35424-56-7

Basic information

• Product Name: 1-chloro-4-(iodomethyl)benzene
• Synonyms: 1-Chloro-4-(iodomethyl)benzene; benzene, 1-chloro-4-(iodomethyl)-
• CAS NO: 35424-56-7
• Molecular Formula: C₇H₆ClI
• Molecular Weight: 252.48
• Mol File: 35424-56-7.mol
• Article Data: 55

Chemical Properties

• Boiling Point: 252.3°C at 760 mmHg
• Flash Point: 106.4°C
• Density: 1.849g/cm³
• Vapor Pressure: 0.031mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: 1-chloro-4-(iodomethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-4-(iodomethyl)benzene(35424-56-7)
• EPA Substance Registry System: 1-chloro-4-(iodomethyl)benzene(35424-56-7)

Safety Data

• Hazardous Substances Data: 35424-56-7(Hazardous Substances Data)

Usage

General Description

1-chloro-4-(iodomethyl)benzene, also known as p-iodomethylchlorobenzene, is a chemical compound with the molecular formula C7H6ClI. It is a benzene derivative with a chlorine atom and an iodomethyl group attached to the 1 and 4 positions, respectively. 1-chloro-4-(iodomethyl)benzene is commonly used as a building block in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and other fine chemicals. It has also been used in the production of dyes and pigments. 1-chloro-4-(iodomethyl)benzene is known to be toxic if ingested or inhaled, and it may cause skin and eye irritation upon contact. It is important to handle this compound with care and use appropriate protective measures when working with it in a laboratory or industrial setting.

Upstream product

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Downstream Products

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• 1054633-48-5 1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(4-chloro-benzyloxymethyl)-tetrahydro-furan-2-yl]-5-fluoro-1H-pyrimidine-2,4-dione 
• 203808-38-2 3-Butyl-1-(4-chloro-benzyl)-5,6-dimethyl-1H-thieno[2,3-d]pyrimidine-2,4-dione 
• 346694-31-3 7-O-p-chlorobenzyl-25-O-methyl-26-O-t-butyldimethylsilylmonensin methyl ester 
• 142344-98-7 5-amino-1-(5-(4-chlorobenzyl-amino)-5-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide 
• 57265-35-7 1-(p-chlorobenzyl)-3-[2,4-dichloro-β-(2,4-dichlorobenzyloxy)phenethyl]imidazolium iodide 
• 15313-94-7 p-Chlorobenzyl nitrate 
• 619-56-7 4-chlorobenzamide 
• 105807-96-3 6-amino-4-(4-chlorobenzyl)-2H-1,4-benzoxazine-3(4H)-one 
• 1359817-89-2 4-(4-chlorobenzyl)-6-(3-trifluoromethylphenylamino)-2H-1,4-benzoxazine-3(4H)-one 
• 105807-76-9 4-(4-chlorobenzyl)-6-nitro-2H-1,4-benzoxazine-3(4H)-one 
• 1359818-53-3 1-(4-chlorobenzyl)-3-(ethoxycarbonylmethyl)-6-iodoquinazoline-2,4-dion 

Relevant articles and documents

Conversion of Aryl Aldehydes to Benzyl Iodides and Diarylmethanes by H3PO3/I2

For the first time, H3PO3 was used as both the reducing reagent and the promotor in the reductive benzylation reactions with aryl aldehydes. By using a H3PO3/I2 combination, various aromatic aldehydes underwent iodination reactions and Friedel-Crafts type reactions with arenes via benzyl iodide intermediates, readily producing benzyl iodides and diarylmethanes in good yields. Intramolecular cyclization reactions also took place, giving the corresponding cyclic compounds. This new strategy features easy-handling, low-cost, and metal-free conditions.

Iminophosphorane-mediated regioselective umpolung alkylation reaction of α-iminoesters

Umpolung reactions of imines, especially the asymmetric reactions, have been extensively studied as they provide access to important chiral amines in an efficient manner. The reactions studied range from simple Michael reactions to several kinds of other reactions such as the aza-benzoin reaction, aza-Stetter reaction, addition with MBH carbonate, and Ir-catalysed allylation. Herein, we report the first umpolung alkylation reaction of α-iminoesters with alkyl halides mediated by iminophosphorane as an organic superbase. The desired products were obtained in up to 82% yield with almost perfect regioselectivities. The key to the regioselectivity of this reaction was the use of 4-trifluoromethyl benzyl imines as a substrate. The products were successfully derivatised into the more functionalised molecules in good yields.

Method for preparing benzyl iodide and derivatives thereof

The invention discloses a method for efficiently preparing benzyl iodide and derivatives thereof. The preparation method is characterized in that a benzyl alcohol compound, iodine and hydrogen are used as the reaction raw materials and rhodium and phosphine ligand are used as the catalyst to perform one-step reaction in an organic solvent under a positive pressure condition to synthesize the target benzyl iodide and the derivatives thereof, and the reaction formula of the reaction is as shown in the specification. The method has the advantages that the iodination of the method can be easily achieved, reaction condition requirements are low, large-scale industrial production can be achieved, the yield of the benzyl iodide can reach 82% or above, and the yield of the derivatives of the benzyl iodide can reach 99% or above; the method is wide in application range, short in process flow, low in raw material cost and applicable to the industrial production of a series of benzyl iodide and the derivatives thereof.