100573-13-5

Basic information

• Product Name: 4-<4-(Dimethylamino)phenyl>-2-methyl-2-(trimethylsiloxy)-3-butennitril
• CAS NO: 100573-13-5
• Molecular Weight: 288.465
• Mol File: 100573-13-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-<4-(Dimethylamino)phenyl>-2-methyl-2-(trimethylsiloxy)-3-butennitril(CAS DataBase Reference)
• NIST Chemistry Reference: 4-<4-(Dimethylamino)phenyl>-2-methyl-2-(trimethylsiloxy)-3-butennitril(100573-13-5)
• EPA Substance Registry System: 4-<4-(Dimethylamino)phenyl>-2-methyl-2-(trimethylsiloxy)-3-butennitril(100573-13-5)

Safety Data

• Hazardous Substances Data: 100573-13-5(Hazardous Substances Data)

Upstream product

• 100573-48-6 (E)-4-(4-Dimethylamino-phenyl)-2-trimethylsilanyloxy-but-3-enenitrile 
• 100573-07-7 C₁₅H₂₁LiN₂OSi 
• 74-88-4 methyl iodide 
• 20432-35-3 3-(4-dimethylamino-phenyl)-propenal 

Downstream Products

• 5432-53-1 4-p-dimethylaminophenyl-3-buten-2-one 

Relevant articles and documents

Trimethylsilyl Cyanide - A Reagent for Umpolung, XI. On the Ambident Character of Substituted Allylic Anions.

The dependence of the α/γ-ratio of alkylation products on several factors has been determined with 1-cyano-3-aryl-1-(trimethylsiloxy)allylic anions.Increasing amounts of γ-product are found in more polar solvents, with larger alkali ions, on addition of HMPT, with smaller alkyl groups in the electrophile, and especially with p-cyanophenyl groups.In contrast, temperature and leaving groups have minor effects.On substitution of the O-silyl group by O-methyl and O-ethoxycarbonyl, α-alkylation predominates strongly.The results are compared to known allylic anions.Furthermore, the isomerisation of compounds of type C to type B is described as well as a new addition reaction of cyanoformates to aldehydes.