Chemical Description:
Chemical Name: 3-Methyl-4-phenyl-3-buten-2-one
CAS Number: 1901-26-4
IUPAC Name: 3-Methyl-4-phenylbut-3-en-2-one
Molecular Formula: C₁₁H₁₂O
Molecular Weight: 160.21 g/mol
Structure:
1901-26-4 (3-methyl-4-phenyl-3-buten-2-one) is an organic compound that belongs to the class of α,β-unsaturated ketones. The molecular structure features a conjugated system consisting of a carbon–carbon double bond directly connected to a carbonyl group, along with a phenyl aromatic ring.
Key structural characteristics include:
An α,β-unsaturated ketone moiety, which provides electrophilic reactivity and enables participation in various organic reactions such as Michael additions
A phenyl (benzene) ring contributing aromatic stability and hydrophobic interactions
A methyl substitution on the double bond, which influences steric properties and chemical reactivity
A conjugated π-system formed by the carbon–carbon double bond, carbonyl group, and aromatic ring, enhancing resonance stabilization and chemical versatility
The combination of an aromatic ring and an unsaturated carbonyl functionality gives the compound useful reactivity in organic synthesis and chemical research applications.
Chemical Classification:
Class: Aromatic α,β-Unsaturated Ketone / Phenyl-Substituted Enone Compound
Functional Groups:
Ketone group (-C=O)
Carbon–carbon double bond (alkene)
Aromatic benzene ring
Methyl-substituted unsaturated carbon chain
Applications & Usage:
Pharmaceutical Research:
Used as a synthetic intermediate in medicinal chemistry for the preparation of compounds containing aromatic enone structures that may exhibit biological activity.
Organic Synthesis:
Acts as a versatile building block in organic synthesis, particularly in reactions involving conjugated ketones such as condensation reactions, cyclization processes, and Michael addition reactions.
Chemical Research & Development:
Utilized in studies exploring structure–reactivity relationships of α,β-unsaturated carbonyl compounds and their derivatives in advanced organic chemistry research.
Analytical Chemistry:
Serves as a reference compound or intermediate in analytical studies including chromatographic separation, spectroscopy, and purity determination.
Storage & Handling:
Storage:
Store in a cool, dry, and well-ventilated place. Keep the container tightly closed and protected from moisture, excessive heat, and direct sunlight to preserve chemical stability.
Handling:
Avoid inhalation, ingestion, and direct contact with skin or eyes. Use suitable personal protective equipment (PPE) such as gloves, safety goggles, and lab coat. Always follow standard laboratory safety procedures and consult the Material Safety Data Sheet (MSDS) before handling the compound.
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