2-Chloro-4-methoxyphenylboronic acid

Name: 2-Chloro-4-methoxyphenylboronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 219735-99-6
Cat. No. CS-D1033
Purity≥96%
MDL No.MFCD03411935

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Chloro-4-methoxyphenylboronic acid|CS-D1033

Structure of 219735-99-6

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General Information

CAS No. 219735-99-6
Cat. No. CS-D1033
Purity ≥96%
MDL No. MFCD03411935
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈BClO₃
Molecular Weight 186.40
Synonym(s) 2-Chloro-4-methoxyphenylboronicacid; 2-Chloro-4-methoxyphenylboronic acid
SMILES COC1=CC=C(B(O)O)C(Cl)=C1

Description

2-Chloro-4-methoxyphenylboronic acid features a boronic acid group flanked by electron-withdrawing chlorine and electron-donating methoxy substituents, enabling efficient Suzuki-Miyaura coupling under mild conditions. This bench-stable reagent integrates readily into complex molecular architectures, particularly in pharmaceutical and agrochemical synthesis where regioselective C–C bond formation is critical.

Application

2-Chloro-4-methoxyphenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds. The chloro group provides orthogonal reactivity for subsequent functionalization, while the methoxy substituent enhances solubility and modulates electronic properties. Bench-stable and readily purified by recrystallization, it functions reliably in diverse synthetic workflows requiring precise control over regiochemistry and functional group compatibility.

Synthesis

Route1
- 5419-55-6
- In-stock
  
  50638-46-5
- ~%
- In-stock
  
  219735-99-6
References
- EP1354884 A1, ; Page/Page column 26 ; EP 1354884 A1
Route2
- In-stock
  
  219735-98-5
- ~64%
- In-stock
  
  219735-99-6
References
- Bristol-Myers Squibb Pharma Company Patent: US6362180 B1, 2002 ; Location in patent: Example 831 ; US 6362180 B1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 49.69
LogP 0.0284
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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2-Chloro-4-methoxyphenylboronic acid

CAS No. 219735-99-6

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