1133-63-7 Usage
Description
2,3-DIHYDROXY-BIPHENYL, also known as a hydroxybiphenyl, is a chemical compound belonging to the class of hydroxybiphenyls. It is characterized by a 1,1'-biphenyl structure with hydroxy groups attached at positions 2 and 3. This unique molecular structure endows it with various properties that make it suitable for a range of applications across different industries.
Uses
Used in Chemical Synthesis:
2,3-DIHYDROXY-BIPHENYL is used as a key intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its presence in the molecular structure allows for the formation of new bonds and reactions, making it a versatile building block in the chemical industry.
Used in Polymer Industry:
In the polymer industry, 2,3-DIHYDROXY-BIPHENYL is used as a monomer for the production of polycarbonate resins and other high-performance polymers. Its incorporation into the polymer chain enhances the material's mechanical properties, thermal stability, and chemical resistance, making it suitable for applications in automotive, electronics, and packaging sectors.
Used in Environmental Applications:
2,3-DIHYDROXY-BIPHENYL is employed as an additive in the environmental sector, particularly in the treatment of wastewater and soil remediation. Its hydroxy groups facilitate the adsorption of pollutants and heavy metals, making it an effective component in the development of advanced adsorbents and filtration materials.
Used in Pharmaceutical Applications:
In the pharmaceutical industry, 2,3-DIHYDROXY-BIPHENYL is used as a starting material for the synthesis of various drug candidates. Its unique structure allows for the development of novel therapeutic agents with potential applications in the treatment of various diseases and medical conditions.
Used in Cosmetics and Personal Care:
2,3-DIHYDROXY-BIPHENYL is utilized as an active ingredient in the cosmetics and personal care industry, where it is valued for its antioxidant and anti-aging properties. Its incorporation into skincare products, hair care formulations, and other personal care items helps to protect against environmental stressors and promote overall skin health.
Synthesis Reference(s)
Tetrahedron Letters, 29, p. 73, 1988 DOI: 10.1016/0040-4039(88)80019-4
Check Digit Verification of cas no
The CAS Registry Mumber 1133-63-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,3 and 3 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1133-63:
(6*1)+(5*1)+(4*3)+(3*3)+(2*6)+(1*3)=47
47 % 10 = 7
So 1133-63-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H10O2/c13-11-8-4-7-10(12(11)14)9-5-2-1-3-6-9/h1-8,13-14H
1133-63-7Relevant articles and documents
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Allen,VanAllan
, p. 798,800 (1949)
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Altering 2-Hydroxybiphenyl 3-Monooxygenase Regioselectivity by Protein Engineering for the Production of a New Antioxidant
Bregman-Cohen, Almog,Deri, Batel,Maimon, Shiran,Pazy, Yael,Fishman, Ayelet
, p. 583 - 590 (2018/02/13)
2-Hydroxybiphenyl 3-monooxygenase is a flavin-containing NADH-dependent aromatic hydroxylase that oxidizes a broad range of 2-substituted phenols. In order to modulate its activity and selectivity, several residues in the active site pocket were investigated by saturation mutagenesis. Variant M321A demonstrated altered regioselectivity by oxidizing 3-hydroxybiphenyl for the first time, thus enabling the production of a new antioxidant, 3,4-dihydroxybiphenyl, with similar ferric reducing capacity to the well-studied piceatannol. The crystal structure of M321A was determined (2.78 ?), and molecular docking of the 3-substituted phenol provided a rational explanation for the altered regioselectivity. Furthermore, HbpA was found to possess pro-S enantioselectivity towards the production of several chiral sulfoxides, whereas variant M321F exhibited improved enantioselectivity. Based on the biochemical characterization of several mutants, it was suggested that Trp97 stabilized the substrate in the active site, Met223 was involved in NADH entrance or binding to the active site, and Pro320 might facilitate FAD movement.
Structures of the Apo and FAD-Bound Forms of 2-Hydroxybiphenyl 3-monooxygenase (HbpA) Locate Activity Hotspots Identified by Using Directed Evolution
Jensen, Chantel N.,Mielke, Tamara,Farrugia, Joseph E.,Frank, Annika,Man, Henry,Hart, Sam,Turkenburg, Johan P.,Grogan, Gideon
, p. 968 - 976 (2015/04/14)
The FAD-dependent monooxygenase HbpA from Pseudomonas azelaica HBP1 catalyses the hydroxylation of 2-hydroxybiphenyl (2HBP) to 2,3-dihydroxybiphenyl (23DHBP). HbpA has been used extensively as a model for studying flavoprotein hydroxylases under process conditions, and has also been subjected to directed-evolution experiments that altered its catalytic properties. The structure of HbpA has been determined in its apo and FAD-complex forms to resolutions of 2.76 and 2.03 ?, respectively. Comparisons of the HbpA structure with those of homologues, in conjunction with a model of the reaction product in the active site, reveal His48 as the most likely acid/base residue to be involved in the hydroxylation mechanism. Mutation of His48 to Ala resulted in an inactive enzyme. The structures of HbpA also provide evidence that mutants achieved by directed evolution that altered activity are comparatively remote from the substrate-binding site.
