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4-(2-TRITYL-2H-TETRAZOL-5-YLMETHYL)-PHENOL is a phenol derivative with the molecular formula C28H22N4O, featuring a tetrazole ring and a trityl group. 4-(2-TRITYL-2H-TETRAZOL-5-YLMETHYL)-PHENOL is recognized for its role as a building block in organic synthesis and a linker in medicinal chemistry, with potential applications in drug discovery and development for the design of novel pharmaceuticals. The trityl group's contribution to stability and protection of the tetrazole moiety makes it a valuable component in various chemical reactions and synthetic pathways, highlighting its significance in research and industry.

51517-88-5

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51517-88-5 Usage

Uses

Used in Organic Synthesis:
4-(2-TRITYL-2H-TETRAZOL-5-YLMETHYL)-PHENOL is used as a building block for its ability to facilitate the creation of complex organic molecules, enhancing the structural diversity and functional groups available in synthesized compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4-(2-TRITYL-2H-TETRAZOL-5-YLMETHYL)-PHENOL is used as a linker to connect different molecular fragments, which is crucial for the development of new pharmaceutical compounds with improved pharmacological properties.
Used in Drug Discovery and Development:
4-(2-TRITYL-2H-TETRAZOL-5-YLMETHYL)-PHENOL is utilized in drug discovery and development due to its potential to contribute to the design of innovative pharmaceuticals, particularly those that require the unique structural and protective attributes of the trityl and tetrazole groups.
Used in Chemical Reactions and Synthetic Pathways:
4-(2-TRITYL-2H-TETRAZOL-5-YLMETHYL)-PHENOL is employed as a useful tool in various chemical reactions and synthetic pathways, capitalizing on the stability and protective qualities of the trityl group to ensure the successful synthesis of target molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 51517-88-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,5,1 and 7 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 51517-88:
(7*5)+(6*1)+(5*5)+(4*1)+(3*7)+(2*8)+(1*8)=115
115 % 10 = 5
So 51517-88-5 is a valid CAS Registry Number.
InChI:InChI=1/C7H6N4O/c12-6-3-1-5(2-4-6)7-8-10-11-9-7/h1-4,12H,(H,8,9,10,11)

51517-88-5 Well-known Company Product Price

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  • Alfa Aesar

  • (H26918)  4-(1H-Tetrazol-5-yl)phenol, 97%   

  • 51517-88-5

  • 250mg

  • 798.0CNY

  • Detail
  • Alfa Aesar

  • (H26918)  4-(1H-Tetrazol-5-yl)phenol, 97%   

  • 51517-88-5

  • 1g

  • 2053.0CNY

  • Detail
  • Alfa Aesar

  • (H26918)  4-(1H-Tetrazol-5-yl)phenol, 97%   

  • 51517-88-5

  • 5g

  • 6328.0CNY

  • Detail

51517-88-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(1H-Tetrazol-5-yl)Phenol

1.2 Other means of identification

Product number -
Other names 4-(1,2-dihydrotetrazol-5-ylidene)cyclohexa-2,5-dien-1-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:51517-88-5 SDS

51517-88-5Relevant academic research and scientific papers

Variation in hydrophobic chain length of co-adsorbents to improve dye-sensitized solar cell performance

Da Silva, Luciano,Freeman, Harold

, p. 16771 - 16778 (2019)

Three compounds based on the phenyltetrazole system, 5-(4-hydroxyphenyl)tetrazole (LTz-1), 5-(4-methoxyphenyl)tetrazole (LTz-2) and 5-(4-hexyloxyphenyl)tetrazole (LTz-3), were synthesized and characterized as co-adsorbents in dye-sensitized solar cells (DSSCs). The effects of hydrophobic chain length of the co-adsorbent and the effects of tetrazole anchoring group on the properties of DSSCs containing the previously reported dye HD-2 were compared with the benchmark deoxycholic acid (DCA). The charge-transfer resistance of the dye/TiO2 interface followed the order HD-2-DCA > HD-2-LTz-2 > HD-2-LTz-3 > HD-2-LTz-1. However, the Voc of the dye HD-2 with co-adsorbent DCA was 0.66 V, for the dye HD-2 with co-adsorbent LTz-1, it was 0.70 V, for the dye HD-2 with co-adsorbent LTz-2, it was 0.68 V and for the dye HD-2 with co-adsorbent LTz-3, it was 0.67 V. Co-adsorbents LTz-1, LTz-2 and LTz-3 achieved a mean solar-to-power conversion efficiency (%η), for the three devices, of 8.29, 7.63 and 8.49, respectively, compared to 7.76 for DCA under the same experimental device conditions. For the LTz-3 co-adsorbent, the results can be attributed to the repellent effect of the long alkyl chain. For LTz-1 and LTz-2 co-adsorbents, it is possible that the more compact layer formed improves electron-injection efficiency into TiO2.

