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3-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol, also known as Lindegaard's compound, is a versatile chemical compound with a unique structure that features a phenol group and a tetramethyl-1,3,2-dioxaborolan-2-yl moiety. It is known for its ability to form strong bonds with other molecules, making it a valuable reagent in organic synthesis and a stabilizer in the manufacturing of plastics and other materials. 3-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenol also has potential applications in the pharmaceutical industry, as well as in the development of new drugs and materials due to its antimicrobial and antioxidant properties.

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  • 946427-03-8 Structure
  • Basic information

    1. Product Name: 3-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenol
    2. Synonyms: 3-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenol;(4-HYDROXY-2-METHYLPHENYL)BORONIC ACID PINACOL ESTER
    3. CAS NO:946427-03-8
    4. Molecular Formula: C13H19BO3
    5. Molecular Weight: 234.09916
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 946427-03-8.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 3-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenol(CAS DataBase Reference)
    10. NIST Chemistry Reference: 3-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenol(946427-03-8)
    11. EPA Substance Registry System: 3-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenol(946427-03-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 946427-03-8(Hazardous Substances Data)

946427-03-8 Usage

Uses

Used in Organic Synthesis:
3-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenol is used as a reagent in organic synthesis for [application reason]. Its ability to form strong bonds with other molecules makes it a valuable component in the creation of various organic compounds.
Used in Plastics and Material Manufacturing:
In the plastics and material manufacturing industry, 3-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenol is used as a stabilizer for [application reason]. Its strong bonding capabilities contribute to the stability and durability of the final products.
Used in Pharmaceutical Production:
3-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenol is used in the production of pharmaceuticals as a key component for [application reason]. Its potential applications in the pharmaceutical industry are further supported by its antimicrobial and antioxidant properties, which could lead to the development of new drugs.
Used as a Catalyst in Chemical Reactions:
In the chemical industry, 3-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenol is used as a catalyst in various chemical reactions for [application reason]. Its unique structure and bonding capabilities make it an effective catalyst, enhancing the efficiency and selectivity of these reactions.
Used in Antimicrobial Applications:
3-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenol has been studied for its potential antimicrobial properties, making it a candidate for use in [application type] for [application reason]. Its ability to inhibit the growth of microorganisms could have implications for the development of new antimicrobial agents and materials.
Used in Antioxidant Applications:
3-Methyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenol is also being studied for its antioxidant properties, which could be utilized in [application type] for [application reason]. Its potential to neutralize harmful reactive oxygen species and protect against oxidative stress may contribute to the development of new antioxidants for various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 946427-03-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,4,6,4,2 and 7 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 946427-03:
(8*9)+(7*4)+(6*6)+(5*4)+(4*2)+(3*7)+(2*0)+(1*3)=188
188 % 10 = 8
So 946427-03-8 is a valid CAS Registry Number.

946427-03-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

1.2 Other means of identification

Product number -
Other names 3-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenol

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:946427-03-8 SDS

946427-03-8Relevant articles and documents

Crisaborole intermediate, preparation method and application of crisaborole intermediate in preparation of crisaborole

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, (2021/04/03)

The invention discloses a crisaborole intermediate, a preparation method and application of the crisaborole intermediate in preparation of crisaborole. The crisaborole intermediate has a structure asshown in a formula I in the specification. The preparation method comprises the following steps: carrying out Grignard reaction on a compound shown in a structural formula VI in an organic solvent A or carrying out exchange reaction with a metal Grignard reagent, and reacting with borate to obtain a compound shown in a structural formula V; reacting the obtained compound with the structural formula V with pinacol in an organic solvent B to obtain a compound with a structural formula IV; removing a protecting group from the compound shown in the structural formula IV in an organic solvent C toobtain a compound shown in a structural formula III; and carrying out a coupling reaction on the compound shown in the structural formula III and 4-halogenated cyanophenyl shown in the structural formula II in an organic solvent D under an alkaline condition to obtain the crisaborole intermediate shown in the structural formula I. The method effectively solves the problems of high production costand low product purity, and is suitable for industrial large-scale production.

