Cas no 89694-47-3 ((4-Chloro-3-methoxyphenyl)boronic acid)

(4-Chloro-3-methoxyphenyl)boronic acid is a versatile boronic acid derivative widely used in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in organic synthesis. Its chloro and methoxy substituents enhance reactivity and selectivity, making it valuable for constructing complex aromatic frameworks in pharmaceuticals, agrochemicals, and materials science. The compound exhibits good stability under standard conditions and demonstrates high compatibility with various palladium catalysts. Its crystalline form ensures ease of handling and precise stoichiometric use. As a building block, it enables efficient synthesis of biaryl and heteroaryl structures, contributing to advancements in medicinal chemistry and functional material design.
(4-Chloro-3-methoxyphenyl)boronic acid structure
89694-47-3 structure
Product Name:(4-Chloro-3-methoxyphenyl)boronic acid
CAS No:89694-47-3
MF:C7H8BClO3
MW:186.400621414185
MDL:MFCD01318965
CID:828508
PubChem ID:354334859
Update Time:2025-05-20

(4-Chloro-3-methoxyphenyl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (4-Chloro-3-methoxyphenyl)boronic acid
    • 4-Chloro-3-methoxyphenylboronic Acid (contains varying amounts of Anhydride)
    • 4-chloro-3-methoxyphenylboronic acid
    • [4-chloro-3-(methyloxy)phenyl]boronic acid
    • 4-Chlor-3-methoxy-benzol-boronsaeure
    • 4-chloro-3-methoxybenzeneboronic acid
    • 4-Chloro-3-methoxybenzeneboronic Acid (contains varying amounts of Anhydride)
    • (4-Chloro-3-Methoxyphenyl)Boronicacid
    • B-(4-Chloro-3-methoxyphenyl)boronic acid (ACI)
    • Benzeneboronic acid, 4-chloro-3-methoxy- (7CI)
    • Boronic acid, (4-chloro-3-methoxyphenyl)- (9CI)
    • DTXSID70629646
    • 4-chloro-3-methoxyphenylboronic acid, AldrichCPR
    • MFCD01318965
    • 4-chloro-5-methoxyphenylboronic acid
    • AB01331104-02
    • CS-W002768
    • SB39695
    • NCGC00336368-01
    • 4-chloro-3-methoxy phenylboronic acid
    • SY030547
    • DB-016060
    • AKOS004113772
    • C3253
    • 89694-47-3
    • Boronic acid, (4-chloro-3-methoxyphenyl)-
    • SCHEMBL1018126
    • 4-Choro-3-methoxyphenylboronic acid
    • Z360059556
    • J-501383
    • 4-chloro-3-methoxyphenyl boronic acid
    • DZNNRXURZJLARZ-UHFFFAOYSA-N
    • 4N-900
    • EN300-38917
    • MDL: MFCD01318965
    • Inchi: 1S/C7H8BClO3/c1-12-7-4-5(8(10)11)2-3-6(7)9/h2-4,10-11H,1H3
    • InChI Key: DZNNRXURZJLARZ-UHFFFAOYSA-N
    • SMILES: ClC1C(OC)=CC(B(O)O)=CC=1

Computed Properties

  • Exact Mass: 186.02600
  • Monoisotopic Mass: 186.026
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 145
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 49.7A^2

Experimental Properties

  • Color/Form: No data available
  • Density: 1.325
  • Melting Point: 151°C(lit.)
  • Boiling Point: 341.7±52.0 °C at 760 mmHg
  • Flash Point: 160.4±30.7 °C
  • Refractive Index: 1.545
  • PSA: 49.69000
  • LogP: 0.02840

(4-Chloro-3-methoxyphenyl)boronic acid Security Information

(4-Chloro-3-methoxyphenyl)boronic acid Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

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(4-Chloro-3-methoxyphenyl)boronic acid Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium periodate Solvents: Tetrahydrofuran ,  Water ;  30 min, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  17 h, rt
Reference
Regioselective Synthesis of o-Benzenediboronic Acids via Ir-Catalyzed o-C-H Borylation Directed by a Pyrazolylaniline-Modified Boronyl Group
Yamamoto, Takeshi; Ishibashi, Aoi; Suginome, Michinori, Organic Letters, 2017, 19(4), 886-889

(4-Chloro-3-methoxyphenyl)boronic acid Raw materials

(4-Chloro-3-methoxyphenyl)boronic acid Preparation Products

(4-Chloro-3-methoxyphenyl)boronic acid Suppliers

Amadis Chemical Company Limited
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(CAS:89694-47-3)(4-Chloro-3-methoxyphenyl)boronic acid
Order Number:A843285
Stock Status:in Stock
Quantity:10.0g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 06:59
Price ($):188.0

Additional information on (4-Chloro-3-methoxyphenyl)boronic acid

(4-Chloro-3-Methoxyphenyl)Boronic Acid: A Comprehensive Overview

The compound (4-Chloro-3-Methoxyphenyl)Boronic Acid (CAS No. 89694-47-3) is a significant intermediate in organic synthesis, particularly in the field of medicinal chemistry and materials science. This boronic acid derivative has garnered attention due to its versatility in cross-coupling reactions, such as the Suzuki-Miyaura coupling, which is widely used to construct biaryl structures with high efficiency and precision.

Recent advancements in the synthesis of (4-Chloro-3-Methoxyphenyl)Boronic Acid have focused on improving the reaction conditions and scalability. Researchers have explored various catalysts and solvent systems to enhance the yield and purity of this compound, making it more accessible for large-scale applications. For instance, studies have demonstrated that the use of microwave-assisted synthesis can significantly reduce reaction times while maintaining high product quality.

The structural features of (4-Chloro-3-Methoxyphenyl)Boronic Acid make it an ideal candidate for the construction of complex aromatic systems. The presence of both a chlorine atom and a methoxy group on the aromatic ring introduces unique electronic properties, enabling selective reactivity in various coupling reactions. This dual functionality has been exploited in the development of novel pharmaceutical agents, where precise control over the chemical structure is critical.

In terms of applications, (4-Chloro-3-Methoxyphenyl)Boronic Acid has been extensively used in the synthesis of heterocyclic compounds, which are pivotal in drug discovery. Recent studies have highlighted its role in creating bioactive molecules with potential anti-cancer and anti-inflammatory properties. For example, a research group successfully synthesized a series of boron-containing heterocycles using this boronic acid as a key intermediate, demonstrating its utility in medicinal chemistry.

Moreover, the integration of (4-Chloro-3-Methoxyphenyl)Boronic Acid into polymer science has opened new avenues for material innovation. By incorporating this compound into polymeric frameworks, researchers have developed advanced materials with tailored electronic and mechanical properties. These materials hold promise for applications in electronics, sensors, and energy storage devices.

Looking ahead, the continued exploration of (4-Chloro-3-Methoxyphenyl)Boronic Acid is expected to drive further advancements in both academic research and industrial applications. Its role as a versatile building block in organic synthesis underscores its importance in modern chemistry, making it a subject of ongoing investigation and innovation.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:89694-47-3)(4-Chloro-3-methoxyphenyl)boronic acid
A843285
Purity:99%
Quantity:10.0g
Price ($):188.0
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