701-30-4

Usage

Uses

Used in Organic Synthesis:
1-tert-Butyl-4-fluorobenzene is used as a starting material for the preparation of more complex chemical compounds. It serves as a building block in the synthesis of various organic molecules, contributing to the development of new chemical entities with potential applications in different industries.
Used in Pharmaceutical Industry:
1-tert-Butyl-4-fluorobenzene is used as an intermediate in the synthesis of pharmaceutical compounds. Its unique structure allows for the creation of new drug candidates with potential therapeutic applications.
Used in Chemical Research:
1-tert-Butyl-4-fluorobenzene is used as a research compound in academic and industrial laboratories. It provides insights into the properties and reactivity of organofluorides, which can lead to the discovery of new chemical reactions and applications.
Safety Considerations:
The safety of 1-tert-Butyl-4-fluorobenzene is not well-studied, and exposure, inhalation, or ingestion could potentially have harmful effects. Therefore, it is essential to handle 1-tert-Butyl-4-fluorobenzene with caution and follow proper safety protocols to minimize risks.

InChI:InChI=1/C10H13F/c1-10(2,3)8-4-6-9(11)7-5-8/h4-7H,1-3H3

Upstream product

• 769-92-6 4-tert-Butylaniline 
• 52436-75-6 (4-tert-butylphenyl)diazonium tetrafluoroborate 
• 75-05-8 acetonitrile 
• 1040922-32-4 Pd((CH₃)3CC₆H₄)(C₅H₅N)(C₅H₄NC₆H₄NSO₂C₆H₄NO₂) 
• 402-44-8 4-Fluorobenzotrifluoride 
• 75-24-1 trimethylaluminum 
• 1315574-15-2 1-(4-tert-butylphenyl)-3,3-(1,5-pentanediyl)triazene 
• 3972-65-4 1-bromo-4-tert-butylbenzene 
• 18412-68-5 (4-tert-butylphenyl)trimethylsilane 
• 115933-42-1 tributyl(4-(tert-butyl)phenyl)stannane 
• 214360-66-4 2-(4-tert-butylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 35779-04-5 1-tert-butyl-4-iodobenzene 
• 677-22-5 tert-butylmagnesium chloride 
• 460-00-4 1-Bromo-4-fluorobenzene 

Downstream Products

• 703-09-3 β-(4-Fluor-phenyl)-isobutylchlorid 
• 34252-94-3 2-bromo-4-tert-butyl-1-fluorobenzene 
• 71028-34-7 3-Chlor-4-fluor-tert.-butylbenzol 
• 111041-92-0 4-t-Butyl-1-fluoro-2-nitrobenzene 
• 98-54-4 para-tert-butylphenol 
• 5396-38-3 1-(tert-butyl)-4-methoxybenzene 
• 1123173-09-0 5-(tert-butyl)-2-fluorobenzaldehyde 
• 707-64-2 3-(4-fluorophenyl)-3-methylbutyraldehyde 
• 351-83-7 4'-fluoroacetanilide 
• 56545-32-5 N-(1-tert-Butyl-4,4-difluoro-cyclohexa-2,5-dienyl)-acetimidoyl fluoride 
• 56545-31-4 N-(1-tert-Butyl-4,4-difluoro-cyclohexa-2,5-dienyl)-acetamide 

Relevant academic research and scientific papers

Fluorination of arylboronic esters enabled by bismuth redox catalysis

Bismuth catalysis has traditionally relied on the Lewis acidic properties of the element in a fixed oxidation state. In this paper, we report a series of bismuth complexes that can undergo oxidative addition, reductive elimination, and transmetallation in a manner akin to transition metals. Rational ligand optimization featuring a sulfoximine moiety produced an active catalyst for the fluorination of aryl boronic esters through a bismuth (III)/bismuth (V) redox cycle. Crystallographic characterization of the different bismuth species involved, together with a mechanistic investigation of the carbonfluorine bond-forming event, identified the crucial features that were combined to implement the full catalytic cycle.

Hypervalent Iodine(III)-Catalyzed Balz–Schiemann Fluorination under Mild Conditions

An unprecedented hypervalent iodine(III) catalyzed Balz–Schiemann reaction is described. In the presence of a hypervalent iodine compound, the fluorination reaction proceeds under mild conditions (25–60 °C), and features a wide substrate scope and good functional-group compatibility.

