Methylboronic acid (contains varying amounts of Anhydride) - ≥97% , CAS No.13061-96-6

CAS: 13061-96-6 Cat. No.: M120271 Molecular Weight: 59.86 Beilstein Registry Number: 1731087 EC Number: 629-203-8

GRADE & PURITY ≥97%

Synonyms

Boronic acid, methyl- | Methylboronic acid | methyl-boronic acid | AKOS015915631 | Dihydroxymethylborane | M1553 | KTMKRRPZPWUYKK-UHFFFAOYSA-N | SB11771 | STL555616 | methyboronic acid | 2-METHYLHYDROGENPYRIDINE-2,5-DICARBOXYLATE | InChI=1/C18H18O4/c19-17

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Reagent used for; 1.Palladium-catalyzed Stille and Suzuki-Miyaura cross-couplings. 2.Microwave-heated heterogeneous Palladium (Pd)-catalytized reactions. 3.Ruthenium (Ru)-catalyzed silylation reactions. 4.Bis(aminotropone) Titanium (Ti) catalysts for ethylene polymerizations. 5.Enantioselective asymmetric bromoaminocyclization and bromoaminocyclization using amino-thiocarbamate catalysts. Reagent used in Preparation of: 1.Common building blocks for pharmaceuticals and agrochemicals. 2.Chrysin analogs by Suzuki-Miyaura coupling reactions. 3.Casein kinase I inhibitors. 4.Divergent C-H functionalizations directed by sulfonamide pharmacophores in drug discovery.

Specifications

Synonyms

Boronic acid, methyl- | Methylboronic acid | methyl-boronic acid | AKOS015915631 | Dihydroxymethylborane | M1553 | KTMKRRPZPWUYKK-UHFFFAOYSA-N | SB11771 | STL555616 | methyboronic acid | 2-METHYLHYDROGENPYRIDINE-2, 5-DICARBOXYLATE | InChI=1/C18H18O4/c19-17

Specifications & Purity

≥97%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Canonical Smiles: B(C)(O)O
• IUPAC Name: methylboronic acid
• InChIKey: KTMKRRPZPWUYKK-UHFFFAOYSA-N
• INCHI: 1S/CH5BO2/c1-2(3)4/h3-4H,1H3
• Isomeric SMILES: B(C)(O)O
• WGK Germany: 3
• Molecular Weight: 59.86
• Beilstein: 1731087
• Reaxy-Rn: 1731087
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1731087&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Boronic acid derivatives
      • Subclass Boronic acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Boronic acid derivatives
• Subclass: Boronic acids
• Intermediate Tree Nodes: Not available
• Direct Parent: Boronic acids
• Alternative Parents: Organic metalloid salts Organic oxygen compounds Monoalkylboranes Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Boronic acid - Organic metalloid salt - Organic oxygen compound - Monoalkylborane - Alkylborane - Hydrocarbon derivative - Organic salt - Organoboron compound - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as boronic acids. These are compounds comprising the boronic acid functional group RB(O)O (R,R'=alkyl, aryl).
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TRPV6 Tchem Transient receptor potential cation channel subfamily V member 6 (136 Activities)

Discover Target: TRPV6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water.
• Sensitivity: Hygroscopic；Heat sensitive
• Melt Point(°C): 91°C
• Molecular Weight: 59.860 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 60.0383 Da
• Monoisotopic Mass: 60.0383 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 4
• Formal Charge: 0
• Complexity: 13.500
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

XLogP3

References

1. Ruizhe Xing, Guoxuan Xu, Ning Qu, Rui Zhou, Jiayi Yang, Jie Kong.  (2023)  3D Printing of Liquid-Metal-in-Ceramic Metamaterials for High-Efficient Microwave Absorption.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202307499]

2. Zhang-Na Qin, Jun Ding, Qiong-Wei Yu, Ping Zhou, Yu-Qi Feng.  (2021)  A boronic acid–modified C60 derivatization reagent for the rapid detection of 3-monochloropropane-1,2-diol using matrix-assisted laser desorption/ionization-mass spectrometry.  RAPID COMMUNICATIONS IN MASS SPECTROMETRY,  35  (19): (e9169).  [PMID:34293234] [10.1002/rcm.9169]

3. Yunhao Li, Shuhao Wang, Xiaoxiao Song, Yong Zhou, Hongmei Shen, Xingzhong Cao, Peng Zhang, Congjie Gao.  (2019)  High boron removal polyamide reverse osmosis membranes by swelling induced embedding of a sulfonyl molecular plug.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2019.117716]

4. Qiyue Wang, Sirui Cui, Dao Shi, Pan Tao, Chencheng Zhang, Fang Wang, Peihua Lin, Fangyuan Li, Daishun Ling.  (2024)  A Neuronal Signal Sorting and Amplifying Nanosensor for EEG-Concordant Imaging-Guided Precision Epilepsy Ablation.  ADVANCED MATERIALS,      [PMID:39676438] [10.1002/adma.202408864]