751-37-1

Basic information

• Product Name: 1,4-Disilacyclohexa-2,5-diene, 1,1,4,4-tetramethyl-2,3,5,6-tetraphenyl-
• Synonyms: 1,1,4,4-Tetramethyl-2,3,5,6-tetraphenyl-1,4-disila-cyclohexadien-2,5;1,4-Disilacyclohexa-2,5-diene,1,1,4,4-tetramethyl-2,3,5,6-tetraphenyl;1,1,4,4-Tetramethyl-tetraphenyl-1,4-disila-cyclohexa-2,5-dien;1.1.4.4-Tetramethyl-2.3.5.6-tetraphenyl-1.4-disila-cyclohexadien
• CAS NO: 751-37-1
• Molecular Formula: C32H32Si2
• Molecular Weight: 472.777
• Mol File: 751-37-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,4-Disilacyclohexa-2,5-diene, 1,1,4,4-tetramethyl-2,3,5,6-tetraphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Disilacyclohexa-2,5-diene, 1,1,4,4-tetramethyl-2,3,5,6-tetraphenyl-(751-37-1)
• EPA Substance Registry System: 1,4-Disilacyclohexa-2,5-diene, 1,1,4,4-tetramethyl-2,3,5,6-tetraphenyl-(751-37-1)

Safety Data

• Hazardous Substances Data: 751-37-1(Hazardous Substances Data)

Usage

Highly conjugated and aromatic

The compound has an extended system of alternating single and double bonds, which contributes to its stability and aromatic character.

Silicon-silicon double bond

The compound contains a double bond between two silicon atoms, which is relatively rare in organic compounds.

Four methyl groups

The compound has four methyl (CH3) groups attached to the silicon atoms, which can influence its reactivity and stability.

Four phenyl groups

The compound has four phenyl (C6H5) groups attached to the silicon atoms, which can affect its electronic and optical properties.

Organic synthesis

The compound is used as a building block for the construction of more complex organic molecules.

Electronic and optical properties

The compound exhibits interesting electronic and optical properties, making it valuable for research in materials science and electronic device fabrication.

Potential applications

The compound has potential applications in the development of organic optoelectronic devices and as a semiconductor material.

Upstream product

• 4098-30-0 dodecamethylcyclohexasilane 
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• 20991-84-8 2,3-bis(trifluoromethyl)-1,4,5,6-tetraphenyl-7,7-dimethyl-7-silanorbornadiene 
• 7688-03-1 1,1-dimethyl-2,5-diphenylsilole 
• 86840-61-1 13,13-Dimethyl-1,10-diphenyl-13-silatricyclo<8.2.1.0^Δ2,9>trideca-11-en 
• 10124-62-6 1,2-dimethoxy-1,1,2,2-tetramethyldisilane 

Relevant articles and documents

Syntheses of Substituted 1,4-Disila-2,5-cyclohexadienes from Cyclic Hexasilane Si6Me12 and Alkynes via Successive Si-Si Bond Activation by Pd/Isocyanide Catalysts

Palladium-catalyzed reactions of dodecamethylcyclohexasilane [(SiMe2)6] (1) with alkynes led to efficient preparation of 1,1,4,4-tetramethyl-1,4-disilacyclohexadienes (3). The reactions were best catalyzed by Pd(0) species generated from Pd2(dba)3·CHCl3 and 1-isocyanoadamantane (AdNC). Terminal and internal alkynes bearing aryl and alkyl substituents could be used as substrates, and the reaction allowed gram-scale preparation of 3. A dimethylsilylene (Me2Si:) species, generated by activation of Si-Si bonds in 1 by Pd(0) species, was involved in the reaction mechanism. The DFT calculations suggest that oxidative addition of Si-Si bonds in 1 to Pd(CNAd)2 species is followed by extrusion of a Me2Sia?Pd(CNAd) intermediate. Reaction of the resulting palladium-coordinated silylene with an alkyne forms a silacyclopropene, which dimerizes to give 3. The extrusion is accompanied by ring contraction of 1 to generate (SiMe2)5, which also contributes to formation of 3 and (SiMe2)4 by the Pd(0)-catalyzed reaction with an alkyne. Extrusion of Me2Sia?Pd(CNAd) and ring contraction generated more than five Me2Si: species from (SiMe2)6 (1).

OBSERVATIONS AND COMMENTS ON THE THERMAL BEHAVIOR OF 7-SILANORBORNADIENES

Evidence for a radical mechanism in the termal decomposition of a 7-silanorbornadiene is presented.It is demonstrated that 2-carboxy-7-silanorbornadienes undergo a formal 1,5-migration of silicon to form O-silyl enol ethers.An earlier suggested rearrangement of a 7-silanorbornadiene to a silepin or silanorcardiene is excluded.A recent report of thermal and photochemical epimerization of 7-silanorbornadienes is shown to be incorrect.