67615-59-2

Basic information

• Product Name: 3-Penten-1-one, 2,4-dimethyl-1-phenyl-
• CAS NO: 67615-59-2
• Molecular Formula: C13H16O
• Molecular Weight: 188.269
• Mol File: 67615-59-2.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-Penten-1-one, 2,4-dimethyl-1-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Penten-1-one, 2,4-dimethyl-1-phenyl-(67615-59-2)
• EPA Substance Registry System: 3-Penten-1-one, 2,4-dimethyl-1-phenyl-(67615-59-2)

Safety Data

• Hazardous Substances Data: 67615-59-2(Hazardous Substances Data)

Upstream product

• 79910-78-4 (Z)-2,4-Dimethyl-1-phenyl-pent-2-en-1-one 
• 20687-01-8 1-iodo-2-methylpropene 
• 93-55-0 1-phenyl-propan-1-one 
• 3017-69-4 2-methyl-1-propenylbromide 
• 513-37-1 2-methylprop-1-enyl chloride 
• 591-51-5 phenyllithium 
• 1617-32-9 (E)-3-pentenoic acid 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 98-07-7 Benzotrichlorid 
• 74175-88-5 (E)-2,2-dimethyl-1-phenylpent-3-en-1-one 
• 98-88-4 benzoyl chloride 
• 74157-93-0 trans-1-phenyl-3-penten-1-one 

Relevant articles and documents

Reductive couplings of acid chlorides mediated by SmI2

Reductive couplings of acid chlorides and of acid chlorides with aldehydes or ketones in presence of an excess of SmI2 produce ketones in moderate to good yields.

Ni-Catalyzed Alkenylation of Ketone Enolates under Mild Conditions: Catalyst Identification and Optimization

A procedure for Ni-catalyzed cross-coupling of ketone enolates with alkenyl halides has been developed. Intermolecular coupling of aromatic and aliphatic ketone lithium enolates with a variety of alkenyl halides is achieved in the presence of Ni(cod)2 catalyst (5 mol %), an N-heterocyclic carbene (NHC) ligand, and LiI (10 mol %) at 6-22 °C for 0.5-12 h with yields of up to 90%. During the initial development of this reaction, a misleading result with respect to the actual active catalyst was obtained using commercially available Q-Phos ligand, which was found to contain a trace of Pd metal contaminant sufficient to catalyze the reaction. However, under the final conditions optimized for Ni(cod)2 in the presence of an NHC ligand, Pd was incompetent as a catalyst.

Cathodic Addition of Benzylidyne Trichloride to Ketones and Aldehydes

Ketones are converted to homologated enones 7a-g in good yields by cathodic addition of benzylidyne trichloride (1d).As intermediates α-Chlorooxiranes 6 are assumed, which rearrange via α-keto carbenium ions 9 to enones.The intermediacy of 9 is supported by the addition of 1d to norcamphor, where the products indicate equilibrating norbornyl cations as intermediates. α,β-Unsaturated ketones lead depending on steric shielding of the double bond to the cyclopropane 23 as 1,4-adduct or the enone 26 as 1,2-adduct.With aldehydes and 1d, α-chloro or βhydroxy ketones, the conversion products of 2-chlorooxiranes, are obtained.