23030-43-5

Basic information

• Product Name: 1,4-Dihydroxy-2-iodobenzene
• Synonyms: 1,4-Dihydroxy-2-iodobenzene;2-Iodohydroquinone
• CAS NO: 23030-43-5
• Molecular Formula: C₆H₅IO₂
• Molecular Weight: 236.01
• Mol File: 23030-43-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 115-116 °C
• Boiling Point: 283.3°C at 760 mmHg
• Flash Point: 125.1°C
• Appearance: /
• Density: 2.177g/cm³
• Vapor Pressure: 0.00186mmHg at 25°C
• Refractive Index: 1.722
• PKA: 9.23±0.18(Predicted)
• CAS DataBase Reference: 1,4-Dihydroxy-2-iodobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dihydroxy-2-iodobenzene(23030-43-5)
• EPA Substance Registry System: 1,4-Dihydroxy-2-iodobenzene(23030-43-5)

Safety Data

• Hazardous Substances Data: 23030-43-5(Hazardous Substances Data)

Usage

Derivative of

Resorcinol

Uses

a. Production of dyes
b. Pharmaceuticals
c. Industrial applications

Physical state

White to off-white crystalline solid

Solubility

Soluble in organic solvents

Application

a. Reagent in organic synthesis
b. Preparation of iodine-containing compounds
c. Precursor in advanced materials and pharmaceuticals

Potential use

Radiocontrast agent for medical imaging due to iodine content

InChI:InChI=1/C6H5IO2/c7-5-3-4(8)1-2-6(5)9/h1-3,8-9H

Upstream product

• 626-02-8 3-Iodophenol 
• 108-95-2 phenol 
• 123-31-9 hydroquinone 
• 150-78-7 1,4-dimethoxybezene 
• 106-51-4 p-benzoquinone 

Downstream Products

• 19012-99-8 6-hydroxy-2,2-dimethyl-2H-chromene 
• 1394048-14-6 (E)-2',5'-dihydroxy-3-methoxystilbene 
• 1394048-13-5 (E)-2',5'-dihydroxy-4-methoxystilbene 
• 1394048-15-7 (E)-2',5'-dihydroxy-2-methoxystilbene 
• 1394048-08-8 (E)-3-methoxy-2',4,5'-trihydroxystilbene 
• 7182-29-8 5-hydroxy-2-phenylbenzofuran 
• 1449510-36-4 (E)-2',5'-dihydroxy-3,4-dimethoxystilbene 
• 1449510-37-5 (E)-3,5-dimethoxy-4,2',5'-trihydroxystilbene 
• 1335242-37-9 (E)-2,2',5'-trihydroxystilbene 
• 1093198-83-4 2-[(1E)-2-(4-hydroxyphenyl)ethenyl]-1,4-benzenediol 
• 1335242-33-5 (E)-2',3,5'-trihydroxystilbene 
• 1335242-40-4 (E)-4-methoxy-2',3,5'-trihydroxystilbene 
• 1093198-97-0 (E)-2',3,4,5'-tetrahydroxystilbene 
• 1335242-39-1 (E)-6-fluoro-4-methoxy-2',3,5'-trihydroxystilbene 

Relevant articles and documents

Enzyme-Catalysed Synthesis of Cyclohex-2-en-1-one cis-Diols from Substituted Phenols, Anilines and Derived 4-Hydroxycyclohex-2-en-1-ones

Toluene dioxygenase-catalysed cis-dihydroxylations of substituted aniline and phenol substrates, with a Pseudomonas putida UV4 mutant strain and an Escherichia coli pCL-4t recombinant strain, yielded identical arene cis-dihydrodiols, which were isolated as the preferred cyclohex-2-en-1-one cis-diol tautomers. These cis-diol metabolites were predicted by preliminary molecular docking studies, of anilines and phenols, at the active site of toluene dioxygenase. Further biotransformations of cyclohex-2-en-1-one cis-diol and hydroquinone metabolites, using Pseudomonas putida UV4 whole cells, were found to yield 4-hydroxycyclohex-2-en-1-ones as a new type of phenol bioproduct. Multistep pathways, involving ene reductase- and carbonyl reductase-catalysed reactions, were proposed to account for the production of 4-hydroxycyclohex-2-en-1-one metabolites. Evidence for the phenol hydrate tautomers of 4-hydroxycyclohex-2-en-1-one metabolites was shown by formation of the corresponding trimethylsilyl ether derivatives. (Figure presented.).

C-substituted, 1H-azoles for amphoteric, solvent-less proton conductivity

Disclosed herein are the compounds shown below. Also disclosed are methods of making the compounds. R1=—O—; R2=any alkyl chain; R3=—CH3, —CN, —COOCH3, -tetrazole, -imidazole, or -triazole; R4=—H or —R5; R5=—H, -halogen, —C≡CH, or —C≡C—; n is a positive integer; and m is a positive integer.

Selective iodination of some phenols, anilines and methoxyarenes by molecular iodine in the presence of 1-butyl-3-methylimidazolium hydrogen sulphate

A simple, mild and regioselective method for the iodination of some phenols, anilines and methoxyarenes by using molecular iodine in presence of 1-butyl-3-methylimidazolium hydrogen sulphate ([bmim]-HSO4) in acetonitrile as solvent is reported. One-pot synthesis, mild reaction conditions, short reaction times and excellent yields of the products are noteworthy.