Application of trivalent iodine compounds as catalysts in Bal-Schiemann reaction

The invention discloses an application of trivalent iodine compounds shown in formula I and/or II in the description and used as catalysts in Bal-Schiemann reaction. The trivalent iodine compounds areused as the catalysts in the Bal-Schiemann reaction, so that the Bal-Schiemann reaction can be conducted at room temperature or near room temperature when a thermochemical method is used, and the reaction has mild reaction conditions, wide substrate use range and short reaction time, and is safe and easy to operate, products are easy to separate, and raw materials are simple and low in toxicity.

Expanding the Balz–Schiemann Reaction: Organotrifluoroborates Serve as Competent Sources of Fluoride Ion for Fluoro-Dediazoniation

The Balz–Schiemann reaction endures as a method for the preparation of (hetero)aryl fluorides yet is eschewed due to the need for harsh conditions or high temperatures along with the need to isolate potentially explosive diazonium salts. In a departure from these conditions, we show that various organotrifluoroborates (RBF3?s) may serve as fluoride ion sources for solution-phase fluoro-dediazoniation in organic solvents under mild conditions. This methodology was successfully extended to a one-pot process obviating aryl diazonium salt isolation. Sterically hindered (hetero)anilines are fluorinated under unprecedentedly mild conditions in good-to-excellent yields. Taken together, this work expands the repertoire of RBF3?s to act as fluorine ion sources in an update to the classic Balz–Schiemann reaction.

Copper-Mediated Oxidative Fluorination of Aryl Stannanes with Fluoride

A regiospecific method for the oxidative fluorination of aryl stannanes using tetrabutylammonium triphenyldifluorosilicate (TBAT) and copper(II) triflate is described. This reaction is robust, uses readily available reagents, and proceeds via a stepwise protocol under mild conditions (60 °C, 3.2 h). Broad functional group tolerance, including arenes containing protic and nucleophilic groups, is demonstrated.

An N-heterocyclic carbene-based nickel catalyst for the Kumada–Tamao–Corriu coupling of aryl bromides and tertiary alkyl Grignard reagents

In this study, nickel-catalyzed coupling reactions between arylhalides and tert-alkyl Grignard reagents were developed. Our original bicyclic NHC ligands reduced the formation of isomerized products, and we found that NMP as a co-solvent suppressed the reduction process. Under the optimal conditions we developed, the catalyst loading was lowered to 0.5?mol?%, and catalyst loading using ortho-substituted aryl bromides was also applicable at the level of 2.0?mol?%.

Synthesis of aryl fluorides from potassium aryltrifluoroborates and selectfluor mediated by iron(III) chloride

The synthesis of fluorinated arenes by the iron-mediated fluorination of potassium aryltrifluoroborates with Selectfluor and potassium fluoride is described. The fluorination reaction uses commercially available reagents and without requiring the addition

FLUORINATION OF ARYL COMPOUNDS

The invention provides compositions and methods of using the compositions in fluorinating aryl precursors containing a leaving group replaceable by a fluorine atom. The compositions include a metal ion source, a electrophilic fluorine source, a base, and a compound, which is an aryl precursor of the aryl fluoride, and which has a leaving group replaceable by the fluorine atom. Exemplary methods of the invention make use of such compositions and methods to prepare an aryl fluoride compound. In an exemplary embodiment, the electrophilic fluorine source is a source of 18F.

Silver-mediated fluorination of potassium aryltrifluoroborates with Selectfluor Dedicated to Professor Andrea Vasella on the occasion of his 71st birthday

A simple and practical procedure for the silver-mediated fluorination of aryl- and heteroaryltrifluoroborates with electrophilic fluorine from Selectfluor and LiOH·H2O is presented. The reaction procedure is simple and easy to set up, the process produces fluorinated arenes and heteroarenes in good to excellent yields and a wide range of electronically and structurally diverse substrates are tolerated.

Cu-catalyzed fluorination of diaryliodonium salts with KF

A mild Cu-catalyzed nucleophilic fluorination of unsymmetrical diaryliodonium salts with KF is described. This protocol preferentially fluorinates the smaller aromatic ligand on iodine(III). The reaction exhibits a broad substrate scope and proceeds with high chemoselectivity and functional group tolerance. DFT calculations implicate a CuI/CuIII catalytic cycle.