7385-10-6

Basic information

• Product Name: 9-(TRIMETHYLSILYL)FLUORENE
• Synonyms: 9-(TRIMETHYLSILYL)FLUORENE;9H-Fluoren-9-yltrimethylsilane;Trimethyl(9H-fluorene-9-yl)silane
• CAS NO: 7385-10-6
• Molecular Formula: C₁₆H₁₈Si
• Molecular Weight: 238.4
• Mol File: 7385-10-6.mol
• Article Data: 20

Chemical Properties

• Melting Point: 95-98°C
• Boiling Point: 329°C at 760 mmHg
• Flash Point: 138.8°C
• Appearance: /
• Density: 1.02g/cm³
• Vapor Pressure: 0.00035mmHg at 25°C
• Refractive Index: 1.573
• CAS DataBase Reference: 9-(TRIMETHYLSILYL)FLUORENE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(TRIMETHYLSILYL)FLUORENE(7385-10-6)
• EPA Substance Registry System: 9-(TRIMETHYLSILYL)FLUORENE(7385-10-6)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 7385-10-6(Hazardous Substances Data)

Usage

General Description

9-(Trimethylsilyl)fluorene is a chemical compound with the chemical formula C19H24Si. It is a derivative of fluorene and contains a trimethylsilyl group attached to the ninth carbon atom. 9-(TRIMETHYLSILYL)FLUORENE is commonly used in organic synthesis as a building block for various functionalized fluorene derivatives. It is also utilized in the production of light-emitting materials and organic semiconductors for electronic devices such as organic light-emitting diodes (OLEDs) and solar cells. Additionally, 9-(trimethylsilyl)fluorene has potential applications in the field of materials science and organic electronics due to its unique electronic and optical properties.

InChI:InChI=1/C16H18Si/c1-17(2,3)16-14-10-6-4-8-12(14)13-9-5-7-11-15(13)16/h4-11,16H,1-3H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 881-04-9 9H-fluoren-9-yllithium 
• 3531-83-7 fluorenylsodium 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 2052-07-5 2-Bromobiphenyl 
• 86-73-7 9H-fluorene 
• 88223-08-9 C₁₆H₁₇CsSi 
• 75191-00-3 9-(trimethylsilyl)-9-fluorenyllithium 

Downstream Products

• 7351-45-3 9,9'-bis(trimethylsilyl)fluorene 
• 746-47-4 tetrabenzo[5.5]fulvalene 
• 96258-43-4 2-(p-phenylphenyl)-3,3-(2,2'-biphenyldiyl)-2-propene 
• 26356-44-5 5-((9H-fluoren-9-ylidene)methyl)benzo[d][1,3]dioxole 
• 843638-98-2 2-((9H-fluorene-9-ylidene)methyl)thiophene 
• 104308-20-5 9-(2,6-dichlorobenzylidene)-9H-fluorene 
• 110627-56-0 9-(3-methylbenzylidene)-9H-fluorene 
• 67535-55-1 9-(2-methylbenzylidene)-9H-fluorene 
• 4421-51-6 9-(3-nitrobenzylidene)-9H-fluorene 
• 2311-84-4 9-(2-nitrobenzylidene)-9H-fluorene 
• 1643-49-8 9-(2-chlorobenzylidene)-9H-fluorene 
• 23000-25-1 9-(3-chlorobenzylidene)-9H-fluorene 

Relevant articles and documents

9-Silyl(-Germyl,-Stannyl) Substituted Derivatives of 1-(9-Fluorenyl)-germatranes. Synthesis, Characterisation, and Crystal Structures

9-Trimethylsilyl- and 9-trimethylgermyl substituted derivatives of 1-(9-fluorenyl)germatranes C13H8(R)Ge(OCH2CH2)3N (1 - 3) (1: R = H; 2: R = Me3Si; 3: R = Me3Ge) were prepared by the reaction of 9-tribromogermyl derivatives of fluorene C13H8(R)GeBr3 (4 - 6) with N(CH2CH2OSnAlk3)3 (7: Alk = Et; 8: Alk = Bu). 1-(9-Trimethylstannyl-9-fluorenyl)germatrane (14) was synthesised by the reaction of the germatrane (1) with Me3SnNMe2. Formulas and structures were established by elemental analyses, (1H, 13C) NMR spectroscopy and mass spectrometry; crystal structures of 2 and 14 are reported.

METHOD FOR PRODUCING ORGANOSILICON COMPOUND USING HALOSILANE AS RAW MATERIAL

PROBLEM TO BE SOLVED: To provide a novel method for producing an organosilicon compound. SOLUTION: The method for producing an organosilicon compound includes a reaction step (I) of reacting a halosilane represented by formula (a) with a compound containing a hydrocarbon group represented by formula (b) in the presence of an organic base to generate an organosilicon compound represented by formula (c). (In the formula (I), n is an integer of 0-3; each R1 independently represents a hydrogen atom or a C1-20 hydrocarbon group which may contain a heteroatom; X represents a bromo group (-Br) or a chloro group (-Cl); and R2 represents a compound containing a hydrocarbon group.) SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2020,JPOandINPIT

Palladium-Catalyzed Formal [4 + 1] Annulation via Metal Carbene Migratory Insertion and C(sp2)-H Bond Functionalization

A highly efficient and operationally simple palladium-catalyzed formal [4 + 1] annulation reaction has been developed. The reaction is featured by the formation of two different C-C bonds on a carbenic center. It represents a concise method for the synthesis of a wide range of polycyclic aromatic hydrocarbons (PAHs) and 1H-indenes with easily available (trimethylsilyl)diazomethane as the carbene source. Metal carbene migratory insertion and C(sp2)-H bond activation are proposed as the key steps in this transformation. The reaction further demonstrates the versatility of the carbene-based coupling in combination with various transition-metal-catalyzed transformations.