538-44-3

Basic information

• Product Name: 4,4-dimethyl-1-phenylpent-1-en-3-one
• Synonyms: 4,4-dimethyl-1-phenylpent-1-en-3-one;Benzalpinacolone;BENZYLIDENEPINACOLONE;1-Penten-3-one, 4,4-diMethyl-1-phenyl-
• CAS NO: 538-44-3
• Molecular Formula: C₁₃H₁₆O
• Molecular Weight: 188.26554
• EINECS: 208-693-3
• Mol File: 538-44-3.mol
• Article Data: 65

Chemical Properties

• Melting Point: 43°C
• Boiling Point: 283.28°C (rough estimate)
• Flash Point: 108.4 °C
• Appearance: /
• Density: 0.9508
• Vapor Pressure: 0.00147mmHg at 25°C
• Refractive Index: 1.5523 (estimate)
• CAS DataBase Reference: 4,4-dimethyl-1-phenylpent-1-en-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-dimethyl-1-phenylpent-1-en-3-one(538-44-3)
• EPA Substance Registry System: 4,4-dimethyl-1-phenylpent-1-en-3-one(538-44-3)

Safety Data

• Hazardous Substances Data: 538-44-3(Hazardous Substances Data)

Usage

General Description

4,4-dimethyl-1-phenylpent-1-en-3-one, also known as dmp, is a chemical compound with the molecular formula C13H16O. It is a yellowish liquid with a strong odor, commonly used as a flavoring agent in the food industry and as a precursor for the synthesis of other organic compounds. Dmp is also utilized in the production of fragrances, perfumes, and pharmaceuticals. It is classified as a ketone due to its functional group, which consists of a carbonyl group bonded to two alkyl groups. The compound is considered to be moderately toxic and should be handled with care and in accordance with safety guidelines.

InChI:InChI=1/C13H16O/c1-13(2,3)12(14)10-9-11-7-5-4-6-8-11/h4-10H,1-3H3/b10-9+

Upstream product

• 75-97-8 3,3-dimethyl-butan-2-one 
• 100-52-7 benzaldehyde 
• 17474-12-3 4,4-dimethyl-1-phenyl-pent-2-yn-1-ol 
• 329-98-6 phenylmethylsulphonyl fluoride 
• 5469-26-1 1-Bromopinacolon 
• 3282-30-2 pivaloyl chloride 
• 536-74-3 phenylacetylene 
• 39847-92-2 2-hydroxy-5,5-dimethyl-4-oxo-hex-2-enoic acid methyl ester 
• 64788-85-8 dimethyl-phenyl-((E)-styryl)-silane 
• 1538-75-6 2,2-dimethylpropanoic anhydride 
• 13547-70-1 1-chloro-3,3-dimethyl-butan-2-one 
• 917-92-0 3,3-Dimethylbut-1-yne 
• 100-39-0 benzyl bromide 
• 30263-65-1 1,1-dibromo-3,3-dimethylbutan-2-one 

Downstream Products

• 43051-88-3 2,2,6-trimethyl-6-nitro-5-phenylheptan-3-one 
• 340170-18-5 6,6-dimethyl-2-(4-nitro-phenyl)-5-oxo-3-phenyl-heptanoic acid ethyl ester 
• 69370-38-3 6,6-dimethyl-5-oxo-3-phenyl-heptanoic acid 
• 345648-66-0 (4,4-dimethyl-3-oxo-1-phenyl-pentyl)-malonic acid diethyl ester 
• 861580-68-9 2,2-dimethyl-5-phenyl-heptan-3-one 
• 52602-65-0 2,6-diphenyl-4-t-butylpyrimidine 
• 5333-12-0 4,4-dimethyl-1,1-diphenylpentan-3-one 
• 5195-24-4 4,4-dimethyl-1-phenylpentan-3-one 
• 15935-06-5 2,2,9,9-tetramethyl-5,6-diphenyl-decane-3,8-dione 
• 31611-82-2 1,2-dibromo-4,4-dimethyl-1-phenyl-pentan-3-one 
• 95546-07-9 1-chloro-4,4-dimethyl-1-phenyl-pentan-3-one 
• 95546-35-3 1-bromo-4,4-dimethyl-1-phenyl-pentan-3-one 
• 31611-82-2 (1RS,2SR)-1,2-dibromo-4,4-dimethyl-1-phenyl-pentan-3-one 
• 859934-66-0 6,6-dimethyl-5-oxo-2,3-diphenyl-heptanenitrile 

Relevant articles and documents

Facile Synthesis of Polysubstituted 2-Pyrones via TfOH-Mediated Ring Expansion of 2-Acylcyclopropane-1-carboxylates

A facile route to polysubstituted 2-pyrones from readily available 2-acylcyclopropane-1-aryl-1-carboxylates mediated by TfOH is reported. The strongly donating 1-aryl group is important for directing the C-C bond cleavage of the donor-acceptor cyclopropane ring, which then leads to the formation of the 2-pyrone ring through lactonization.

Mechanochemical Syntheses of N-Containing Heterocycles with TosMIC

A mechanochemical van Leusen pyrrole synthesis with a base leads to 3,4-disubstitued pyrroles in moderate to excellent yields. The developed protocol is compatible with a range of electron-withdrawing groups and can also be applied to the synthesis of oxazoles. Attempts to mechanochemically convert the resulting pyrroles into porphyrins proved to be difficult.

Chemoselective reduction of ?,￠-unsaturated carbonyl and carboxylic compounds by hydrogen iodide

The selective reduction of ?,￠-unsaturated carbonyl compounds was achieved to produce saturated carbonyl compounds with aqueous HI solution. The introduction of an aryl group at an ? or ￠ position efficiently facilitated the reduction with good yield. The reaction was applicable to compounds bearing carboxylic acids and halogen atoms. Through the investigation of the reaction mechanism, it was found that Michael-type addition of iodide occurred to produce ￠-iodo compounds followed by the reduction of C-I bond via anionic and radical paths.