78279-92-2

Basic information

• Product Name: 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-dihydropyrazine
• Synonyms: Pyrazine, 1,4-dihydro-2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-
• CAS NO: 78279-92-2
• Molecular Formula: C₁₄H₃₀N₂Si₂
• Molecular Weight: 282.5724
• Mol File: 78279-92-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 303.4°C at 760 mmHg
• Flash Point: 137.3°C
• Density: 0.9g/cm³
• Vapor Pressure: 0.000934mmHg at 25°C
• Refractive Index: 1.483
• PKA: 4.70±0.70(Predicted)
• CAS DataBase Reference: 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-dihydropyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-dihydropyrazine(78279-92-2)
• EPA Substance Registry System: 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-dihydropyrazine(78279-92-2)

Safety Data

• Hazardous Substances Data: 78279-92-2(Hazardous Substances Data)

Upstream product

• 1124-11-4 Tetramethylpyrazine 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 80423-31-0 (Z)-2-chloro-1-phenyl-1-(trimethylsilyloxy)ethylene 
• 31151-36-7 ((Z)-2-Chloro-1-phenyl-vinyloxy)-trimethyl-silane 
• 78935-61-2 (Z)-((1-ethoxy-2-phenylvinyl)oxy)trimethylsilane 
• 78935-57-6 trimethylsilyl ketene acetal of ethyl phenylacetate 
• 39158-85-5 2-methyl-1-phenyl-1-trimethylsiloxy-1-propene 
• 66323-99-7 trimethyl[(Z)-(1-phenyl-1-propenyl)oxy]silane 
• 58518-76-6 ((1-(4-chlorophenyl)vinyl)oxy)trimethylsilane 
• 54731-27-0 1-p-methylphenyl-1-trimethylsiloxyethene 
• 55991-65-6 [1-(4-methoxyphenyl)vinyloxy]trimethylsilane 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 174968-73-1 bis(4-methoxyphenyl)methyl trimethylsilyl ether 

Relevant articles and documents

METHOD FOR PRODUCING POLYNUCLEAR METAL CLUSTER

PROBLEM TO BE SOLVED: To obtain a method for producing a polynuclear metal cluster that can control the number of nuclei. SOLUTION: A method for producing a polynuclear metal cluster includes a reductive reaction of reducing a metal complex as a starting material with a silicon compound (1), where the polynuclear metal cluster is an oxygen-crosslinked polynuclear metal cluster (where n is 1 or 2, R1, R2, R3, R4, R5 and R6 are the same or different to represent a hydrogen atom or a C1-4 alkyl group). SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

Titanium-catalyzed reductive umpolung reactions with a metal-free terminal reducing agent

A new method for titanium-catalyzed reductive umpolung reactions is reported that overcomes the traditional requirement for a stoichiometric metallic reductant. With N,N′-disilylated tetramethyldihydropyrazine as a potent organic reducing agent, reductive carbonyl-nitrile, enone-acrylonitrile and pinacol coupling reactions can be achieved in good yields and stereoselectivities. [Cp2TiI2] is a superior catalyst to [Cp2TiCl2], which is rationalized by a faster generation of the active catalyst [Cp2TiI]. A mechanism is proposed that is in agreement with the experimental results. Replacing zinc: A protocol for titanium(III)-catalyzed reductive umpolung reactions is presented that enables the title reactions in the presence of an N,N′-disilylated tetramethyldihydropyrazine as an organic sacrificial reducing agent. It is successfully applied to carbonyl-nitrile, enone-acrylonitrile and pinacol coupling reactions. A remarkable effect of the titanocene counterion renders titanocene diiodide a superior catalyst.