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4-(2-Tetrahydropyranyloxy)phenylboronic acid is an organic compound with the chemical formula C10H13BO3. It is an off-white to beige crystalline powder that serves as a reagent in the synthesis of various compounds, including dichloracetamide analogs with high anti-cancer activity and organic semiconductors.

182281-01-2

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182281-01-2 Usage

Uses

Used in Pharmaceutical Industry:
4-(2-Tetrahydropyranyloxy)phenylboronic acid is used as a reagent for the synthesis of dichloracetamide analogs, which display high anti-cancer activity. These analogs have the potential to be developed into effective pharmaceuticals for the treatment of various types of cancer.
Used in Chemical Synthesis:
In the field of chemical synthesis, 4-(2-Tetrahydropyranyloxy)phenylboronic acid is utilized in the Suzuki reaction, a widely used method for the formation of carbon-carbon bonds. This reaction is essential in the synthesis of complex organic molecules, including pharmaceuticals, agrochemicals, and advanced materials.
Used in Electronics Industry:
4-(2-Tetrahydropyranyloxy)phenylboronic acid is also used in the synthesis of organic semiconductors, which are crucial components in the development of electronic devices such as organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs), and organic photovoltaics (OPVs). These organic semiconductors offer advantages such as flexibility, lightweight, and the potential for low-cost manufacturing processes.

Check Digit Verification of cas no

The CAS Registry Mumber 182281-01-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,2,2,8 and 1 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 182281-01:
(8*1)+(7*8)+(6*2)+(5*2)+(4*8)+(3*1)+(2*0)+(1*1)=122
122 % 10 = 2
So 182281-01-2 is a valid CAS Registry Number.
InChI:InChI=1/C11H15BO4/c13-12(14)9-4-6-10(7-5-9)16-11-3-1-2-8-15-11/h4-7,11,13-14H,1-3,8H2

182281-01-2 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (T3325)  4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (contains varying amounts of Anhydride)  

  • 182281-01-2

  • 5g

  • 1,190.00CNY

  • Detail
  • TCI America

  • (T3325)  4-(Tetrahydro-2H-pyran-2-yloxy)phenylboronic Acid (contains varying amounts of Anhydride)  

  • 182281-01-2

  • 25g

  • 3,990.00CNY

  • Detail
  • Alfa Aesar

  • (H50445)  4-(2-Tetrahydropyranyloxy)benzeneboronic acid, 96%   

  • 182281-01-2

  • 250mg

  • 468.0CNY

  • Detail
  • Alfa Aesar

  • (H50445)  4-(2-Tetrahydropyranyloxy)benzeneboronic acid, 96%   

  • 182281-01-2

  • 5g

  • 722.0CNY

  • Detail
  • Alfa Aesar

  • (H50445)  4-(2-Tetrahydropyranyloxy)benzeneboronic acid, 96%   

  • 182281-01-2

  • 1g

  • 1686.0CNY

  • Detail

182281-01-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(2-Tetrahydropyranyloxy)phenylboronic acid

1.2 Other means of identification

Product number -
Other names 4-Hydroxyphenylboronic

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:182281-01-2 SDS

182281-01-2Relevant articles and documents

A large, laboratory-scale synthesis of [4-(2-(2H)-tetrahydropyranyloxy)phenyl]boronic acid

Cladingboel, David E.

, p. 153 - 155 (2000)

A large, laboratory-scale synthesis of a useful intermediate for coupling reactions, [4-(2-(2H)-tetrahydropyranyloxy)phenyl]-boronic acid, is described.

Cu-tethered macrocycle catalysts: Synthesis and size-selective CO2-fixation to propargylamines under ambient conditions

Kim, Nam-Kyun,Sogawa, Hiromitsu,Takata, Toshikazu

, (2020/05/01)

A novel air-stable, Cu-tethered macrocycle catalyst possessing a large inner cavity was successfully synthesized, creating a unique supramolecular catalytic system. The catalyst was utilized in the CO2-fixation reaction to propargylamines. The reaction proceeded more efficiently compared to the conventional CuI catalyst under atmospheric CO2 condition. Notably, owing to its topological effect, the Cu-tethered macrocycle catalyst exhibited unique substrate size selectivity.

Phosphoramidate prodrug of nucleoside analogues, a pharmaceutical composition and applications of the phosphoramidate prodrug

-

Paragraph 0169-0171, (2019/04/10)

The invention relates to phosphoramidate prodrug of nucleoside analogues, or stereoisomers of the phosphoramidate prodrug, or a mixture of the stereoisomers of the phosphoramidate prodrug, or pharmaceutically acceptable salts or solvates of the phosphoramidate prodrug, and applications in the preparation of medicine for preventing or treating hepatitis B virus (HBV) and/or human immunodeficiency virus (HIV) infection alone or in combination with other medicine. The anti-HBV activity of the compound of the invention is equivalent to that of tenofovir alafenamide fumarate (TAF), and the compoundof the invention has the anti-liver fibrosis effect, can help improve the therapeutic effect of patients, and has good safety important clinical significance.

