2-(4-Fluoro-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Name: 2-(4-Fluoro-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Brand: ChemScene
Availability: InStock
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CAS No. 815631-56-2
Cat. No. CS-0174793
Purity≥98%
MDL No.None

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Type	HazMat Fee
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FedEx Limited Quantities Ground	$0.00
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2-(4-Fluoro-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0174793

Structure of 815631-56-2

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General Information

CAS No. 815631-56-2
Cat. No. CS-0174793
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈BFO₂
Molecular Weight 236.09
Synonym(s) 4-Fluoro-2-Methylphenylboronic Acid Pinacol Ester
SMILES CC1=CC(F)=CC=C1B2OC(C)(C(C)(O2)C)C

Description

This boronate ester features a 4-fluoro-2-methylphenyl group attached to a tetramethyl-substituted dioxaborolane ring, offering enhanced stability and moisture tolerance. It integrates efficiently into Suzuki-Miyaura cross-coupling reactions under standard conditions, enabling reliable C–C bond formation in complex molecular architectures.

Application

2-(4-Fluoro-2-methylphenyl)-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 arylboronate functionality enables efficient C–C bond formation with aryl and vinyl halides under mild conditions, offering high functional group tolerance and predictable regiochemistry. The tetramethyl-substituted dioxaborolane ring enhances stability and ease of handling, facilitating purification and integration into multi-step synthetic sequences for pharmaceutical and agrochemical scaffold construction.

Synthesis

Route1
- 452-63-1
- 25015-63-8
- ~59%
- In-stock
  
  815631-56-2
References
- PFIZER PRODUCTS INC. Patent: WO2004/110996 A1, 2004 ; Location in patent: Page/Page column 17 ; WO 2004/110996 A1
Route2
- In-stock
  
  76-09-5
- 121-43-7
- 452-63-1
- ~%
- In-stock
  
  815631-56-2
References
- US6958330 B1, ; Page/Page column 43 ; US 6958330 B1

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 18.46
LogP 2.43332
H_Acceptors 2
H_Donors 0
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-(4-Fluoro-2-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

CAS No. 815631-56-2

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