3,5-Dimethylphenylboronic Acid (contains varying amounts of Anhydride) - ≥97% , CAS No.172975-69-8

CAS: 172975-69-8 Cat. No.: D103193 Molecular Weight: 149.98 EC Number: 605-655-1

GRADE & PURITY ≥97%

Synonyms

3,5-Dimethylbenzeneboronic Acid | 3,5-Dimethylphenylboronicacid | J-507519 | m-Xylene-5-boronic Acid | AC-24810 | 3, 5-dimethylphenyl boronic acid | 3,5-dimethyl phenyl boronic acid | (3,5-dimethylphenyl)boronic Acid | AKOS BRN-0067 | BCP22767 | 3,5-Dimet

Storage

Room temperature

Shipped In

Normal

Overview

application：

3,5-Dimethylphenylboronic acid (DMPBA) can be used as:

A reactant in the palladium-catalyzed Suzuki coupling reactions.

A co-extractant in the combination with modified Aliquat 336 for the extraction of xylose, glucose, and fructose from aqueous solutions.

A reactant to prepare penultimate methyl ester.

Specifications

Synonyms

3, 5-Dimethylbenzeneboronic Acid | 3, 5-Dimethylphenylboronicacid | J-507519 | m-Xylene-5-boronic Acid | AC-24810 | 3, 5-dimethylphenyl boronic acid | 3, 5-dimethyl phenyl boronic acid | (3, 5-dimethylphenyl)boronic Acid | AKOS BRN-0067 | BCP22767 | 3, 5-Dimet

Specifications & Purity

≥97%

Storage

Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488192549
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488192549
• Canonical Smiles: B(C1=CC(=CC(=C1)C)C)(O)O
• IUPAC Name: (3,5-dimethylphenyl)boronic acid
• InChIKey: DJGHSJBYKIQHIK-UHFFFAOYSA-N
• INCHI: 1S/C8H11BO2/c1-6-3-7(2)5-8(4-6)9(10)11/h3-5,10-11H,1-2H3
• Isomeric SMILES: B(C1=CC(=CC(=C1)C)C)(O)O
• WGK Germany: 3
• Molecular Weight: 149.98
• Reaxy-Rn: 7368658
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7368658&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Xylenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Xylenes
• Intermediate Tree Nodes: Not available
• Direct Parent: m-Xylenes
• Alternative Parents: Boronic acids Organic metalloid salts Organoboron compounds Organic oxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: M-xylene - Boronic acid - Boronic acid derivative - Organic metalloid salt - Organic oxygen compound - Hydrocarbon derivative - Organic salt - Organoboron compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as m-xylenes. These are aromatic compounds that contain a m-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 3-positions.
• 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

Chemical and Physical Properties

• Solubility: Slightly soluble in water; Soluble in Methanol
• Flash Point(°C): 142.9ºC
• Boil Point(°C): 312.7ºC at 760 mmHg
• Melt Point(°C): 261-265°C
• Molecular Weight: 149.980 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 150.085 Da
• Monoisotopic Mass: 150.085 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 117.000
• 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. Shenghua Du, Shuai Huang, Ning Xie, Tong Zhang, Yaoyao Xu, Xingming Ning, Pei Chen, Xinbing Chen, Zhongwei An.  (2022)  New block poly(ether sulfone) based anion exchange membranes with rigid side-chains and high-density quaternary ammonium groups for fuel cell application.  Polymer Chemistry,  13  (30): (4395-4405).  [PMID:] [10.1039/D2PY00588C]

2. Shenghua Du, Songsong Li, Ning Xie, Yaoyao Xu, Qiang Weng, Xingming Ning, Pei Chen, Xinbing Chen, Zhongwei An.  (2022)  Development of rigid side-chain poly(ether sulfone)s based anion exchange membrane with multiple annular quaternary ammonium ion groups for fuel cells.  POLYMER,      [PMID:] [10.1016/j.polymer.2022.124919]

3. Wenjun Wu, Biaowen Wei, Jun Feng, Bin Chi, Shijun Liao, Xiuhua Li, Yigang Yu.  (2017)  Synthesis and Properties of Symmetric Side-Chain Quaternized Poly(Arylene Ether Sulfone)s for Anion Exchange Membrane Fuel Cells.  MACROMOLECULAR CHEMISTRY AND PHYSICS,  219  (3): (1700416).  [PMID:] [10.1002/macp.201700416]

4. Nie Guang-hui, Wu Wen-jun, Yue Xi, Liao Shi-jun, Li Xiu-hua.  (2017)  Synthesis and properties of hydroxide conductive polymers carrying dense aromatic side-chain quaternary ammonium groups.  CHINESE JOURNAL OF POLYMER SCIENCE,  35  (7): (823-836).  [PMID:] [10.1007/s10118-017-1941-6]

5. Liuhong Li, Xi Yue, Wenjun Wu, Wuxin Yan, Mingjian Zeng, You Zhou, Shijun Liao, Xiuhua Li.  (2016)  Multi-block copolymers with fluorene-containing hydrophilic segments densely functionalized by side-chain quaternary ammonium groups as anion exchange membranes.  RSC Advances,  6  (47): (41453-41464).  [PMID:] [10.1039/C6RA04989C]