Photophysical and biological investigation of phenol substituted rhenium tetrazolato complexes

Akabar, Nurshadrina,Chaturvedi, Vishal,Shillito, Georgina E.,Schwehr, Bradley J.,Gordon, Keith C.,Huff, Gregory S.,Sutton, Joshua J.,Skelton, Brian W.,Sobolev, Alexandre N.,Stagni, Stefano,Nelson, Delia J.,Massi, Massimiliano

, p. 15613 - 15624 (2019)

The synthesis, structural and photophysical characterisation of four tricarbonyl rhenium(i) complexes bound to 1,10-phenanthroline and a tetrazolato ancillary ligand are reported. The complexes are differentiated by the nature (hydroxy or methoxy) and pos

CuO–NiO bimetallic nanoparticles supported on graphitic carbon nitride with enhanced catalytic performance for the synthesis of 1,2,3-triazoles, bis-1,2,3-triazoles, and tetrazoles in parts per million level

Gajurel, Sushmita,Dam, Binoyargha,Bhushan, Mayank,Singh, L. Robindro,Pal, Amarta Kumar

, (2021/12/09)

The unification of CuCl2·2H2O and NiCl2·6H2O with the support of graphitic carbon nitride yielded to form an efficient, synergistic, bimetallic nano-catalyst CuO–NiO@g-C3N4. FT-IR, SEM, TEM

Synthesis and characterization of magnetic Fe3O4@Creatinine@Zr nanoparticles as novel catalyst for the synthesis of 5-substituted 1H-tetrazoles in water and the selective oxidation of sulfides with classical and ultrasonic methods

Ghadermazi, Mohammad,Moeini, Nazanin,Molaei, Somayeh

, (2021/12/03)

Tetrazoles and sulfoxide compounds have a wide range of applications in industries and are of great expectation to be environmentally friendly and cost-effective. This paper reports the introduction of zirconium supported on Fe3O4 na

Synthesis, X-ray characterization, Hirshfeld surface analysis and DFT calculations on tetrazolyl-phenol derivatives: H-bonds vs C–H…π/π…π interactions

Bibi, Asma,Khan, Imtiaz,Andleeb, Hina,Simpson, Jim,Tahir, Muhammad Nawaz,Hameed, Shahid,Frontera, Antonio

, (2020/10/20)

Tetrazoles are nitrogen rich heterocycles with a broad spectrum of medicinal properties and potential for use as drugs. A significant number of FDA approved drugs incorporate the tetrazole moiety indicating the versatile pharmaceutical potential associate

Magnetization of biochar nanoparticles as a novel support for fabrication of organo nickel as a selective, reusable and magnetic nanocatalyst in organic reactions

Moradi, Parisa,Hajjami, Maryam

, p. 2981 - 2994 (2021/02/26)

Catalyst species are an important class of materials in chemistry, industry, medicine and biotechnology. Also, waste recycling is an important process in green chemistry and economic efficiency. Therefore, in order to recycle waste, biochar nanoparticles were prepared from chicken manure. Then, the biochar nanoparticles were magnetized under a green and environmentally friendly method. Finally, the surface of the magnetic biochar nanoparticles was modified and further they were applied as a novel support for fabrication of nickel as a homoselective and reusable catalyst in organic reactions. The structure of this organic-inorganic catalyst has been characterized by N2adsorption-desorption isotherms, and the SEM, EDS, WDX, XRD, TGA, AAS, FT-IR and VSM techniques. This magnetically recyclable catalyst was used in the homoselective synthesis of tetrazole and pyranopyrazole derivatives. This catalyst can be reused several times without significant loss of its catalytic efficiency. The heterogeneity and stability of this nanocatalyst were studied by hot filtration and the AAS technique. Also, the reused catalyst was characterized by the SEM, EDS, AAS and BET techniques.

