3225-38-5

Basic information

• Product Name: 2,5-Cyclohexadien-1-ylidene, 3,5-dichloro-4-oxo- (7CI,8CI,9CI)
• Synonyms: 2,5-Cyclohexadien-1-ylidene, 3,5-dichloro-4-oxo- (7CI,8CI,9CI)
• CAS NO: 3225-38-5
• Molecular Formula: C6H2Cl2O
• Molecular Weight: 0
• Mol File: 3225-38-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,5-Cyclohexadien-1-ylidene, 3,5-dichloro-4-oxo- (7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Cyclohexadien-1-ylidene, 3,5-dichloro-4-oxo- (7CI,8CI,9CI)(3225-38-5)
• EPA Substance Registry System: 2,5-Cyclohexadien-1-ylidene, 3,5-dichloro-4-oxo- (7CI,8CI,9CI)(3225-38-5)

Safety Data

• Hazardous Substances Data: 3225-38-5(Hazardous Substances Data)

Usage

General Description

2,5-Cyclohexadien-1-ylidene, 3,5-dichloro-4-oxo- (7CI,8CI,9CI) is a chemical compound with the molecular formula C6H2Cl2O. It is a yellow to brown solid with a molecular weight of 173.98 g/mol. 2,5-Cyclohexadien-1-ylidene, 3,5-dichloro-4-oxo- (7CI,8CI,9CI) is a highly reactive molecule and is commonly used as a starting material in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. It is also known for its use as a precursor in the development of various functional materials such as dyes, pigments, and polymers. Additionally, it has been studied for its potential applications in the field of organic electronics due to its interesting electronic and optical properties.

Upstream product

• 138435-01-5 1,3-Dichloro-bicyclo[3.1.0]hexa-3,5-dien-2-one 

Relevant articles and documents

Direct Observation of the Cyclopropene-Vinylcarbene Rearrangement. Matrix Isolation of Bicyclohexa-3,5-dien-2-ones

4-Oxocyclohexa-2,5-dienylidenes 4b-g have been generated in argon matrices at 10 K by visible-light irradiation of the corresponding quinone diazides 5.Carbenes 4 have been characterized by IR and UV-vis spectroscopy and by their characteristic thermal reaction with molecular oxygen.On irradiation into the longest-wavelength absorption (420-700 nm), carbenes 4c-g rearrange to give the highly strained bicyclohexa-3,5-dien-2-ones 3c-g while 4b is photostable under the same conditions.The photochemical 4 -> 3 rearrangement is completely reversible: infrared irradiation or visible light irradiation (λ > 470 nm) of the cyclopropenes 3 lead back to triplet carbenes 4 quantitatively.In addition, several of the 1,3-bridged cyclopropenes 3 undergo a thermal rearrangement to give carbenes 4.This indicates that the highly strained cyclopropenes 3 are thermodynamically less stable than the corresponding carbenes 4 and kinetically only stabilized by a shallow energy barrier.Even under the conditions of matrix isolation at cryogenic temperatures, cyclopropenes 3 are metastable compounds.