7418-19-1

Basic information

• Product Name: 2,2,5,5-TETRAMETHYL-2,5-DISILA-1-AZACYCLOPENTANE
• Synonyms: 2,2,5,5-TETRAMETHYL-2,5-DISILA-1-AZACYCLOPENTANE;2,2,5,5, TETRAMETHYL-2,5-DISILA-1-AZA-DISILACYCLOPENTANE;2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentane;2,2,5,5-TetraMethyl-1,2,5-azadisilolidine;1-Aza-2,5-disilacyclopentane,2,2,5,5-tetramethyl-
• CAS NO: 7418-19-1
• Molecular Formula: C₆H₁₇NSi₂
• Molecular Weight: 159.38
• EINECS: 231-036-7
• Mol File: 7418-19-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 92 °C
• Flash Point: 25°C
• Appearance: /
• Density: 0.842
• Vapor Pressure: 3.23mmHg at 25°C
• Refractive Index: 1.4340
• PKA: 14.90±0.20(Predicted)
• CAS DataBase Reference: 2,2,5,5-TETRAMETHYL-2,5-DISILA-1-AZACYCLOPENTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,5,5-TETRAMETHYL-2,5-DISILA-1-AZACYCLOPENTANE(7418-19-1)
• EPA Substance Registry System: 2,2,5,5-TETRAMETHYL-2,5-DISILA-1-AZACYCLOPENTANE(7418-19-1)

Safety Data

• Hazard Codes: F
• Statements: 10-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 1993
• TSCA: Yes
• Hazardous Substances Data: 7418-19-1(Hazardous Substances Data)

Usage

General Description

2,2,5,5-Tetramethyl-2,5-disila-1-azacyclopentane is a chemical compound with the molecular formula C8H24N2Si4. It is a silicon-based compound that contains a five-membered ring with a silicon atom at each end. 2,2,5,5-TETRAMETHYL-2,5-DISILA-1-AZACYCLOPENTANE has a unique structure that incorporates both silicon and nitrogen atoms, making it a heterocyclic compound. It is commonly used as a ligand in organometallic chemistry and can also be utilized in the synthesis of other organic compounds. Its structure and properties make it useful in various chemical reactions and processes, and it has potential applications in pharmaceutical and material science research.

InChI:InChI=1/C6H17NSi2/c1-8(2)5-6-9(3,4)7-8/h7H,5-6H2,1-4H3

Upstream product

• 20152-11-8 1,2-bis(dimethylsilyl)ethane 
• 594-09-2 trimethylphosphane 
• 13528-93-3 1,2-bis-(chlorodimethylsilyl)ethane 

Downstream Products

• 118975-81-8 1-methyl-3-(2,2,5,5-tetramethyl-1-aza-2,5-disilacyclopentyl)-4-phenyl-2-azetidinone 

Relevant articles and documents

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Stepwise Functionalization of N2 at Mo: Nitrido to Imido to Amido – Factors Favoring Amine Elimination from the Amido Complex

Functionalization of nitrido complex [(PPhP2Cy)Mo(N)(I)] by a bis-silane in concentrated medium generates the hydrido-imido complex [(PPhP2Cy)Mo(H)(=NSiMe2CH2CH2SiMe2H)(I)]. Abstraction of the iodide by thallium salt TlX (X = PF6, OTf) results in a second N–Si bond formation and forms the bis-hydride amide complex [(PPhP2Cy)Mo(H)2(NSiMe2CH2CH2SiMe2)]+. An alternative synthesis relies on the abstraction of the iodide from the nitride complex [(PPhP2Cy)Mo(N)(I)] to generate the corresponding cationic complex [(PPhP2Cy)Mo(N)]+ followed by addition of the bis-silane. Addition of PMe3 to the [(PPhP2Cy)Mo(H)2(NSiMe2CH2CH2SiMe2)]+ complex liberates the silylamine and forms the Mo(II) cationic complex [(PPhP2Cy)Mo(H)(PMe3)]+. DFT calculations rationalizing the observed reactivity are presented.

A Convenient Synthesis of Primary Amines by N-Alkylation of Cyclic Potassium Disilylamides

Potassium 2,6-disilapiperidide, readily prepared from 2,2,6,6-tetramethyl-2,6-disilapiperidine and potassium hydride, can be smoothly N-alkylated with alkyl halides to give the corresponding primary amines after acid hydrolysis.Keywords- potassium 2,6-disilapiperidide; potassium hydride; primary amine; N-alkylation; metal amide