Polymerizable compound optical element

-

, (2017/08/26)

PROBLEM TO BE SOLVED: To provide a polymerizable compound which has high solubility with a liquid crystal material and which has little amount of uncured monomers, high stability of a pretilt angle and hardly causes seizure when the compound is added to a liquid crystal material to manufacture a PSA (polymer sustained alignment) display element, and to provide a liquid crystal material containing the polymerizable compound.SOLUTION: The polymerizable compound is expressed by general formula (I). Further, a composition, a liquid crystal composition and an optical element including the compound are also provided.

Polymerizable compound, polymerizable composition, and liquid crystal display element

-

, (2016/10/07)

Provided are: a polymerizable compound having a high polymerization reactivity, a high conversion rate and a high solubility in liquid crystal compositions; a polymerizable composition containing said compound; a liquid crystal composite prepared from sai

New Dimamine compd.

-

Paragraph 0110-0112, (2017/08/05)

PROBLEM TO BE SOLVED: To provide a novel diamine compound having a photoreactive group useful for production of polyamic acid, polyamic acid ester and/or polyimide contained in liquid crystal aligning agent with photo-aligning properties.SOLUTION: This in

Recoverable fluorescence chemosensors for Ni2+ ions based on hydrogen-bonded side-chain copolymers presenting pendent benzoic acid and pyridyl receptor units

Yang, Po-Jen,Chu, Hsuan-Chih,Chen, Te-Cheng,Lin, Hong-Cheu

, p. 12358 - 12368 (2012/10/07)

In this study we synthesized the novel fluorescent conjugated homopolymers P1 and P4 and the copolymers P2 and P3 containing proton-acceptor (pyridyl receptor) M1 monomer units and proton-donor (benzoic acid) M2 monomer units and investigated them as reco

A copper-based shuttling [2]rotaxane with two bidentate chelates in the axis: Steric control of the motion

Collin, Jean-Paul,Durola, Fabien,Lux, Jacques,Sauvage, Jean-Pierre

, p. 34 - 43 (2011/01/06)

Contrary to most of the other molecular machines based on copper-complexed catenanes or rotaxanes made and investigated in Strasbourg, the present report is dealing with a molecular shuttle for which the copper centre is complexed to two bidentate chelates, regardless of the state of the shuttle. In other words, the axis contains a sterically hindering bidentate chelate, namely a 2,9-diphenyl-1,10-phenanthroline (dpp) derivative, and another but less hindering bidentate chelate, 2,2′-bipyridine (bipy). The synthesis of the [2]rotaxane involves 15 individual chemical steps, excluding the preparation of the macrocyclic component of the [2]rotaxane. The threaded macrocycle is a 39-membered ring which incorporates an endocyclic but non sterically hindering chelate of the 8,8′-diphenyl-3,3′-biisoquinoline family (dpbiiq). The electrochemically-induced gliding motion of the copper-complexed ring from the dpp "station" to the bipy "station" and vice versa is fast on the cyclic voltammetry timescale (milliseconds). The copper(i) state is preferably located on the dpp unit whereas, by oxidising the copper(i) centre to its divalent state, the translation motion takes place to afford the thermodynamically most stable state now involving the bipy chelate.

A rapidly shuttling copper-complexed [2]rotaxane with three different chelating groups in its axis

Collin, Jean-Paul,Durola, Fabien,Lux, Jacques,Sauvage, Jean-Pierre

supporting information; experimental part, p. 8532 - 8535 (2009/12/26)

Fast and furious: The mobile ring of a copper-complexed [2]rotaxane incorporates an endocyclic but nonsterically hindering bidentate chelate. The rotaxane axis contains three different chelates (see picture), and both terminal coordination sites are separ

Synthesis of a bis-macrocycle containing two back-to-back rigidly connected 1,10-phenanthroline units as a central core and its incorporation in a handcuff-like catenane

Frey, Julien,Kraus, Tomas,Heitz, Valerie,Sauvage, Jean-Pierre

, p. 7584 - 7594 (2008/03/14)

A bis-macrocycle containing two back-to-back connected 1,10-phenanthroline chelates has been prepared. The synthetic strategy involves the preparation of a monocyclic precursor consisting of a 1,10-phenanthroline5,6-dione fragment incorporated in a 30-mem

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