20555-91-3

Basic information

• Product Name: 3,4-Dichloroiodobenzene
• Synonyms: Benzene,1,2-dichloro-4-iodo-;3,4-Dichloro-1-iodobenzene;3,4-Dichlorophenyl iodide;4-Iodo-o-dichlorobenzene;3,4-Dichloroiodobenzene,98%;3,4-Dichloroiodobenzene 99%;3,4-Dichloroiodobenzene(1,2-Dichloro-4-iodobenzene);1,2-DICHLORO-4-IODOBENZENE
• CAS NO: 20555-91-3
• Molecular Formula: C₆H₃Cl₂I
• Molecular Weight: 272.9
• EINECS: 243-874-0
• Product Categories: Chlorine Compounds;Iodine Compounds;Aryl;Building Blocks;C6;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 20555-91-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 27-29 °C(lit.)
• Boiling Point: 116-118 °C (12 mmHg)
• Flash Point: >230 °F
• Appearance: beige low melting solid
• Density: 1.9882 (estimate)
• Vapor Pressure: 0.0214mmHg at 25°C
• Refractive Index: 1.6480
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• Sensitive: Light Sensitive
• BRN: 2245136
• CAS DataBase Reference: 3,4-Dichloroiodobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dichloroiodobenzene(20555-91-3)
• EPA Substance Registry System: 3,4-Dichloroiodobenzene(20555-91-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26-36/37/39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 20555-91-3(Hazardous Substances Data)

Usage

Chemical Properties

beige low melting solid

Uses

3,4-Dichloroiodobenzene may be used in the preparation of:tetrachloromethoxybiphenyls 1-(3,4-dichlorophenyl)-2-trimethylsilylacetylene2-(3,4-dichlorocinnamyl)isoindoline-1,3-dione

General Description

3,4-Dichloroiodobenzene undergoes Stille coupling reaction with vinyltributyltin in the presence of Pd(0)precursors to furnish styrene derivative.

InChI:InChI=1/C6H3Cl2I/c7-5-2-1-4(9)3-6(5)8/h1-3H

Upstream product

• 95-50-1 1,2-dichloro-benzene 
• 401797-02-2 2-(3,4-dichlorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 18282-59-2 4-bromo-1,2-dichlorobenzene 
• 3024-72-4 3,4-dichlorobenzoyl chloride 
• 16156-46-0 3.4-Dichlor-benzoyliodid 
• 95-76-1 m,p-dichloroaniline 

Downstream Products

• 95-77-2 3,4-dichlorophenol 
• 289039-26-5 2-chloro-5-iodophenol 
• 83665-60-5 (E)-2-(3-(3,4-dichlorophenyl)allyl)isoindoline-1,3-dione 
• 158723-71-8 (R)-methyl 4-(3,4-dichlorophenyl)-4-phenyl-2-methoxycarbonylbutanoate 
• 82144-38-5 ethyl cyano(3,4-dichlorophenyl)acetate 
• 1602-65-9 3,4-Dichlor-1-jod-2,6-dinitro-benzol 
• 56558-17-9 2,3',4,4'6-pentachlorobiphenyl 
• 38444-86-9 2',3,4-trichlorobiphenyl 
• 41411-64-7 2,3,3',4,4',5,6-heptachlorobiphenyl 
• 32598-14-4 2,3,3',4,4'-pentachlorobiphenyl 
• 74472-42-7 2,3,4,4',5',6-hexachlorobiphenyl 
• 74472-44-9 2,3,3',4',5,6-hexaachlorobiphenyl 
• 41464-43-1 2,3,3',4'-tetrachlorobiphenyl 
• 38380-03-9 2,3,3',4',6-Pentachlorobiphenyl 

Relevant articles and documents

Rapid and efficient copper-catalyzed finkelstein reaction of (hetero)aromatics under continuous-flow conditions

A general, rapid, and efficient method for the copper-catalyzed Finkelstein reaction of (hetero)aromatics has been developed using continuous flow to generate a variety of aryl iodides. The described method can tolerate a broad spectrum of functional groups, including N-H and O-H groups. Additionally, in lieu of isolation, the aryl iodide solutions were used in two distinct multistep continuous-flow processes (amidation and Mg-I exchange/nucleophilic addition) to demonstrate the flexibility of this method.

TRICYCLIC COMPOUNDS AS mPGES-1 INHIBITORS

The present invention relates to tricyclic compounds of formula (I) or pharmaceutically acceptable salt thereof as mPGES-1 inhibitors. These compounds are inhibitors of the microsomal prostaglandin E synthase-1 (mPGES-1) enzyme and are therefore useful in the treatment of pain and/or inflammation from a variety of diseases or conditions, such as asthama, osteoarthritis, rheumatoid arthritis, acute or chronic pain and neurodegenerative diseases. (I)

Nucleophilic Displacement in Polyhalogenoaromatic Compounds. Part 11. Kinetics of Protiodeiodination of Iodoarenes in Dimethyl Sulphoxide-Methanol

The rates of methoxide-ion induced protiodeiodination of a number of polychloroiodobenzenes and their derivatives have been measured in dimethyl sulphoxide-methanol (9:1 v/v; 323.2 K).The true reagent under these conditions appears to be the dimethyl sulphoxide anion, and the rates of reaction in some cases appear to approach that expected of a diffusion controlled process.This corresponds to a major decrease in the efficacy of further activating substituents in the aromatic system, altough deactivating groups such as p-OMe still show large effects.Chlorine promotes protiodeiodination in the order of efficiency o-Cl > m-Cl > p-Cl; the trifluoromethyl group activates displacement in the order o-CF3 > p-CF3 > m-CF3, although with much less difference between isomeric sites. o-Nitro-groups promote protiodeiodination whereas the p-nitro-group encourages methoxydeiodination.No evidence of methoxydeiodination was found in attack of the polychloroiodobenzenes, although the rates of methoxydechlorination of the corresponding polychlorobenzenes suggest that in some cases this might occur.Evidence rejecting the possible SRN1 mechanism and supporting nucleophilic attack by a carbanionic species upon iodine is presented.