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 
• 594-19-4 tert.-butyl lithium 
• 50259-62-6 3,4,4,6-tetramethyl-2-styryl-5,6-dihydro-4H-[1,3]oxazinium; iodide 
• 42052-52-8 1-hydroxy-4,4-dimethyl-1-phenylpentan-3-one 
• 30263-65-1 1,1-dibromo-3,3-dimethylbutan-2-one 
• 17510-46-2 3,3-dimethyl-2-(trimethylsilyl)oxy-1-butene 
• 17474-12-3 4,4-dimethyl-1-phenyl-pent-2-yn-1-ol 
• 106353-34-8 4,4-dimethyl-1-phenylpent-1-en-3-ol 
• 75-98-9 Trimethylacetic acid 
• 3840-71-9 2-acetoxy-3,3-dimethyl-but-1-ene 
• 68970-19-4 bis(3,3-dimethyl-2-oxobutyl)tellurium dichloride 
• 329-98-6 phenylmethylsulphonyl fluoride 
• 5469-26-1 1-Bromopinacolon 

Downstream Products

• 101115-14-4 2,2-dimethyl-6-nitro-5-phenylhexane-3-one 
• 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 

Relevant articles and documents

Preparation of hindered aniline cyanh and application in the allyl-ni-catalyzed α,β-dehydrogenation of carbonyls

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Borane-Catalyzed, Chemoselective Reduction and Hydrofunctionalization of Enones Enabled by B-O Transborylation

The use of stoichiometric organoborane reductants in organic synthesis is well established. Here these reagents have been rendered catalytic through an isodesmic B-O/B-H transborylation applied in the borane-catalyzed, chemoselective alkene reduction and formal hydrofunctionalization of enones. The reaction was found to proceed by a 1,4-hydroboration of the enone and B-O/B-H transborylation with HBpin, enabling catalyst turnover. Single-turnover and isotopic labeling experiments supported the proposed mechanism of catalysis with 1,4-hydroboration and B-O/B-H transborylation as key steps.

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.