3,5-Dimethoxyphenylboronic Acid - ≥98% , CAS No.192182-54-0

CAS: 192182-54-0 Cat. No.: D120090 Molecular Weight: 181.98 EC Number: 679-693-2

GRADE & PURITY ≥98%

Synonyms

AKOS004113962 | GS-6761 | Boronic acid, (3,5-dimethoxyphenyl)- | (3,5-dimethoxyphenyl)boronic Acid | D3513 | 3,5-Dimethoxybenzeneboronic Acid | BORONIC ACID, B-(3,5-DIMETHOXYPHENYL)- | 3,5-Dimethoxyphenylboronic acid | DTXSID90402559 | SCHEMBL8830 | AC-24

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

1.Palladium-catalyzed coupling reactions. 2.Preparation of benzopyranone derivatives as positive GABAA receptor modulators. 3.Preparation of aryl alkenes via three-component coupling catalyzed by palladium. 4.Suzuki-Miyaura coupling. 5.Rhodium catalyzed cyanation with N-cyano-N-phenyl-p-methylbenzenesulfonamide. 6.Preparation of bisphosphonate inhibitors of human farnesyl pyrophosphate synthase.

application：

3,5-Dimethoxybenzeneboronic acid is used as reactant for palladium-catalyzed coupling reactions, preparation of benzopyranone derivatives as positive GABAA receptor modulators, preparation of aryl alkenes via three-component coupling catalyzed by palladium and Suzuki-Miyaura coupling. It is also used as reactant for rhodium catalyzed cyanation with N-cyano-N-phenyl-p-methylbenzenesulfonamide and preparation of bisphosphonate inhibitors of human farnesyl pyrophosphate synthase.

Specifications

Synonyms

AKOS004113962 | GS-6761 | Boronic acid, (3, 5-dimethoxyphenyl)- | (3, 5-dimethoxyphenyl)boronic Acid | D3513 | 3, 5-Dimethoxybenzeneboronic Acid | BORONIC ACID, B-(3, 5-DIMETHOXYPHENYL)- | 3, 5-Dimethoxyphenylboronic acid | DTXSID90402559 | SCHEMBL8830 | AC-24

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488194838
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488194838
• Canonical Smiles: B(C1=CC(=CC(=C1)OC)OC)(O)O
• IUPAC Name: (3,5-dimethoxyphenyl)boronic acid
• InChIKey: XUIURRYWQBBCCK-UHFFFAOYSA-N
• INCHI: 1S/C8H11BO4/c1-12-7-3-6(9(10)11)4-8(5-7)13-2/h3-5,10-11H,1-2H3
• Isomeric SMILES: B(C1=CC(=CC(=C1)OC)OC)(O)O
• WGK Germany: 3
• Molecular Weight: 181.98
• Reaxy-Rn: 7703598
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7703598&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 Organometalloid compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: M-dimethoxybenzene - Dimethoxybenzene - Phenoxy compound - Phenol ether - Anisole - Alkyl aryl ether - Boronic acid - Boronic acid derivative - Organic metalloid salt - Ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Organic metalloid moeity - 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

Chemical and Physical Properties

• Solubility: Soluble in methanol.
• Sensitivity: Moisture sensitive
• Flash Point(°F): 177.8 °F
• Flash Point(°C): 81 °C
• Melt Point(°C): 205-207°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: 141.000
• 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. Wenhua Hou, Lishuai Zong, Linyan Zhu, Jiaming Wang, Yabin Zhang, Zhansheng Li, Jinyan Wang, Xigao Jian.  (2024)  Design and synthesis of low-dieclectric polyaryl ethers containing bulky tetraphenyl vinyl pendant group.  POLYMERS FOR ADVANCED TECHNOLOGIES,  35  (4): (e6357).  [PMID:] [10.1002/pat.6357]