following lithium hydroperoxide-mediated chemoselective hydrolysis afforded the corresponding α-branched carboxylic acids in desired high stereoselectivities (up to 97% ee) and moderate to good overall yield (up to 70%, for 3 steps), which were comparable to those of the conventional solution-phase methods. Furthermore, recovery and recycling of the polymer-supported chiral auxiliary were successfully achieved without decreasing the stereoselectivity of the product. Therefore, this is the first successful example that the solid-phase Evans' asymmetric enolate-alkylation was efficiently performed on the solid-support, and it is concluded that the connection to the solid-support via the 5-position of the oxazolidinone ring is an ideal strategy in the solid-phase Evans' chiral auxiliary.

Efficient and selective halogenation of allylic and benzylic alcohols under mild conditions

A simple, mild, and high yielding procedure for the halogenation of allylic and benzylic alcohols using a combination of SOCl2, benzotriazole, and potassium halides in DMF is described. The effectiveness of the protocol is manifested in its selectivity towards allylic and benzylic alcohols whereas other simple alcohols such as primary, secondary, and tertiary are found to be unreactive. Springer-Verlag 2004.

GLUCOCORTICOID RECEPTOR MODULATORS

Compounds of formula (I) or pharmaceutically acceptable salts thereof are novel glucocorticoid receptor modulators and are useful for treating type II diabetes in a mammal.

Method for inhibiting neoplastic cells with indole derivatives

A method for inhibiting neoplastic cells and related conditions by exposing them to substituted indole derivatives.