26356-44-5

Basic information

• Product Name: 5-(9H-fluoren-9-ylidenemethyl)-1,3-benzodioxole
• CAS NO: 26356-44-5
• Molecular Formula: C₂₁H₁₄O₂
• Molecular Weight: 298.3347
• Mol File: 26356-44-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 450.3°C at 760 mmHg
• Flash Point: 226.6°C
• Density: 1.312g/cm³
• Vapor Pressure: 7.08E-08mmHg at 25°C
• Refractive Index: 1.728
• CAS DataBase Reference: 5-(9H-fluoren-9-ylidenemethyl)-1,3-benzodioxole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(9H-fluoren-9-ylidenemethyl)-1,3-benzodioxole(26356-44-5)
• EPA Substance Registry System: 5-(9H-fluoren-9-ylidenemethyl)-1,3-benzodioxole(26356-44-5)

Safety Data

• Hazardous Substances Data: 26356-44-5(Hazardous Substances Data)

Upstream product

• 120-57-0 piperonal 
• 86-73-7 9H-fluorene 
• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 495-76-1 piperonol 
• 2113-51-1 2-iodobiphenyl 
• 17207-73-7 2-bromo-1-[3,4-methylenedioxyphenyl]ethylene 
• 7385-10-6 9-(trimethylsilyl)fluorene 
• 4756-25-6 (9H-fluoren-9-ylidene)triphenylphosphorane 

Relevant articles and documents

Manganese catalyzed switchableC-alkylation/alkenylation of fluorenes and indene with alcohols

The usage of earth-abundant, nontoxic transition metals in place of rare noble metals is a central goal in catalysis. This would be especially interesting when the reactivity and selectivity patterns can be tuned. Herein, we introduced the first Mn-catalyzed selectiveC-alkylation and olefination of fluorene, and indene with alcohols. Various substrates including benzylic, heteroaromatic, and aliphatic primary and secondary alcohols are employed as alkylating agents. Mechanistic investigations and a kinetic study underpin the involvement of the olefinated intermediate to furnish the alkylated product.

Synthesis of 9-Fluorenylidenes via Pd-Catalyzed C-H Vinylation with Vinyl Bromides

A facile and efficient approach for the synthesis of 9-fluorenylidenes has been developed via the palladium-catalyzed cross-coupling of 2-iodobiphenyls and vinyl bromides. The reaction involves the C-H activation of 2-iodobiphenyls and dual C-C bond formations. A range of 9-fluorenylidene derivatives, including diphenyldibenzofulvenes, can be synthesized with the reaction.

Organophosphorus chemistry 32. 1 The reaction of vanillin, ortho-vanillin and piperonal with stabilized methylenetriphenylphosphoranes (wittig reagents)

Vanillin (1) and piperonal (3) reacted with ylidenetriphenylphosphoranes 4a-f in boiling toluene following the Wittig mechanism to give the ethylenes 5a-f and 7a-f. Similarly, ethylenes 8c-f were produced when ortho-vanillin (2) was allowed to react with 4c-f. The reaction of aldehyde (2) with the P-ylides 4a,b yielded the Wittig products 8a,b and 8-methoxycoumarin (10). Triphenylphosphine oxide (TPPO, 6) was isolated and identified in all cases. The mechanism for formation of 10 was discussed. Structural reasonings for all new compounds were based upon compatible elementary as well as spectroscopic (IR, 1H-NMR and MS) measurements.