(2-Methoxy-4-trifluoromethylphenyl)boronic acid

Name: (2-Methoxy-4-trifluoromethylphenyl)boronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 312936-89-3
Cat. No. CS-B0784
Purity≥98%
MDL No.MFCD03428511

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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-Methoxy-4-trifluoromethylphenyl)boronic acid|CS-B0784

Structure of 312936-89-3

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General Information

CAS No. 312936-89-3
Cat. No. CS-B0784
Purity ≥98%
MDL No. MFCD03428511
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BF₃O₃
Molecular Weight None
Synonym(s) 2-Methoxy-4-(trifluoromethyl)benzeneboronic acid; [2-methoxy-4-(trifluoromethyl)phenyl]boronic acid
SMILES OB(C1=CC=C(C(F)(F)F)C=C1OC)O

Description

This boronic acid features a methoxy group at the ortho position and a trifluoromethyl substituent at the para position, delivering enhanced stability and solubility in polar solvents. The electron-deficient aryl ring facilitates efficient Suzuki-Miyaura coupling under standard conditions.

Application

(2-Methoxy-4-trifluoromethylphenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds under mild conditions. The ortho-methoxy and para-trifluoromethyl groups provide enhanced stability, favorable electronic modulation, and improved solubility, facilitating purification and handling. Its robustness and predictable reactivity make it ideal for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

Route1
- 5419-55-6
- In-stock
  
  454-90-0
- ~%
- In-stock
  
  312936-89-3
References
- WO2008/12623 A1, ; Page/Page column 70-71 ; WO 2008/012623 A1
Route2
- In-stock
  
  454-90-0
- ~%
- In-stock
  
  312936-89-3
References
- Journal of Medicinal Chemistry, , vol. 54, # 6 p. 1724 - 1739

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
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 49.69
LogP 0.3938
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

Key Words

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(2-Methoxy-4-trifluoromethylphenyl)boronic acid

CAS No. 312936-89-3

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