(3-Cyano-2,4-difluorophenyl)boronicacid

Name: (3-Cyano-2,4-difluorophenyl)boronicacid
Brand: ChemScene
Availability: InStock
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CAS No. 871940-31-7
Cat. No. CS-W020401
Purity≥98%
MDL No.MFCD12026699

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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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(3-Cyano-2,4-difluorophenyl)boronicacid|CS-W020401

Structure of 871940-31-7

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General Information

CAS No. 871940-31-7
Cat. No. CS-W020401
Purity ≥98%
MDL No. MFCD12026699
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BF₂NO₂
Molecular Weight 182.92
Synonym(s) 3-Cyano-2,4-difluorobenzeneboronic Acid (contains varying amounts of Anhydride)
SMILES FC1=CC=C(C(F)=C1C#N)B(O)O

Description

This boronate moiety integrates a cyano group and two fluorine atoms at the 3- and 2,4-positions of the phenyl ring, delivering enhanced stability and electron-withdrawing character. The ortho-fluorine substituents facilitate efficient Suzuki-Miyaura coupling under mild conditions, while the nitrile group enables downstream functionalization. Designed for streamlined synthesis of bioactive heterocycles and pharmaceutical intermediates, this reagent combines bench-stable handling with predictable reactivity in cross-coupling workflows.

Application

(3-Cyano-2,4-difluorophenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. The cyano and difluoro substituents enhance electronic modulation and metabolic stability, while the boronic acid functionality offers excellent bench stability and compatibility with diverse reaction conditions. Its orthogonal reactivity profile facilitates downstream functionalization in medicinal chemistry and materials synthesis.

Synthesis

Route1
- In-stock
  
  1897-52-5
- ~82%
- In-stock
  
  871940-31-7
References
- Kozhevnikov, Valery N.; Dahms, Katja; Bryce, Martin R. Journal of Organic Chemistry, 2011 , vol. 76, # 12 p. 5143 - 5148
Route2
- In-stock
  
  1897-52-5
- ~81%
- In-stock
  
  871940-31-7
References
- Kozhevnikov, Valery N.; Dahms, Katja; Bryce, Martin R. Journal of Organic Chemistry, 2011 , vol. 76, # 12 p. 5143 - 5148

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 : 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 -0.48372
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

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

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(3-Cyano-2,4-difluorophenyl)boronicacid

CAS No. 871940-31-7

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