1577-04-4

Basic information

• Product Name: (1E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one
• CAS NO: 1577-04-4
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.2631
• Mol File: 1577-04-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 349.4°C at 760 mmHg
• Flash Point: 153.5°C
• Density: 1.135g/cm³
• Vapor Pressure: 4.72E-05mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: (1E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one(1577-04-4)
• EPA Substance Registry System: (1E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one(1577-04-4)

Safety Data

• Hazardous Substances Data: 1577-04-4(Hazardous Substances Data)

Usage

Description

(1E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one, also known as 4,4-dimethyl-3-nitrochalcone, is a yellow crystalline solid with the molecular formula C14H15NO3. It is a chemical compound known for its aromatic properties and is commonly used as an intermediate in the synthesis of various pharmaceuticals and organic compounds.

Uses

Used in Pharmaceutical Industry:
(1E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one is used as an intermediate in the synthesis of various pharmaceuticals and organic compounds due to its aromatic properties and versatility in chemical reactions.
Used in Flavor and Fragrance Industry:
(1E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one is used as a flavor and fragrance ingredient due to its aromatic properties, providing a pleasant scent and taste to various products.
Used in Dye and Pigment Manufacturing:
(1E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one is used in the manufacturing of dyes and pigments due to its strong color and stability, making it suitable for various applications requiring vibrant and long-lasting colors.
Used in Research and Development:
(1E)-4,4-dimethyl-1-(4-nitrophenyl)pent-1-en-3-one is used in research and development for studying its potential biological and pharmacological activities, including its anti-inflammatory, anticancer, and antimicrobial properties, which may lead to the development of new drugs and treatments.

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 288390-74-9 3,3-dimethyl-1-(triphenylphosphanylidene)butan-2-one 
• 75-97-8 3,3-dimethyl-butan-2-one 
• 5469-26-1 1-Bromopinacolon 

Downstream Products

• 1312674-76-2 dimethyl [4-(4-nitrophenyl)-5-pivaloyl-2H-pyrazol-3-yl]phosphonate 
• 1056020-06-4 3-tert-butyl-4'-nitro-biphenyl 
• 1465270-46-5 C₂₃H₂₃NO₄S 

Relevant articles and documents

13C NMR spectroscopy of heterocycles: 1-phenyl-3-aryl/t-butyl-5-arylpyrazoles

A series of chalcones 1-12 were converted to pyrazolines (1Pi-12Pi) by reaction with phenylhydrazine followed by DDQ oxidation to produce the corresponding pyrazoles (1Pz-12Pz). Three 1-phenyl-3-t-butyl-5-arylpyrazoles (13Pz-15Pz) were synthesized using an analogous approach. Molecular modeling studies predicted the 5-aryl group of the pyrazoles for both series to have a torsion angle of 52°-54° whereas the 1-phenyl group was predicted to have 35°-37° torsion angles. The 3-aryl group was predicted to be essentially coplanar (-3°) with the pyrazole system in the first series. 13C NMR data for both series, 1Pz-12Pz and 13Pz-15Pz, were collected in DMSO-d6 at 50°C. A plot of the C4 chemical shifts for 1Pz-12Pz versus Hammet constants for 5-aryl substituents yielded a very good linear correlation (R2=0.96) with a slope of 1.5. The chemical shift data for C4 showed little or no dependence on 3-aryl substituents. The result for 13Pz-15Pz, despite only three points, was consistent with the first series results and yielded a ρ value of 2.0. Distal transmission of substituent effects (5-aryl groups) to C4 of the pyrazole system was reduced by roughly 50-60% of that of the analogous planar isoxazole system, but are not consistent with results for the similarly twisted 4-bromoisoxazoles.

Discovery and optimization of 1,3,5-trisubstituted pyrazolines as potent and highly selective allosteric inhibitors of protein kinase C-χ

There is increasing evidence that the atypical protein kinase C, PKCχ, might be a therapeutic target in pulmonary and hepatic inflammatory diseases. However, targeting the highly conserved ATP-binding pocket in the catalytic domain held little promise to

Regioselective synthesis of 3-carbo-5-phosphonylpyrazoles through a one-pot Claisen-Schmidt/1,3-dipolar cycloaddition/oxidation sequence

A one-pot reaction involving an aldehyde, a methyl ketone, and the Bestmann-Ohira reagent has been developed for the synthesis of variously substituted 3-carbo-5-phosphonylpyrazoles. Our synthetic methodology features a domino Claisen-Schmidt/1,3-dipolar cycloaddition/oxidation sequence, which leads to the target compounds in excellent yields. We further demonstrated that this unprecedented sequence could also be combined with a copper-catalyzed azide-alkyne cycloaddition in a one-pot, four-step cascade process generating five new bonds and two heterocyclic rings. Copyright