74231-65-5

Usage

General Description

4-(Dichloromethyl)benzonitrile is a chemical compound with the molecular formula C8H5Cl2N. It is a colorless to pale yellow liquid with a faint odor, and it is commonly used as an intermediate in the production of various pharmaceuticals, agrochemicals, and dyes. The compound is known for its strong reactivity and is considered hazardous to human health and the environment. It is classified as a potential carcinogen and may cause irritation to the skin, eyes, and respiratory system upon exposure. Additionally, 4-(dichloromethyl)benzonitrile is harmful if ingested, and proper safety precautions should be taken when handling and storing this chemical.

Upstream product

• 104-85-8 para-methylbenzonitrile 
• 105-07-7 4-cyanobenzaldehyde 
• 87829-00-3 4-(hydrazonomethyl)benzonitrile 
• 7782-50-5 chlorine 
• 874-86-2 4-cyanobenzyl chloride 

Downstream Products

• 41037-77-8 4-(benzenesulfonyl-chloro-methyl)-benzonitrile 
• 619-66-9 4-Carboxybenzaldehyde 
• 105-07-7 4-cyanobenzaldehyde 
• 85609-08-1 1-(diphenylmethyl)-4-cyanobenzene 
• 3477-93-8 p-carboxybenzaldehyde oxime 
• 61471-39-4 4-carboxybenzaldehyde phenylhydrazone 

Relevant academic research and scientific papers

Formamide Catalysis Facilitates the Transformation of Aldehydes into Geminal Dichlorides

Herein, a novel method for the transformation of aldehydes into geminal dichlorides based on phthaloyl chloride as reagent and N -formylpyrrolidine as Lewis base catalyst is disclosed. Given the mild reaction conditions, the current protocol is distinguished by high levels of functional group compatibility and scalability and is operationally simple. The in situ formation of a Vilsmeier Haack reagent type intermediate is likely to be essential for this organocatalytic nucleophilic substitution reaction.

Synthesis of Aryldihalomethanes by Denitrogenative Dihalogenation of Benzaldehyde Hydrazones

We report a denitrogenative dihalogenation reaction of phenyldiazomethanes in which the hypervalent iodine reagents PhICl2 and TolIF2 act as surrogates for elemental chlorine and fluorine. Halogen transfer from iodane to aryldiazomethane is described, as is a tandem oxidative dihalogenation reaction between iodane and hydrazone. This is the first use of non-α-stabilized diazo compounds in this reaction, which provided an efficient synthesis of aryldifluoromethane (ArCHF2) and aryldichloromethane (ArCHCl2) derivatives. (Figure presented.).

A simple and efficient procedure for the preparation of benzal chlorides and benzal bromides

Benzal chlorides and benzal bromides were conveniently synthesized by reaction of aryl aldehydes with a Vilsmeier type reagent formed in situ by reduction of CCl4 or CBr4 in dimethylformamide (DMF) as solvent.

AN EFFECTIVE CHLORINATING AGENT BENZYLTRIMETHYLAMMONIUM TETRACHLOROIODATE, BENZYLIC CHLORINATION OF ALKYLAROMATIC COMPOUNDS

The reaction of alkylaromatic compounds with benzyltrimethylammonium tetrachloroiodate in carbon tetrachloride in the presence of AIBN under reflux for several hours gave α-chloro-substituted compounds in fairly good yields.