611-62-1

Basic information

• Product Name: [1,1-Biphenyl]-2,4-diol
• Synonyms: [1,1-Biphenyl]-2,4-diol;4-(2-hydroxyphenyl)phenol
• CAS NO: 611-62-1
• Molecular Formula: C₁₂H₁₀O₂
• Molecular Weight: 186.2066
• Mol File: 611-62-1.mol

Chemical Properties

• Melting Point: 162.5°C
• Boiling Point: 342°C (estimate)
• Appearance: /
• Density: 1.1032 (rough estimate)
• Refractive Index: 1.6086 (estimate)
• PKA: 10.00±0.35(Predicted)
• CAS DataBase Reference: [1,1-Biphenyl]-2,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1-Biphenyl]-2,4-diol(611-62-1)
• EPA Substance Registry System: [1,1-Biphenyl]-2,4-diol(611-62-1)

Safety Data

• Hazardous Substances Data: 611-62-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
[1,1-Biphenyl]-2,4-diol is used as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique structure allows for the development of new drugs with potential therapeutic benefits.
Used in Dye Production:
[1,1-Biphenyl]-2,4-diol serves as a building block for the production of dyes. Its chemical properties make it suitable for creating a variety of dyes with different color characteristics.
Used in Resin and Polymer Production:
[1,1-Biphenyl]-2,4-diol is also utilized in the production of resins and polymers, where its structural features contribute to the formation of materials with specific properties and applications.
Used in Skincare and Cosmetic Products:
Due to its antioxidant properties, [1,1-Biphenyl]-2,4-diol has been studied for potential applications in skincare and cosmetic products. It may offer benefits such as protection against oxidative stress and support for skin health.
However, it is crucial to handle [1,1-Biphenyl]-2,4-diol with care, as it can cause skin and eye irritation and is toxic if ingested or inhaled in large quantities. Proper safety measures should be taken during its use and handling to minimize potential health risks.

Upstream product

• 108-95-2 phenol 
• 2122-46-5 phenoxy radical 
• 65109-75-3 N-(phenoxy)-4-methylbenzenesulfonamide 
• 56-23-5 tetrachloromethane 
• 7732-18-5 water 
• 106-48-9 4-chloro-phenol 
• 98-67-9 p-hydoroxybenzenesulfonic acid 
• 93-99-2 benzoic acid phenyl ester 
• 609-46-1 phenol-2-sulfonic acid 
• 533-58-4 2-Iodophenol 

Downstream Products

• 120-80-9 benzene-1,2-diol 
• 123-31-9 hydroquinone 
• 106-51-4 p-benzoquinone 
• 35354-74-6 Honokiol 

Relevant articles and documents

Mechanism of 2-iodophenol photolysis in aqueous solution

The photolysis of 2-iodophenol (2-IPhOH) was investigated by means of laser flash photolysis and product studies. Two major heterolytic dehalogenation pathways could be evidenced upon irradiation of anionic 2-IPhO-: ring contraction leading to cyclopentadienic acids via a Wolff rearrangement (φa = 0.11 ± 0.02), and α-ketocarbene formation (φc = 0.03 ± 0.01) yielding products characteristic for triplet carbene reactivity. In contrast, the irradiation of neutral 2-IPhOH leads mainly to homolytic cleavage of the carbon-halogen bond (φ = 0.08 ± 0.01) with subsequent formation of biphenyls in deoxygenated solution. This specific reaction, which is not observed with other halogenated phenols, is explained by the low energy of the C-I bond. The relative efficiencies of the heterolytic pathways in the halogenophenol series are discussed in terms of the multiplicity of the excited states involved and of the internal heavy atom effect.

