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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• 76950-86-2 1-(4-Chloro-benzyl)-4,6-diphenyl-1H-pyridine-2-thione 
• 95458-82-5 diethyl 4-chlorobenzyl phosphate 
• 256521-85-4 4-[(chlorophenyl)methoxy](1,1-dimethylethyl)dimethylsilane 
• 14856-74-7 4-chlorobenzyltrimethylsilyl ether 
• 1950-78-3 p-toluenesulfonyl iodide 
• 10034-85-2 hydrogen iodide 

Downstream Products

• 13616-25-6 1,6-bis-(4-chloro-benzylsulfanyl)-[1,4]dithiino[2,3-d;5,6-d']dipyridazine 
• 61734-33-6 C₁₂H₁₅Cl₂NO₃ 
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• 203808-38-2 3-Butyl-1-(4-chloro-benzyl)-5,6-dimethyl-1H-thieno[2,3-d]pyrimidine-2,4-dione 
• 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 
• 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 
• 1554260-89-7 C₁₇H₁₅Cl 
• 20386-93-0 4-chlorobenzyl benzoate 
• 16264-03-2 1-(4-chloro-benzyl)-4-(4-nitro-phenyl)-piperazine 
• 1359818-53-3 1-(4-chlorobenzyl)-3-(ethoxycarbonylmethyl)-6-iodoquinazoline-2,4-dion 
• 105807-76-9 4-(4-chlorobenzyl)-6-nitro-2H-1,4-benzoxazine-3(4H)-one 
• 619-56-7 4-chlorobenzamide 

Relevant articles and documents

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.

Preparation method of benzyl iodide and derivatives thereof

The invention discloses a preparation method of benzyl iodide and derivatives thereof, which comprises the following steps: in a protective atmosphere, carrying out heating reaction on aryl aldehyde and iodine elementary substance in the presence of a solvent and phosphorous acid to obtain benzyl iodide and derivatives thereof. According to the method, cheap and green solid phosphorous acid is selected as a reduction reagent for reaction, elemental iodine is selected as an iodine source, the benzyl iodide and the derivatives thereof are efficiently prepared from the aryl aldehyde compounds which are simple and easy to obtain by a one-pot one-step method under mild conditions, and the method has the advantages of simplicity in operation, cheap and easily available reagents, environmental friendliness and the like; and the use of expensive silicon-hydrogen compounds and transition metal catalysts is avoided, and the yield can reach 94% at most, so that the method is beneficial to industrial production.

Preparation method of benzyl iodide and derivatives thereof

The invention discloses a preparation method of benzyl iodide and derivatives thereof. The preparation method comprises the following steps: under the reduction action of sodium borohydride, a benzylalcohol compound shown as a formula I reacts with elemental iodine to obtain benzyl iodide shown as a formula II and derivatives thereof; in the formula I and the formula II, R represents one or moresubstituents on a benzene ring and is selected from at least one of aryl, substituted or unsubstituted alkyl, halogen and nitro. The preparation method of benzyl iodide and derivatives thereof is scientific and reasonable, sodium borohydride which is mild in reactivity, low in price and easily available is used as a reducing agent, and elemental iodine is convenient and easily available; in addition, the preparation method has the characteristics of simplicity and convenience in operation, high synthesis yield, easiness in product purification, environmental friendliness and the like.