110190-08-4

Basic information

• Product Name: 1,2-DIIODO-4,5-DIMETHOXYBENZENE
• Synonyms: 4,5-DIODOVERATROL;4,5-DIODOVERATROLE;1,2-DIIODO-4,5-DIMETHOXYBENZENE
• CAS NO: 110190-08-4
• Molecular Formula: C₈H₈I₂O₂
• Molecular Weight: 389.96
• Mol File: 110190-08-4.mol

Chemical Properties

• Melting Point: 132 °C
• Boiling Point: 344.1 °C at 760 mmHg
• Flash Point: 161.9 °C
• Appearance: /
• Density: 2.147 g/cm³
• Vapor Pressure: 0.000134mmHg at 25°C
• Refractive Index: 1.64
• CAS DataBase Reference: 1,2-DIIODO-4,5-DIMETHOXYBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIIODO-4,5-DIMETHOXYBENZENE(110190-08-4)
• EPA Substance Registry System: 1,2-DIIODO-4,5-DIMETHOXYBENZENE(110190-08-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 110190-08-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry:
1,2-DIIODO-4,5-DIMETHOXYBENZENE is used as a reagent in various organic chemistry reactions, facilitating the synthesis of a broad range of organic compounds. Its unique structure and reactivity make it a valuable component in the creation of new chemical entities.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 1,2-DIIODO-4,5-DIMETHOXYBENZENE serves as a key intermediate in the development of innovative drugs. Its properties contribute to the design and synthesis of novel therapeutic agents, potentially leading to advancements in medicinal chemistry.
Safety Precautions:
Given its hazardous nature, 1,2-DIIODO-4,5-DIMETHOXYBENZENE should be handled with care, adhering to strict safety protocols to minimize health and environmental risks. Proper storage, usage, and disposal methods are essential to ensure the safety of individuals and the environment.

InChI:InChI=1/C8H8I2O2/c1-11-7-3-5(9)6(10)4-8(7)12-2/h3-4H,1-2H3

Upstream product

• 5460-32-2 1-iodo-3,4-dimethoxybenzene 
• 5653-40-7 2-Amino-4,5-dimethoxybenzoic acid 
• 122775-35-3 3,4-Dimethoxyphenylboronic acid 
• 93-07-2 Veratric acid 
• 91-16-7 1,2-dimethoxybenzene 

Downstream Products

• 14120-13-9 4-iodo-5-nitro-1,2-dimethoxybenzene 
• 170160-98-2 1,2-diethynyl-4,5-dimethoxybenzene 
• 344958-60-7 1,2-bis(p-methylbenzenesulfonyl)-4,5-dimethoxybenzene 
• 3395-03-7 4,5-dimethoxy-1,2-dinitrobenzene 
• 1061316-81-1 2-(2-iodo-4,5-dimethoxyphenylthio)-1-(pent-4-ynyl)-1H-imidazo[4,5-c]pyridin-4-amine 
• 1235443-08-9 9,10-dimethoxy-1,4-dimethyl-7,12-diphenylbenzo[k]indeno[1,2,3-cd]fluoranthene 
• 1235443-00-1 1,2-dihydro-7,8-dimethoxy-5,10-diphenylbenzo[k]cyclopenta[cd]fluoranthene 
• 1308270-85-0 C₃₂H₂₆O₂ 
• 1235443-19-2 9,10-dimethoxyl-7-n-butyl-12-phenylbenzo[k]fluoranthene 
• 1235443-05-6 1,2-dihydro-7,8-dimethoxy-5-[4-(methoxycarbonyl)phenyl]-10-(4-anisyl)benzo[k]cyclopenta[cd]-fluoranthene 
• 1235443-09-0 9,10-dimethoxy-1,2,3,4-tetraphenyl-7,12-bis(4-n-octoxyphenyl)benzo[k]indeno[1,2,3-cd]fluoranthene 
• 1235443-12-5 dimethyl 9,10-dimethoxy-1,4-dimethyl-7,12-diphenylbenzo[k]indeno[1,2,3-cd]fluoranthene-2,3-dicarboxylate 
• 1378950-71-0 4,5-bis[2-(triisopropylsilyl)ethynyl]-1,2-phenylene bis(trifluoromethane-sulfonate) 
• 1378950-72-1 4,5-bis[2-(4-methoxyphenyl)ethynyl]-1,2-phenylene bis(trifluoromethane-sulfonate) 

Relevant articles and documents

Sequential Difunctionalization of 2-Iodobiphenyls by Exploiting the Reactivities of a Palladacycle and an Acyclic Arylpalladium Species

A novel sequential difunctionalization reaction of 2-iodobiphenyl has been developed by exploiting the distinct reactivities of a palladacycle and an acyclic arylpalladium species. In this tandem reaction, an in situ formed dibenzopalladacyclopentadiene reacts selectively with an alkyl halide, after which the thus formed acyclic arylpalladium species selectively undergoes a Heck reaction with an alkene. This work demonstrates the strong relationship between the coordination mode of a transition metal complex and its reactivity, which could shed light on the mechanisms of other transition-metal-catalyzed reactions and offer the opportunity to develop other synthetically enabling organic transformations.