Phenol conversion and dimeric intermediates in horseradish peroxidase-catalyzed phenol removal from water

Phenol was removed from water by horseradish peroxidase-catalyzed polymerization. Five dimeric and one trimeric products from the reaction were identified in the aqueous solution. A peroxidase inactivation model for the reaction in the presence of poly(et

Products of oxidative coupllng of phenol by horseradish peroxidase

The oxidation and coupling of phenol by horseradish peroxidase in the presence of hydrogen peroxide yielded dimers trimers and higher molecular weight polymers which are mostly insoluble in water, so the products may be removed by centrifugation. However we discovered some products, such as dimers o,o'-biphenol, p,p'-biphenol, o,p'-biphenol, o-phenoxyphenol and p-phenoxyphenol, even though trimer 4-(4-phenoxyphenoxy)phenol were present in the aqueous phase at a very low concentration.

KINETICS AND MECHANISM OF THE REACTION OF OZONE WITH PHENOL IN ALKALINE MEDIA

The kinetics of the reaction of O3 with PhOH in alkaline medium has been studied.The rate of oxidation of phenol by ozone is directly proportional to the concentrations of reactants and increases in a complex manner with increase in alkali content in aque

SECOND-ORDER COMBINATION REACTION OF PHENOXYL RADICALS

Phenoxy radicals, when produced pulse radiolytically at concentrations > 1E-4 M, combine in second-order processes to give 2,2'-, 2,4', and 4,4'-dihydroxybiphenyl as the predominant products.The ratios of these products observed under a variety of conditi

THE ROLE OF STEREOELECTRONIC FACTORS IN THE OXIDATION OF PHENOLS

The oxidative coupling of both 3,5-dimethylphenol and phenol leads to the ortho-ortho and ortho-para coupled products as the predominant C-C dimers: stereoelectronic factors determine the preferred mode of approach of the phenoxyl radicals.

Oxidativ Coupling of Phenols. Part 6. A Study of the Role of Spin Density Factors on the Product Composition in the Oxidations of 3,5-Dimethylphenol and Phenol

Oxidations of both 3,5-dimethyphenol and phenol with di-t-butyl peroxide at 140 degC gave as the major product the ortho-ortho-C-C coupled dimer, while oxidations with di-t-butyl peroxyoxalate at room temperature give much more of the ortho-para-C-C dimer.The results are not consistent either with the spin density distribution in the phenoxyl radical intermediates or with steric effects being the major factor which determines the product composition.It is proposed that the two phenoxyl radicals involved in coupling preferentially approach each other in a 'sandwich like' manner with the oxigens in a 1,3-relationship.

Molecular rearrangements. Part XX. Thermolysis of carboxylic acid esters

Thermolysis of phenyl benzoate on heating under reflux for ca. 10 days in a nitrogen atmosphere gives phenol, o- and p-hydroxybiphenyl, biphenyl, and carbon monoxide.Phenyl phenylacetate under the same conditions gives toluene, bibenzyl, stilbene, phenol, o- and p-benzylphenol, 9-phenylxanthene, water, and carbon monoxide.Thermolysis of benzyl benzoate is accompanied by decarboxylation and the formation of toluene, diphenylmethane, bibenzyl, stilbene, and biphenyl.Thermolysis of benzyl phenylacetate proceeds smoothly, affording carbon dioxide, toluene, bibenzyl, and stilbene.It was concluded that thermolysis of esters proceeds through a free radical mechanism involving homolytic fission of either the O-CO or O-alkyl bond with subsequent decomposition of the radicals so formed.

Acid-Catalyzed Solvolysis of N-Sulfonyl- and N-Acyl-O-arylhydroxylamines. Phenoxenium Ions

The acid-catalyzed reaction of N-acyl- and N-sulfonyl-O-arylhydroxylamines with benzene proceeded quite smoothly to give 2- and 4-hydroxybiphenyls.The results of product analysis, the orientation of the reaction, and the effects of substituents on the nitrogen atom and on the phenyl ring suggested a mechanism that involves a phenoxenium ion.The phenoxenium ion was trapped by benzene and other various nucleophiles.