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

Name: 2-(2-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
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CAS No. 1073353-89-5
Cat. No. CS-0088255
Molecule weight267.06
Purity≥95%
MDL No.MFCD09264075

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2-(2-Fluoro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0088255

Structure of 1073353-89-5

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General Information

CAS No. 1073353-89-5
Cat. No. CS-0088255
Purity ≥95%
MDL No. MFCD09264075
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₅BFNO₄
Molecular Weight 267.06
Synonym(s) 2-FLUORO-4-NITROPHENYLBORONIC ACID, PINACOL ESTER
SMILES CC1(C)C(C)(C)OB(C2=CC=C([N+]([O-])=O)C=C2F)O1

Description

This boronate reagent features a 2-fluoro-4-nitrophenyl group coupled to a stable dioxaborolane core, enabling efficient Suzuki-Miyaura coupling. The electron-deficient aryl moiety enhances reactivity, while the tetramethyl substitution ensures excellent shelf stability and moisture tolerance under standard conditions.

Application

2-(2-Fluoro-4-nitrophenyl)-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 para-nitro substituents enable selective functionalization and facilitate downstream transformations in heterocyclic and pharmaceutical scaffold construction. The tetramethyl-substituted dioxaborolane core offers enhanced stability, ease of purification, and compatibility with diverse reaction conditions.

Synthesis

Route1
- In-stock
  
  73183-34-3
- In-stock
  
  185331-69-5
- ~62%
- In-stock
  
  1073353-89-5
References
- Cairns, Andrew G.; Senn, Hans Martin; Murphy, Michael P.; Hartley, Richard C. Chemistry - A European Journal, 2014 , vol. 20, # 13 p. 3742 - 3751
Route2
- In-stock
  
  369-35-7
- In-stock
  
  73183-34-3
- ~50%
- In-stock
  
  1073353-89-5
References
- Qiu, Di; Wang, Shuai; Tang, Shengbo; Meng, He; Jin, Liang; Mo, Fanyang; Zhang, Yan; Wang, Jianbo Journal of Organic Chemistry, 2014 , vol. 79, # 5 p. 1979 - 1988

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

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Computational Chemistry Data

TPSA 61.6
LogP 2.0331
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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

CAS No. 1073353-89-5

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