7688-03-1

Basic information

• Product Name: 1,1-Dimethyl-2,5-diphenyl-1-sila-2,4-cyclopentadiene
• Synonyms: 1,1-Dimethyl-2,5-diphenyl-1-sila-2,4-cyclopentadiene;1,1-Dimethyl-2,5-diphenyl-1-silacyclopenta-2,4-diene;1,1-Dimethyl-2,5-diphenylsilacyclopentane-2,4-diene
• CAS NO: 7688-03-1
• Molecular Formula: C₁₈H₁₈Si
• Molecular Weight: 262.42
• Mol File: 7688-03-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,1-Dimethyl-2,5-diphenyl-1-sila-2,4-cyclopentadiene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dimethyl-2,5-diphenyl-1-sila-2,4-cyclopentadiene(7688-03-1)
• EPA Substance Registry System: 1,1-Dimethyl-2,5-diphenyl-1-sila-2,4-cyclopentadiene(7688-03-1)

Safety Data

• Hazardous Substances Data: 7688-03-1(Hazardous Substances Data)

Usage

Type of compound

Silicon-containing analog of cyclopentadiene

Physical state

Colorless liquid

Odor

Pungent

Usage

Precursor in the synthesis of various organosilicon compounds

Structural significance

Unique structure and reactivity

Applications

Valuable building block in organic and inorganic synthesis

Potential uses

Development of new materials and pharmaceuticals

Upstream product

• 143601-38-1 2,2-Dimethyl-1,3-diphenyl-7-thia-2-sila-bicyclo[3.2.0]hept-3-ene-6-thione 
• 53262-36-5 1,1,2,2-tetramethyl-3,6-diphenyl-1,2-dihydro-[1,2]disiline 
• 100-42-5 styrene 
• 120881-25-6 cis-1,1-dimethyl-2,5-diphenyl-1-silacyclopent-3-ene 
• 1445-78-9 2,5-Diphenyl-thiophene 
• 75-78-5 dimethylsilicon dichloride 
• 2762-95-0 1,1-dimethyl-2,5-diphenyl-silolane 

Downstream Products

• 28124-23-4 4,4-dimethyl-1,2,3b,5,6b-pentaphenyl-1,3a,3b,4,6a,6b-hexahydro-silolo[2',3':3,4]cyclobuta[1,2-b]phosphole 
• 53684-37-0 2,2-dimethyl-1,3-diphenyl-6-aza-2-sila-bicyclo[3.2.0]hept-3-en-7-one 
• 53684-33-6 (2,2-dimethyl-3,6-diphenyl-2H-[1,2]oxasilepin-7-ylidene)-sulfamoyl chloride 
• 51788-44-4 6,6-dimethoxy-2,2-dimethyl-1,3-diphenyl-2-sila-bicyclo[3.2.0]hept-3-ene 
• 34943-30-1 7,7-dimethyl-1,4-diphenyl-5-trichlorosilanyl-7-sila-bicyclo[2.2.1]hept-2-ene 
• 53520-58-4 1,1-dimethyl-2,8a-diphenyl-(3at,8at)-3a,4,8,8a-tetrahydro-1H-4r,8c-etheno-cyclohepta[b]silol-7-one 
• 33069-00-0 5,5-dimethyl-4a,13-diphenyl-4a,11b-dihydro-5H-benzo[e]naphtho[1,2-c][1,2]oxasilepin-7-one 
• 7641-44-3 2r,3t-dibromo-1,1-dimethyl-2,5-diphenyl-2,3-dihydro-1H-silole 
• 28124-21-2 1,1,4,4-tetramethyl-2,3b,5,6b-tetraphenyl-1,3a,3b,4,6a,6b-hexahydro-cyclobuta[1,2-b;3,4-b']bissilole 
• 7688-04-2 2,3,4,5-tetrabromo-1,1-dimethyl-2,5-diphenyl-silolane 
• 53684-38-1 1,1-dimethyl-2,5-diphenyl-2,3-dihydro-1H-silole 
• 53684-39-2 2,3-epoxy-1,1-dimethyl-2,5-diphenyl-silolane 
• 20991-86-0 1,2-bis(trifluoromethyl)-3,4,5,6-tetraphenylbenzene 
• 751-37-1 2,3,5,6-tetraphenyl-1,1,4,4-tetramethyl-1,4-disila-2,5-cyclohexadiene 

Relevant articles and documents

Aromatic Metamorphosis of Thiophenes by Means of Desulfurative Dilithiation

A new mode of aromatic metamorphosis has been developed, which allows thiophenes and their benzo-fused derivatives to be converted to a variety of exotic heteroles. This transformation involves 1) the efficient generation of key 1,4-dianions by means of desulfurative dilithiation with lithium powder and 2) the subsequent trapping of the dianions with heteroatom electrophiles in a one-pot manner. Via the desulfurative dilithiation, the sulfur atoms of thiophenes are replaced also with a carbon–carbon double bond or a 1,2-phenylene for the construction of benzene rings.

Palladium-catalyzed silylene-1,3-diene [4 + 1] cycloaddition with use of (aminosilyl)boronic esters as synthetic equivalents of silylene

(Chemical Equation Presented) Silylboronic esters bearing a dialkylamino group on the silicon atoms reacted with 1,3-dienes in the presence of a palladium catalyst to give silacyclopent-3-enes (i.e., 2,5-dihydrosiloles) in high yields via efficient silyle

Electron-transfer reaction of 1,2-disila-3,5-cyclohexadienes

Phololysis of 1,2-disila-3,5-cyclohaxadienes 1a-b in the presence of methylene blue as a sensitizer led to efficient formation of the correspondng siloles as ring contraction products. The reaction mechanism is best rationalized by electron-transfer from

Photochemically induced [2 + 2] cycloaddition of a silacyclopentadiene with carbon disulfide

A silacyclopentadiene (silole) undergoes photo-induced [2+2] cycloaddition with CS2 to afford the corresponding β-dithiolactones. The electron transfer from singlet excited state of the silole to CS2 is shown to play an important role in the cycloaddition reaction.