701-30-4

Basic information

• Product Name: 1-tert-Butyl-4-fluorobenzene
• Synonyms: 1-tert-Butyl-4-fluorobenzene
• CAS NO: 701-30-4
• Molecular Formula: C₁₀H₁₃F
• Molecular Weight: 152.2086232
• Mol File: 701-30-4.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 167.5°C at 760 mmHg
• Flash Point: 46.2°C
• Appearance: /
• Density: 0.949g/cm³
• Vapor Pressure: 2.23mmHg at 25°C
• Refractive Index: 1.468
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 1-tert-Butyl-4-fluorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-tert-Butyl-4-fluorobenzene(701-30-4)
• EPA Substance Registry System: 1-tert-Butyl-4-fluorobenzene(701-30-4)

Safety Data

• Hazardous Substances Data: 701-30-4(Hazardous Substances Data)

Usage

General Description

1-tert-Butyl-4-fluorobenzene is an organic compound that is part of the class of substances known as organofluorides and, more specifically, monofluorobenzenes. This chemical is colorless and liquid under standard conditions. Its molar mass is 150.2 g/mol. In its molecular structure, a fluorine atom is attached to a phenyl ring at one position (position 4), while a tert-butyl group is attached at an orthogonal position (position 1). 1-tert-Butyl-4-fluorobenzene is used in organic synthesis processes, particularly as the starting point for preparing more complex chemical compounds. The safety of 1-tert-Butyl-4-fluorobenzene is not well-studied; therefore, exposure, inhalation, or ingestion could potentially have harmful effects.

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 
• 73286-45-0 p-tert-butylbenzenediazonium hexafluorophosphate 
• 75-05-8 acetonitrile 
• 174899-83-3 1-butyl-3-methylimidazolium trifluoromethanesulfonimide 
• 3282-56-2 4-tert-butylnitrobenzene 
• 56108-12-4 4-tert-butylbenzamide 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 1710-98-1 p-tert-butyl benzoyl chloride 
• 123324-71-0 p-tert-butylphenylboronic acid 
• 1063716-56-2 Pd(C₅H₅N)(C₁₃H₈N₂SO₂C₆H₄NO₂)(C₆H₄C(CH₃)3) 
• 1040922-32-4 Pd((CH₃)3CC₆H₄)(C₅H₅N)(C₅H₄NC₆H₄NSO₂C₆H₄NO₂) 
• 402-44-8 4-Fluorobenzotrifluoride 
• 75-24-1 trimethylaluminum 

Downstream Products

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

Relevant articles and documents

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.

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.

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?%.