Iodination of alkyl aryl ethers by mercury(II) oxide-iodine reagent in dichloromethane

A convenient method for selective mono- and diiodination of alkyl aryl ethers by mercury(II) oxide-iodine reagent in dichloromethane is reported.

Rapid Iododeboronation with and without Gold Catalysis: Application to Radiolabelling of Arenes

Radiopharmaceuticals that incorporate radioactive iodine in combination with single-photon emission computed tomography imaging play a key role in nuclear medicine, with applications in drug development and disease diagnosis. Despite this importance, there are relatively few general methods for the incorporation of radioiodine into small molecules. This work reports a rapid air- and moisture-stable ipso-iododeboronation procedure that uses NIS in the non-toxic, green solvent dimethyl carbonate. The fast reaction and mild conditions of the gold-catalysed method led to the development of a highly efficient process for the radiolabelling of arenes, which constitutes the first example of an application of homogenous gold catalysis to selective radiosynthesis. This was exemplified by the efficient synthesis of radiolabelled meta-[125I]iodobenzylguanidine, a radiopharmaceutical that is used for the imaging and therapy of human norepinephrine transporter-expressing tumours.

Selective monoiodination of aromatic compounds with electrochemically generated I+ using micromixing

Selective monoiodination of aromatic compounds such as dimethoxybenzene has been successfully achieved with I+, which is generated by anodic oxidation of I2 in acetonitrile, using micromixing. The Royal Society of Chemistry 2006.

A phase-dependent photoluminescent discotic liquid crystal bearing a graphdiyne substructure

In recent years, graphdiyne and its derivatives with fascinating electro-optic properties have attracted tremendous scientific attention. Here we design and synthesize a graphdiyne-derived discotic liquid crystal material by decorating six wedge-shaped 3,

Practical electrochemical iodination of aromatic compounds

A practical method for electrochemical iodination of aromatic compounds was developed. The method involves the generation of I+ by electrochemical oxidation of I2 in CH3CN using H 2SO4 as supporting electrolyte followed by the reaction with aromatic compounds. The para/ortho selectivity for the reaction of mono-substituted benzenes was significantly improved using dimethoxyethane as cosolvent in the second step. The reaction with highly reactive aromatic compounds led to the formation of significant amounts of diiodo compounds in a macrobatch reactor. This problem was solved by fast 1:1 mixing of I+ with an aromatic compound using a microflow system consisting of a T-shaped micromixer and a microtube reactor.

A method for preparing isothiaurea compounds based on substituted iodobenzene

The present invention discloses a method for preparing isothiaurea compounds based on substituted iodobenzene, thiourea and substituted iodobenzene as a substrate, in the presence of metal hydrides, react in a solvent, and prepare isothiurea compounds. Is

Synthesis of Fluorenes Starting from 2-Iodobiphenyls and CH2Br2 through Palladium-Catalyzed Dual C-C Bond Formation

A facile and efficient approach is developed for the synthesis of fluorene and its derivatives starting from 2-iodobiphenyls and CH2Br2. A range of fluorene derivatives can be synthesized under relatively mild conditions. The reaction proceeds via a tandem palladium-catalyzed dual C-C bond formation sequence through the key dibenzopalladacyclopentadiene intermediates, which are obtained from 2-iodobiphenyls through palladium-catalyzed C-H activation.

PROCESS FOR THE PREPARATION OF N-IODOAMIDES

The present invention provides new stable crystalline N-iodoamides - 1-iodo- 3,5,5-trimethylhydantoin (1-ITMH) and 3-iodo-4,4-dimethyl-2-oxazolidinone (IDMO). The present invention further provides a process for the preparation of organic iodides using N-iodoamides of this invention and recovery of the amide co-products from waste water.

Halogen bonding of (iodoethynyl)benzene derivatives in solution

Halogen bonding (XB) between (iodoethynyl)benzene donors and quinuclidine in benzene affords binding free enthalpies (δG, 298 K) between -1.1 and -2.4 kcal mol-1, with a strong LFER with the Hammett parameter σpara. The enthalpic dri