2-(4-Cyano-3-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(4-Cyano-3-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Brand: ChemScene
Availability: InStock
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CAS No. 870238-67-8
Cat. No. CS-0028289
Purity≥97%
MDL No.MFCD16996321

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2-(4-Cyano-3-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0028289

Structure of 870238-67-8

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General Information

CAS No. 870238-67-8
Cat. No. CS-0028289
Purity ≥97%
MDL No. MFCD16996321
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₅BFNO₂
Molecular Weight 247.07
Synonym(s) BENZONITRILE,2-FLUORO-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-
SMILES N#CC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1F

Description

This boronate ester features a cyano-fluorophenyl moiety with enhanced stability and compatibility in cross-coupling reactions. The tetramethyl-substituted dioxaborolane ring resists protodeboronation and enables reliable Suzuki-Miyaura coupling under standard conditions. Designed for efficient integration into complex molecular architectures, this reagent delivers high functional group tolerance and predictable reactivity.

Application

2-(4-Cyano-3-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its ortho-fluoro and cyano substituents enable selective functionalization in complex molecule synthesis, with excellent tolerance to diverse reaction conditions. The tetramethyl-substituted dioxaborolane enhances stability and simplifies purification, making it ideal for constructing biaryl and heterocyclic scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  105942-08-3
- In-stock
  
  73183-34-3
- ~%
- In-stock
  
  870238-67-8
References
- THE SCRIPPS RESEARCH INSTITUTE Patent: WO2009/32861 A1, 2009 ; Location in patent: Page/Page column 45; 46 ; WO 2009/032861 A1
Route2
- In-stock
  
  843663-18-3
- In-stock
  
  76-09-5
- ~87%
- In-stock
  
  870238-67-8
References
- Weng, Lingkai; Qiao, Lei; Zhou, Jiacheng; Liu, Pingli; Pan, Yongchun Patent: US2009/291956 A1, 2009 ; Location in patent: Page/Page column 25; 26 ;
Route3
- In-stock
  
  57381-51-8
- 25015-63-8
- ~74%
- In-stock
  
  870238-67-8
- 394-47-8
References
- Murata, Miki; Sambommatsu, Tomoko; Oda, Takeshi; Watanabe, Shinji; Masuda, Yuzuru Heterocycles, 2010 , vol. 80, # 1 p. 213 - 218

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 42.25
LogP 1.99658
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

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

870238-67-8 sigma870238-67-8 manufacturer870238-67-8 price870238-67-8 structure870238-67-8 SDSbuy 870238-67-8870238-67-8 supplier870238-67-8 uses870238-67-8 molecular weightprice of 870238-67-8870238-67-8 chemical name formula of 870238-67-8

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2-(4-Cyano-3-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 870238-67-8

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