18132-77-9

Basic information

• Product Name: 2(1H)-Pyrimidinone, tetrahydro-1,3-bis(trimethylsilyl)-
• CAS NO: 18132-77-9
• Molecular Formula: C10H24N2OSi2
• Molecular Weight: 244.484
• Mol File: 18132-77-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2(1H)-Pyrimidinone, tetrahydro-1,3-bis(trimethylsilyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(1H)-Pyrimidinone, tetrahydro-1,3-bis(trimethylsilyl)-(18132-77-9)
• EPA Substance Registry System: 2(1H)-Pyrimidinone, tetrahydro-1,3-bis(trimethylsilyl)-(18132-77-9)

Safety Data

• Hazardous Substances Data: 18132-77-9(Hazardous Substances Data)

Usage

Type of compound

Chemical compound

Use

Reagent in various organic synthesis processes

Type of derivative

Tetrahydro derivative of trimethylsilyl pyrimidinone

Common employment

As a protecting group for carbonyl compounds in organic chemistry

Known for

Ability to protect carbonyl groups from unwanted reactions during synthetic procedures and can be easily removed under mild conditions

Utilized in

Synthesis of pharmaceutical intermediates and other organic compounds

Characteristics

Versatile reactivity and stability

Upstream product

• 1852-17-1 3,4,5,6-tetrahydropyrimidin-2(1H)-one 
• 24589-78-4 N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide 

Downstream Products

• 75-77-4 chloro-trimethyl-silane 
• 49555-41-1 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)hexahydropyrimidin-2-one 

Relevant articles and documents

Clean nitrations: Novel syntheses of nitramines and nitrate esters by nitrodesilylation reactions using dinitrogen pentoxide (N2O5)

In this novel nitration method dinitrogen pentoxide (N2O5) in an inert solvent is used as the nitrating agent, thereby removing the need for strong acids as the reaction medium. The N2O5 cleaves heteroatom-silicon bonds, in silylamines and silyl ethers respectively, to yield the desired energetic groupings (nitramines or nitrate esters respectively) without liberation of acids which would occur with conventional substrates (amines or alcohols). These nitrodesilylation reactions proceed cleanly and in good yield, and the scope of the reaction is illustrated by 29 examples, some of which produce high energy compounds, notably plasticisers and an energetic polymer precursor. These reactions are therefore potentially clean nitrations for the manufacture of energetic compounds which will minimise the impact of this activity on the environment in the future.