2,6-Dimethyl-4-fluorophenylboronic acid

Name: 2,6-Dimethyl-4-fluorophenylboronic acid
Brand: ChemScene
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CAS No. 1392512-54-7
Cat. No. CS-0189753
Purity≥98%
MDL No.MFCD23712929

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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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2,6-Dimethyl-4-fluorophenylboronic acid|CS-0189753

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General Information

CAS No. 1392512-54-7
Cat. No. CS-0189753
Purity ≥98%
MDL No. MFCD23712929
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀BFO₂
Molecular Weight None
Synonym(s) (4-Fluoro-2,6-dimethyl-phenyl)boronic acid
SMILES CC1=C(C(=CC(=C1)F)C)B(O)O

Description

2,6-Dimethyl-4-fluorophenylboronic acid features a sterically hindered boronate moiety flanked by methyl groups at the 2 and 6 positions, enhancing stability and reducing protodeboronation. The para-fluoro substituent imparts electron-withdrawing character, enabling efficient coupling in Suzuki-Miyaura reactions under mild conditions. This bench-stable reagent delivers high functional group tolerance and predictable regioselectivity in cross-coupling processes.

Application

2,6-Dimethyl-4-fluorophenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient carbon-carbon bond formation under mild conditions. The ortho-methyl groups enhance bench stability and reduce protodeboronation, while the fluorine substituent offers favorable electronic modulation and compatibility with downstream functionalization. Its robustness and predictable reactivity make it ideal for constructing complex aromatic scaffolds in medicinal chemistry and materials science applications.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 40.46
LogP 0.12234
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

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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2,6-Dimethyl-4-fluorophenylboronic acid

CAS No. 1392512-54-7

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