18511-61-0

Basic information

• Product Name: Benzene, 1-cyclopropyl-3-fluoro-
• Synonyms: Benzene, 1-cyclopropyl-3-fluoro-;1-Cyclopropyl-3-fluoro-benzene
• CAS NO: 18511-61-0
• Molecular Formula: C₉H₉F
• Molecular Weight: 136.1661632
• Mol File: 18511-61-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzene, 1-cyclopropyl-3-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-cyclopropyl-3-fluoro-(18511-61-0)
• EPA Substance Registry System: Benzene, 1-cyclopropyl-3-fluoro-(18511-61-0)

Safety Data

• Hazardous Substances Data: 18511-61-0(Hazardous Substances Data)

Usage

General Description

Benzene, 1-cyclopropyl-3-fluoro-, also known as 1-cyclopropyl-3-fluorobenzene, is a chemical compound with the formula C9H11F. It is a halogenated organic compound that contains a fluorine atom and a cyclopropyl group attached to a benzene ring. Benzene, 1-cyclopropyl-3-fluoro- is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also used in the production of specialty chemicals and as a building block in organic synthesis. 1-cyclopropyl-3-fluorobenzene is a colorless liquid with a sweet aromatic odor and is known to be a potential environmental contaminant. It is important to handle and store this compound with care due to its flammability and potential health hazards.

Upstream product

• 75-11-6 diiodomethane 
• 350-51-6 3-fluorostyrene 
• 1073-06-9 3-fluorobromobenzene 
• 411235-57-9 cyclopropylboronic acid 

Relevant articles and documents

Aminofluorination of Cyclopropanes: A Multifold Approach through a Common, Catalytically Generated Intermediate

We have discovered a highly regioselective aminofluorination of cyclopropanes. Remarkably, four unique sets of conditions-two photochemical, two purely chemical-generated the same aminofluorinated adducts in good to excellent yields. The multiple, diverse ways in which the reaction could be initiated provided valuable clues that led to the proposal of a "unifying" chain propagation mechanism beyond initiation, tied by a common intermediate. In all, the proposed mechanism herein is substantiated by product distribution studies, kinetic analyses, LFERs, Rehm-Weller estimations of ΔGET, competition experiments, KIEs, fluorescence data, and DFT calculations. From a more physical standpoint, transient-absorption experiments have allowed direct spectroscopic observation of radical ion intermediates (previously only postulated or probed indirectly in photochemical fluorination systems) and, consequently, have provided kinetic support for chain propagation. Lastly, calculations suggest that solvent may play an important role in the cyclopropane ring-opening step.