Fe3O4@L-lysine-Pd(0) organic–inorganic hybrid: As a novel heterogeneous magnetic nanocatalyst for chemo and homoselective [2 + 3] cycloaddition synthesis of 5-substituted 1H-tetrazoles

Ashraf, Muhammad Aqeel,Liu, Zhenling,Li, Cheng,Zhang, Dangquan

, (2020/12/23)

An efficient and sustainable synthetic protocol has been presented to synthesis and 5-substituted 1H-tetrazole privileged heterocyclic substructures. The synthetic protocol involves two-component reaction between aryl nitriles and NaN3 in water using complex of L-lysine-palladium nanoparticles (NPs) modified Fe3O4 nanoparticles as magnetically separable, recyclable, and reusable heterogeneous catalyst. Magnetically retrievable L-lysine-Pd(0) modified Fe3O4 nanoparticles were applied in [2 + 3] cycloaddition synthesis of 5-substituted 1H-tetrazoles. The advantages of this strategy include easy recovery and efficient reusability of the expensive Pd NPs, obtaining high yields of [2 + 3] cycloaddition, short reaction times, and all of the reported synthetic strategies are being performed in water as green solvent for a wide range of substrates.

Oxidation/ MCR domino protocol for direct transformation of methyl benzene, alcohol, and nitro compounds to the corresponding tetrazole using a three-functional redox catalytic system bearing TEMPO/Co(III)-porphyrin/ Ni(II) complex

Mahmoudi, Boshra,Rostami, Amin,Kazemnejadi, Milad,Hamah-Ameen, Baram Ahmed

, (2020/12/21)

A redox catalytic system for oxidation-reduction reactions and the domino preparation of tetrazole compounds from nitro and alcohol precursors was designed, prepared and characterized by UV–vis, GPC, TGA, XRD, EDX, XPS, VSM, FE-SEM, TEM, DLS, BET, NMR, and ICP analyses. The catalyst was prepared via several successive steps by demetalation of chlorophyll b, copolymerization with acrylated TEMPO monomers, complexation with Ni and Co metals (In two different steps), then immobilized on magnetic nanoparticles. The presence of three functional groups including TEMPO, coordinated cobalt, and coordinated nickel in the catalyst, allowed the oxidation of various types of alcohols, alkyl benzenes as well as the reduction of nitro compounds by a single catalyst. All reactions yielded up to 97 % selectivity for oxidation and reduction reactions. Next, the ability of the catalyst to successfully convert alcohol, methyl benzenes and nitro to their corresponding tetrazoles was studied.

An efficient Cu/functionalized graphene oxide catalyst for synthesis of 5-substituted 1H-tetrazoles

Kulkarni, Padmakar A.,Satpati, Ashis Kumar,Thandavarayan, Maiyalagan,Shendage, Suresh S.

, p. 2891 - 2899 (2021/02/12)

The copper nanoparticles (Cu NPs) and amide functionalized graphene oxide (Cu-Amd-RGO) catalyst were prepared. This prepared catalyst (Cu-Amd-RGO) used for the synthesis of tetrazole derivatives. The catalyst (Cu-Amd-RGO) was characterized by field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FTIR), and X-ray diffraction analysis (XRD). The average particle size of Cu was found to be 7.6?nm. The Cu-Amd-RGO catalyst exhibited excellent catalytic activity and recyclability for synthesis of tetrazoles.

Synthesis of 5-Substituted 1H-Tetrazoles Catalyzed by M-SAPO-34 (M = Co, Cu, Mn, Fe, and V) Nanostructures

Baghershiroudi, Mahrokh,Bafandeh, Fereshteh Taghipour,Safa, Kazem D.,Panahi, Parvane Nakhostin

, p. 230 - 236 (2021/04/09)

Abstract: The synthesis of 5-substituted 1H-tetrazoles by use of a series of M-SAPO-34 (M = Co, Cu, Mn, Fe, and V) nanocatalysts are presented. Following the optimized conditions, Co-SAPO-34 nanocatalyst has been found to effectively catalyze the 5-substi

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