79289-77-3

Basic information

• Product Name: 1-Propanone, 2,2-dimethyl-1-phenyl-, hydrazone
• CAS NO: 79289-77-3
• Molecular Formula: C11H16N2
• Molecular Weight: 176.261
• Mol File: 79289-77-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 2,2-dimethyl-1-phenyl-, hydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 2,2-dimethyl-1-phenyl-, hydrazone(79289-77-3)
• EPA Substance Registry System: 1-Propanone, 2,2-dimethyl-1-phenyl-, hydrazone(79289-77-3)

Safety Data

• Hazardous Substances Data: 79289-77-3(Hazardous Substances Data)

Usage

Type of compound

a hydrazone derivative of acetophenone

Usage

commonly used in organic synthesis as a building block for the production of various pharmaceuticals and agrochemicals

Physical property

high boiling point

Usage as a solvent

often used as a solvent in laboratory settings

Reactivity

can react with various reagents to form new chemical structures

Importance

an important intermediate in the production of other compounds and has diverse applications in the field of organic chemistry.

Upstream product

• 938-16-9 2,2-dimethylpropiophenone 

Downstream Products

• 83922-79-6 (1-diazo-2,2-dimethylpropyl)benzene 
• 118618-00-1 Phenyl-tert-butyldibromomethane 
• 130690-83-4 (3S,4R)-3-tert-Butyl-4-chloro-3-phenyl-5,5-bis-trimethylsilanyl-4,5-dihydro-3H-[1,2,4]diazaphosphole 
• 79289-45-5 1-(tert-butylphenylmethylene)-3-oxo-1,2-pyrazolinium inner salt 
• 79289-36-4 (E)-1-(tert-butylphenylmethylene)-3-oxo-1,2-diazetidinium inner salt 
• 938-16-9 2,2-dimethylpropiophenone 
• 40920-09-0 tert-butyl phenyl thioketone 
• 187847-76-3 6-tert-butyl-6-phenylpentathiane 
• 79289-23-9 2,2-dimethylpropiophenone β-chloropropionylhydrazone 
• 79289-14-8 tert-butyl phenyl ketone α-chloropropionylhydrazone 
• 79289-12-6 tert-butyl phenyl ketone α-chloroacetylhydrazone 

Relevant articles and documents

Formation and Reactivity of ?-Radical Cation Intermediates in the C-C Coupling Reaction of Phenyldiazomethanes by One-Electron Oxidation

One-electron oxidation of phenyldiazomethanes afforded cis-stilbene predominantly.The reaction was independent of the oxidation methods, e.g., electrolysis, copper(II), triarylaminium salts, or photosensitized one-electron oxidtions.The C-C coupling reaction was retarded by introducing α-substituents on phenyldiazomethanes.The ESR spectra of diazoalkane radical cations could be obtained during the electrolysis at low temperature and the resulting spectra revealed their unique electronic structure as ?-radicals for most cases.When a bulky tert-butyl group was substituted, the corresponding ?-radical cation was observed, but the C-C coupling reaction did not occur.The novel HOMO-LUMO switching by one-electron removal from the HOMO ?-orbital of diazomethane is explained by the interaction of phenyl group with the C-N-N ?-radical moiety.The C-C coupling reaction proceeds via facile cycloaddition between the diazomethane and ?-radical cation, and the preferential formation of cis-olefins is based on the secondary orbital interaction between the two phenyl groups.The structure and the stability of radical cation intermediates are rationalized on the basis of ab initio calculations.