Preparation of labeled aromatic amino acids: Via late-stage18F-fluorination of chiral nickel and copper complexes

Craig, Austin,Kolks, Niklas,Urusova, Elizaveta A.,Zischler, Johannes,Brugger, Melanie,Endepols, Heike,Neumaier, Bernd,Zlatopolskiy, Boris D.

supporting information, p. 9505 - 9508 (2020/09/03)

A general protocol for the preparation of 18F-labeled AAAs and α-methyl-AAAs applying alcohol-enhanced Cu-mediated radiofluorination of Bpin-substituted chiral complexes using Ni/Cu-BPX templates as double protecting groups is reported. The chiral auxiliaries are easily accessible from commercially available starting materials in a few synthetic steps. The versatility of the method was demonstrated by the high-yielding preparation of a series of [18F]F-AAAs and the successful implementation of the protocol into automated radiosynthesis modules. This journal is

BIARYL COMPOUNDS USEFUL AS IMMUNOMODULATORS

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Page/Page column 142; 144, (2018/03/25)

The present disclosure generally relates to compounds useful as immunomodulators. Provided herein are compounds, compositions comprising such compounds, and methods of their use. The disclosure further pertains to pharmaceutical compositions comprising at least one compound according to the disclosure that are useful for the treatment of various diseases, including cancer and infectious diseases.

Alcohol-Enhanced Cu-Mediated Radiofluorination

Zischler, Johannes,Kolks, Niklas,Modemann, Daniel,Neumaier, Bernd,Zlatopolskiy, Boris D.

supporting information, p. 3251 - 3256 (2017/03/17)

The potential of many 18F-labeled (hetero)aromatics for applications in positron emission tomography remains underexplored because convenient procedures for their radiosynthesis are lacking. Consequently, simple methods to prepare radiofluorinated (hetero)arenes are highly sought after. Herein, we report the beneficial effect of primary and secondary alcohols on Cu-mediated 18F-labeling. This observation contradicts the assumption that such alcohols are inappropriate solvents for aromatic fluorination. Therefore, we developed a protocol for rapid radiolabeling of an extraordinarily broad scope of boronic and stannyl substrates under general reaction conditions. Notably, radiofluorinated indoles, phenols, and anilines were synthesized directly from the corresponding unprotected precursors. Furthermore, the novel method enabled the preparation of radiofluorinated tryptophans, [18F]F-DPA, [18F]DAA1106, 6-[18F]FDA, and 6-[18F]FDOPA.

BCR-ABL TYROSINE-KINASE LIGANDS CAPABLE OF DIMERIZING IN AN AQUEOUS SOLUTION, AND METHODS OF USING SAME

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Paragraph 00804; 00813; 008014, (2015/07/23)

Described herein are monomers capable of forming a biologically useful multimer when in contact with one, two, three or more other monomers in an aqueous media. In one aspect, such monomers may be capable of binding to another monomer in an aqueous media (e.g. invivo) to form a multimer (e.g. a dimer). Contemplated monomers may include a ligand moiety, a linker element, and a connector element that joins the ligand moiety and the linker element. In an aqueous media, such contemplated monomers may join together via each linker element and may thus be capable of modulating one or more biomolecules substantially simultaneously, e.g., modulate two or more binding sites on a Bcr-Abl tyrosine kinase.

Synthesis of substituted asymmetrical biphenyl amino esters as alpha helix mimetics

Williams, Anna B.,Hanson, Robert N.

experimental part, p. 5406 - 5414 (2012/09/08)

As part of our ongoing project to develop new molecular probes for estrogen receptor-alpha, we are exploring the utility of internally-substituted asymmetric biphenyls as a proteomimetic scaffold. In this study, we describe synthetic methods for preparing

An improved procedure for the synthesis of arylboronates by palladium-catalyzed coupling reaction of aryl halides and bis(pinacolato)diboron in polyethylene glycol

Lu, Jie,Guan, Zhong-Zhi,Gao, Jian-Wu,Zhang, Zhan-Hui

experimental part, p. 537 - 541 (2012/04/04)

A new protocol has been developed for the synthesis of arylboronates by a coupling reaction of aryl halides and bis(pinacolato)diboron using bis(triphenylphosphine)palladium dichloride/sodium acetate/polyethylene glycol 600 [Pd(PPh3)2Cl2/NaOAc/PEG 600] as an efficient catalytic system. Copyright

(3-oxo)pyridazin-4-ylurea derivatives as PDE4 inhibitors

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Page/Page column 38, (2010/07/03)

New (3-oxo)pyridazin-4-ylurea derivatives having the chemcial structure of formula (I) are disclosed; as well as process for their preparation, pharmaceutical compositions comprising them and their use in therapy as inhibitors of the phosphodiesterase IV (PDE4).

1, 7-NAPHTHYRIDINE DERIVATIVES AS P38 MAP KINASE INHIBITORS

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Page/Page column 59-60, (2008/06/13)

This invention is directed to new inhibitors of the p38 mitogen-activated protein kinas having the general formula (I) to processes for their preparation; to pharmaceutical compositions comprising them; and to their use in therapy.

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