66291-32-5

Basic information

• Product Name: 3,9-DIMETHYLPHENANTHRENE
• Synonyms: Phenanthrene, 3,9-dimethyl-;3,9-DIMETHYLPHENANTHRENE
• CAS NO: 66291-32-5
• Molecular Formula: C16H14
• Molecular Weight: 206.28
• Mol File: 66291-32-5.mol

Chemical Properties

• Melting Point: 62 °C(Solv: methanol (67-56-1))
• Boiling Point: 369.6 °C at 760 mmHg
• Flash Point: 168.4 °C
• Appearance: /
• Density: 1.084 g/cm³
• Vapor Pressure: 2.49E-05mmHg at 25°C
• Refractive Index: 1.676
• CAS DataBase Reference: 3,9-DIMETHYLPHENANTHRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,9-DIMETHYLPHENANTHRENE(66291-32-5)
• EPA Substance Registry System: 3,9-DIMETHYLPHENANTHRENE(66291-32-5)

Safety Data

• Hazardous Substances Data: 66291-32-5(Hazardous Substances Data)

Usage

Uses

Used in Research Applications:
3,9-DIMETHYLPHENANTHRENE is used as a research chemical for studying the enzyme cytochrome P450 and its role in the metabolism of various drugs and carcinogens in the liver. Its potent inducing properties make it a valuable tool in understanding the mechanisms of drug metabolism and detoxification processes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,9-DIMETHYLPHENANTHRENE can be used as a reference compound for the development of drugs that target or modulate the activity of cytochrome P450 enzymes. This may help in the design of more effective drugs with fewer side effects and drug-drug interactions.
Used in Environmental and Occupational Health:
3,9-DIMETHYLPHENANTHRENE can be used as a marker compound for assessing exposure to polycyclic aromatic hydrocarbons (PAHs) in environmental and occupational settings. Monitoring the levels of this compound can provide insights into the potential health risks associated with exposure to PAHs and help in the development of strategies to minimize these risks.

InChI:InChI=1/C16H14/c1-11-7-8-13-10-12(2)14-5-3-4-6-15(14)16(13)9-11/h3-10H,1-2H3

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Relevant articles and documents

Br?nsted Acid-Catalyzed Carbonyl-Olefin Metathesis: Synthesis of Phenanthrenes via Phosphomolybdic Acid as a Catalyst

Compared with the impressive achievements of catalytic carbonyl-olefin metathesis (CCOM) mediated by Lewis acid catalysts, exploration of the CCOM through Br?nsted acid-catalyzed approaches remains quite challenging. Herein, we disclose a synthetic protocol for the construction of a valuable polycycle scaffold through the CCOM with the inexpensive, nontoxic phosphomolybdic acid as a catalyst. The current annulations could realize carbonyl-olefin, carbonyl-alcohol, and acetal-alcohol in situ CCOM reactions and feature mild reaction conditions, simple manipulation, and scalability, making this strategy a promising alternative to the Lewis acid-catalyzed COM reaction.

Palladium-Catalyzed Sequential Vinyl C–H Activation/Dual Decarboxylation: Regioselective Synthesis of Phenanthrenes and Cyclohepta[1,2,3-de]naphthalenes

The application of a C(vinyl), C(aryl)-palladacycle from vinyl-containing substrates is challenging due to the interference of a reactive double bond in palladium catalysis. This Letter describes a [4 + 2] or [4 + 3] cyclization based on a C(vinyl), C(aryl)-palladacycle by employing α-oxocarboxylic acids as the insertion units under a palladium/air system. The reaction proceeded through the key vinyl C–H activation and dual decarboxylation sequence, forming phenanthrenes and cyclohepta[1,2,3-de]naphthalenes regioselectively in good yields. The synthetic versatility of this protocol is highlighted by the gram-scale synthesis and synthesizing functional material molecule.