10394-57-7

Basic information

• Product Name: 9-BUTYLPHENANTHRENE
• Synonyms: 9-BUTYLPHENANTHRENE;9-n-Butylphenanthrene
• CAS NO: 10394-57-7
• Molecular Formula: C₁₈H₁₈
• Molecular Weight: 234.34
• Mol File: 10394-57-7.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 9-BUTYLPHENANTHRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-BUTYLPHENANTHRENE(10394-57-7)
• EPA Substance Registry System: 9-BUTYLPHENANTHRENE(10394-57-7)

Safety Data

• Hazardous Substances Data: 10394-57-7(Hazardous Substances Data)

Upstream product

• 585-08-0 1a,9b-dihydrophenanthro<9,10-b>oxirene 
• 109-72-8 n-butyllithium 
• 85-01-8 phenanthrene 
• 26767-16-8 2-(2-bromophenyl)-2-oxoacetic acid 
• 2142-69-0 2-bromophenyl methyl ketone 
• 573-17-1 9-bromophenanthrene 
• 598-30-1 sec.-butyllithium 
• 1422024-20-1 1-phenyl-2-hex-2-ynylbenzene 
• 101742-98-7 9-butyl-3,4-dihydro-2H-phenanthren-1-one 
• 109692-87-7 10-butyl-2,3,5,6,7,8-hexahydro-1H-phenanthren-4-one 
• 851901-90-1 2-(hex-1-yn-1-yl)-1,1′-biphenyl 
• 13029-09-9 2,2'-dibromobiphenyl 
• 693-02-7 hex-1-yne 
• 217-59-4 triphenylene 

Relevant articles and documents

Iron-Catalyzed C(sp2)–C(sp3) Cross-Coupling of Alkyl Grignard Reagents with Polyaromatic Tosylates

The iron-catalyzed cross-coupling of polyaromatic tosylates with alkyl Grignard reagents controlled by O-coordinating ligand is reported. The reaction operates under very mild, operationally practical conditions to furnish alkylated polyaromatics that are a common motif in a wide range of electronic-material, pharmaceutical and high-performance fluid applications. The challenging C(sp2)–C(sp3) cross-coupling products are obtained in good to excellent yields obviating the problems associated with β-hydride elimination. For the first time the coupling of polyaromatic tosylates can be achieved in the presence of sensitive carboxylic acid derived functional groups. Mechanistic studies suggest that the reaction selectivity can be correlated with the reduction potential of polyaromatic hydrocarbons. The method represents a rare example of sustainable C–O bond alkylation of polyarenes at room temperature.

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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.