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2-Hydroxy-5-Methylphenylboronic acid, a boronic acid derivative with the molecular formula C7H9BO3, is a versatile chemical compound used in organic synthesis and medicinal chemistry. It serves as a building block for the development of various pharmaceutical compounds and is particularly valuable in Suzuki-Miyaura cross-coupling reactions for forming carbon-carbon bonds. Its potential applications in the creation of new drugs and materials have been extensively studied, owing to its ability to facilitate the formation of complex molecular structures. Furthermore, it can be employed as a reagent for the selective functionalization of organic molecules.

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  • 259209-21-7 Structure
  • Basic information

    1. Product Name: 2-HYDROXY-5-METHYLPHENYLBORONIC ACID
    2. Synonyms: 2-HYDROXY-5-METHYLPHENYLBORONIC ACID;(2-Hydroxy-5-methylphenyl)
    3. CAS NO:259209-21-7
    4. Molecular Formula: C7H9BO3
    5. Molecular Weight: 151.956
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 259209-21-7.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 343.7±52.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.26±0.1 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
    8. Solubility: N/A
    9. PKA: 8.71±0.58(Predicted)
    10. CAS DataBase Reference: 2-HYDROXY-5-METHYLPHENYLBORONIC ACID(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-HYDROXY-5-METHYLPHENYLBORONIC ACID(259209-21-7)
    12. EPA Substance Registry System: 2-HYDROXY-5-METHYLPHENYLBORONIC ACID(259209-21-7)
  • 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: 259209-21-7(Hazardous Substances Data)

259209-21-7 Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-5-Methylphenylboronic acid is used as a building block for the synthesis of pharmaceutical compounds, contributing to the development of new drugs with improved therapeutic properties. Its ability to form carbon-carbon bonds through Suzuki-Miyaura cross-coupling reactions allows for the creation of complex molecular structures, enhancing the diversity and efficacy of pharmaceutical agents.
Used in Organic Synthesis:
In the field of organic synthesis, 2-Hydroxy-5-Methylphenylboronic acid is utilized as a reagent for the selective functionalization of organic molecules. Its unique chemical properties enable targeted modifications, improving the efficiency and selectivity of synthetic processes.
Used in Material Science:
2-Hydroxy-5-Methylphenylboronic acid is employed in material science for the development of new materials with specific properties. Its role in facilitating the formation of complex molecular structures allows for the design and synthesis of advanced materials with tailored characteristics for various applications, such as sensors, catalysts, and functional coatings.

Check Digit Verification of cas no

The CAS Registry Mumber 259209-21-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,5,9,2,0 and 9 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 259209-21:
(8*2)+(7*5)+(6*9)+(5*2)+(4*0)+(3*9)+(2*2)+(1*1)=147
147 % 10 = 7
So 259209-21-7 is a valid CAS Registry Number.

259209-21-7SDS

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 (2-hydroxy-5-methylphenyl)boronic acid

1.2 Other means of identification

Product number -
Other names 2-HYDROXY-5-METHYLPHENYLBORONIC ACID

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:259209-21-7 SDS

259209-21-7Relevant articles and documents

Enantiodivergent Atroposelective Synthesis of Chiral Biaryls by Asymmetric Transfer Hydrogenation: Chiral Phosphoric Acid Catalyzed Dynamic Kinetic Resolution

Mori, Keiji,Itakura, Tsubasa,Akiyama, Takahiko

supporting information, p. 11642 - 11646 (2016/10/24)

Reported herein is an enantiodivergent synthesis of chiral biaryls by a chiral phosphoric acid catalyzed asymmetric transfer hydrogenation reaction. Upon treatment of biaryl lactols with aromatic amines and a Hantzsch ester in the presence of chiral phosp

19F NMR study of ligand dynamics in carboxylate-bridged dIIron(II) complexes supported by a macrocyclic ligand

Minier, Mikael A.,Lippard, Stephen J.

