4-Cyano-2-fluorophenylboronic acid

Name: 4-Cyano-2-fluorophenylboronic acid
Brand: ChemScene
Availability: InStock
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CAS No. 1150114-77-4
Cat. No. CS-0040408
Purity≥97%
MDL No.MFCD07644472

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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4-Cyano-2-fluorophenylboronic acid|CS-0040408

Structure of 1150114-77-4

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General Information

CAS No. 1150114-77-4
Cat. No. CS-0040408
Purity ≥97%
MDL No. MFCD07644472
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BFNO₂
Molecular Weight 164.93
Synonym(s) 4-Cyano-2-Fluorobenzeneboronic Acid
SMILES OB(C1=CC=C(C#N)C=C1F)O

Description

4-Cyano-2-fluorophenylboronic acid features a boronate moiety flanked by electron-withdrawing cyano and fluorine substituents, enhancing its reactivity in Suzuki-Miyaura couplings. This bench-stable reagent integrates readily into complex molecular architectures under mild conditions, offering high functional group tolerance for streamlined synthesis of biologically active arylated compounds.

Application

4-Cyano-2-fluorophenylboronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient construction of biaryl scaffolds with enhanced electronic properties. The ortho-fluoro and cyano groups provide strong electron-withdrawing effects, improving reaction kinetics and stability under standard conditions. Its bench-stable nature and compatibility with diverse functional groups facilitate straightforward purification and integration into complex molecular architectures.

Synthesis

Route1
- 5419-55-6
- In-stock
  
  887266-99-1
- 1068-55-9
- ~53%
- In-stock
  
  1150114-77-4
References
- BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; Härter, Michael; Beck, Hartmut; Ellinghaus, Peter; Berhörster, Kerstin; Greschat, Susanne; Thierauch, Karl-Heinz; Süssmeier, Frank Patent: US2013/196964 A1, 2013 ; Location in patent: Paragraph 1211; 1212; 1213 ;

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-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 64.25
LogP -0.62282
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Cyano-2-fluorophenylboronic acid

CAS No. 1150114-77-4

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