3,4-Dimethoxyphenylboronic acid(contains varying amounts of Anhydride) - ≥97% , CAS No.122775-35-3

CAS: 122775-35-3 Cat. No.: D104292 Molecular Weight: 181.98 EC Number: 679-694-8

GRADE & PURITY ≥97%

Synonyms

EN300-52543 | D3512 | FT-0614338 | 3,4-Dimethoxyphenylboronic aicd | MFCD01074574 | 3,4-Dimethoxyphenylboronicacid | 4,5-dimethoxyphenylboronic acid | (3,4-dimethoxyphenyl)boronic acid | (3,4-dimethoxyphenyl)-boronic acid | 3,4-Dimethoxyphenylboronic acid

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

application：

3,4-Dimethoxyphenylboronic acid can be used: As a substrate in the cross-coupling reaction with 5,7-dichloropyrido[4,3-d]pyrimidine catalyzed by palladium. As a starting material for the synthesis of buflavine 1, a natural alkaloid. In one of the key synthetic steps for the preparation of lipidated malarial glycosylphosphatidylinositols (GPI) disaccharide. To prepare 3,3″,4,4″-tetramethoxy-1,1′:4′,1″-terphenyl by reacting with 1,4-dibromobenzene using Pd catalyst.

Specifications

Synonyms

EN300-52543 | D3512 | FT-0614338 | 3, 4-Dimethoxyphenylboronic aicd | MFCD01074574 | 3, 4-Dimethoxyphenylboronicacid | 4, 5-dimethoxyphenylboronic acid | (3, 4-dimethoxyphenyl)boronic acid | (3, 4-dimethoxyphenyl)-boronic acid | 3, 4-Dimethoxyphenylboronic acid

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

• Pubchem Sid: 504761186
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504761186
• Canonical Smiles: B(C1=CC(=C(C=C1)OC)OC)(O)O
• IUPAC Name: (3,4-dimethoxyphenyl)boronic acid
• InChIKey: RCVDPBFUMYUKPB-UHFFFAOYSA-N
• INCHI: 1S/C8H11BO4/c1-12-7-4-3-6(9(10)11)5-8(7)13-2/h3-5,10-11H,1-2H3
• Isomeric SMILES: B(C1=CC(=C(C=C1)OC)OC)(O)O
• WGK Germany: 3
• Molecular Weight: 181.98
• Reaxy-Rn: 5334877
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5334877&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Methoxybenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Dimethoxybenzenes
• Alternative Parents: Phenoxy compounds Anisoles Alkyl aryl ethers Boronic acids Organic metalloid salts Organoboron compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Dimethoxybenzene - O-dimethoxybenzene - Anisole - Phenol ether - Phenoxy compound - Alkyl aryl ether - Boronic acid - Boronic acid derivative - Organic metalloid salt - Ether - Organic salt - Organooxygen compound - Organoboron compound - Organic oxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water (25 g/L).
• Melt Point(°C): 245-250°C
• Molecular Weight: 181.980 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 182.075 Da
• Monoisotopic Mass: 182.075 Da
• Topological Polar Surface Area: 58.900 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 153.000
• 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. Feng Ouyang, Xiaoli Zhang, Tao Wang, Qi Shuai.  (2022)  A fluorescent turn on/off probe for glucose detection based on a boronic acid-capped 1,1′-ferrocenedicarboxylic acid functional graphene oxide.  Materials Today Communications,      [PMID:] [10.1016/j.mtcomm.2022.104681]