, p. 18111 - 18121 (2015/10/28)

A series of asymmetrically carboxylate-bridged diiron(ii) complexes featuring fluorine atoms as NMR spectroscopic probes, [Fe2(PIM)(Ar4F-PhCO2)2] (10), [Fe2(F2PIM)(ArTolCO2

Structural analogues of the natural products magnolol and honokiol as potent allosteric potentiators of GABAA receptors

Fuchs, Alexander,Baur, Roland,Schoeder, Clara,Sigel, Erwin,Müller, Christa E.

supporting information, p. 6908 - 6917 (2015/02/02)

Biphenylic compounds related to the natural products magnolol and 4′-O-methylhonokiol were synthesized, evaluated and optimized as positive allosteric modulators (PAMs) of GABAA receptors. The most efficacious compounds were the magnolol analog 5-ethyl-5′-hexylbiphenyl-2,2′-diol (45) and the honokiol analogs 4′-methoxy-5-propylbiphenyl-2-ol (61), 5-butyl-4′-methoxybiphenyl-2-ol (62) and 5-hexyl-4′-methoxybiphenyl-2-ol (64), which showed a most powerful potentiation of GABA-induced currents (up to 20-fold at a GABA concentration of 3 μM). They were found not to interfere with the allosteric sites occupied by known allosteric modulators, such as benzodiazepines and N-arachidonoylglycerol. These new PAMs will be useful as pharmacological tools and may have therapeutic potential for mono-therapy, or in combination, for example, with GABAA receptor agonists.

Use of 2-bromophenylboronic esters as benzyne precursors in the Pd-catalyzed synthesis of triphenylenes

Garcia-Lopez, Jose-Antonio,Greaney, Michael F.

supporting information, p. 2338 - 2341 (2014/05/20)

ortho-Substituted aryl boronates are introduced as aryne precursors for transition-metal-catalyzed transformations. On treatment with tBuOK and Pd(0), metal-bound aryne intermediates are formed that undergo effective trimerization to form useful triphenylene compounds. For meta-substituted arynes, the 3:1 product ratio in favor of non-C3 symmetric material is indicative of a benzyne mechanism.

Boron-selective biaryl coupling approach to versatile dibenzoxaborins and application to concise synthesis of defucogilvocarcin M

Sumida, Yuto,Harada, Ryu,Kato-Sumida, Tomoe,Johmoto, Kohei,Uekusa, Hidehiro,Hosoya, Takamitsu

supporting information, p. 6240 - 6243 (2015/01/09)

An efficient synthetic method for versatile dibenzoxaborins based on boron-selective Suzuki-Miyaura cross-coupling between o-borylphenols and aryl halides or triflates bearing a 1,8-diaminonaphthalene-protected o-boryl group is reported. A short synthesis

Rh/Pd catalysis with chiral and achiral ligands: Domino synthesis of aza-dihydrodibenzoxepines

Friedman, Adam A.,Panteleev, Jane,Tsoung, Jennifer,Huynh, Vaizanne,Lautens, Mark

supporting information, p. 9755 - 9758 (2013/09/23)

A game of dominoes: A synthetic route to aza-dihydrodibenzoxepines is described, through the combination of a Rh-catalyzed arylation and a Pd-catalyzed C-O coupling in a single pot. For the first time, the ability to incorporate a chiral and an achiral ligand in a two-component, two-metal transformation is achieved, giving the products in moderate to good yields, with excellent enantioselectivities. Copyright

Novel and efficient one-step parallel synthesis of dibenzopyranones via suzuki-miyaura cross coupling

Vishnumurthy, Kodumuru,Makriyannis, Alexandros

experimental part, p. 664 - 669 (2010/11/04)

Microwave-promoted novel and efficient one-step parallel synthesis of dibenzopyranones and heterocyclic analogues from bromo arylcarboxylates and o-hydroxyarylboronic acids via Suzuki-Miyaura cross coupling reaction is described. Spontaneous lactonization

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

-

Page/Page column 37; 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).

Bipyridine manganese complexes

-

, (2008/06/13)

Compounds and methods of preparing compounds represented by structural formula (I): wherein X represents any suitable counter-anion; R1and R2independently represent hydrogen, C1-6alkoxy or nitro; R3, R4/su

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