346656-39-1

Basic information

• Product Name: 1-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)-2-FLUOROBENZENE
• Synonyms: 2-fluorophenylboronic acid neopentyl glycol ester;2-(2-Fluorophenyl)-5;2-dioxaborinane;5-diMethyl-1;1-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)-2-fluorobenzene 2-Fluorophenylboronic Acid Neopentyl Glycol Ester;AKOS BRN-1135;2-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)FLUOROBENZENE;2-(2-FLUOROPHENYL)-5,5-DIMETHYL-1,3,2-DIOXABORINANE
• CAS NO: 346656-39-1
• Molecular Formula: C₁₁H₁₄BFO₂
• Molecular Weight: 208.04
• Product Categories: B (Classes of Boron Compounds);Boronic Acids Esters
• Mol File: 346656-39-1.mol
• Article Data: 15

Chemical Properties

• Melting Point: 64-68 °C(lit.)
• Boiling Point: 290.266°C at 760 mmHg
• Flash Point: 129.349°C
• Appearance: /
• Density: 1.077g/cm³
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.48
• Storage Temp.: 0-10°C
• CAS DataBase Reference: 1-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)-2-FLUOROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)-2-FLUOROBENZENE(346656-39-1)
• EPA Substance Registry System: 1-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)-2-FLUOROBENZENE(346656-39-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 346656-39-1(Hazardous Substances Data)

Usage

General Description

1-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)-2-FLUOROBENZENE is a chemical compound with a molecular formula C13H15BFO2. It is a boronic ester that contains a boron atom bonded to a dioxaborinane ring and a fluorobenzene group. 1-(5,5-DIMETHYL-1,3,2-DIOXABORINAN-2-YL)-2-FLUOROBENZENE is often used as a building block in organic synthesis, particularly in the formation of complex molecules for pharmaceutical and agrochemical applications. Its unique structure and reactivity make it a valuable tool for chemical research and development.

InChI:InChI=1/C11H14BFO2/c1-11(2)7-14-12(15-8-11)9-5-3-4-6-10(9)13/h3-6H,7-8H2,1-2H3

Upstream product

• 348-51-6 1-chloro-2-fluorobenzene 
• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 348-52-7 1-Fluoro-2-iodobenzene 
• 367-12-4 2-fluorophenol 
• 1993-03-9 o-fluorophenylboronic acid 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 462-06-6 fluorobenzene 
• 1072-85-1 o-fluorobromobenzene 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 

Downstream Products

• 868944-88-1 3-(2-fluorophenyl)-2-morpholinopyridine 
• 20929-25-3 (2-fluorobenzoyl)-4-methylpiperazine 
• 394-89-8 2-fluoro-4'-nitro-biphenyl 
• 22082-95-7 2-(2-fluorophenyl)naphthalene 
• 1478101-92-6 2-(2-(2-fluorophenyl)piperidin-1-yl)pyridine 
• 445-29-4 o-fluoro-benzoic acid 
• 150322-73-9 1-cyclopropyl-2-(2-fluorophenyl)ethanone 
• 1415045-89-4 N,N-diethyl-1-(2-fluorophenyl)-2-naphthamide 
• 1415045-43-0 N,N-diethyl-2-(2-fluorophenyl)furan-3-carboxamide 
• 1415046-02-4 2-(2-fluorophenyl)-N,N-dimethyl-1-naphthamide 
• 23441-13-6 6-(4-methyl-piperazyl)-phenanthridine 
• 37867-75-7 6-(4-N,N-dimethylaminophenyl)-phenanthridine 
• 98351-86-1 6-(4-methoxyphenyl)phenanthridine 
• 47135-83-1 6-(4′-methylphenyl)phenanthridine 

Relevant articles and documents

Ruthenium-Catalyzed Reductive Arylation of N-(2-Pyridinyl)amides with Isopropanol and Arylboronate Esters

A new three-component reductive arylation of amides with stable reactants (iPrOH and arylboronate esters), making use of a 2-pyridinyl (Py) directing group, is described. The N-Py-amide substrates are readily prepared from carboxylic acids and PyNH2, and the resulting N-Py-1-arylalkanamine reaction products are easily transformed into the corresponding chlorides by substitution of the HN-Py group with HCl. The 1-aryl-1-chloroalkane products allow substitution and cross-coupling reactions. Therefore, a general protocol for the transformation of carboxylic acids into a variety of functionalities is obtained. The Py-NH2 by-product can be recycled.

Nickel-Catalyzed Borylation of Aryl and Benzyl 2-Pyridyl Ethers: A Method for Converting a Robust ortho-Directing Group

The nickel-catalyzed borylation of aryl 2-pyridyl ethers via the loss of a 2-pyridyloxy group is described. This method allows a 2-pyridyloxy group to be used as a convertible directing group in C?H bond functionalization reactions. The nickel catalyst can also borylate arylmethyl 2-pyridyl ethers, in which the stereochemistry at the benzylic position is retained in the case of chiral secondary benzylic substrates. (Figure presented.).

C-H activation by amide chelation control: Ruthenium-catalyzed direct synthesis of 2-Aryl-3-furanamides

A new, catalytic methodology for the synthesis of heterobiaryls by the ruthenium-catalyzed C-H activation/cross-coupling of heterocyclic amides with aryl boroneopentylates is surveyed. From this survey, the highly regioselective reaction of furan-3-carboxamide to give 2-aryl-3-furanamides is optimized and generalized in scope with respect to the aryl boroneopentylate coupling partners. Established thereby is a one-step synthetic method which may supercede the broadly applied two-step directed ortho metalation (DoM)-cross coupling reaction involving cryogenic and strong base conditions and which has potential for further ortho and remote metalation chemistry.