CAS 7677-24-9: Trimethylsilyl cyanide

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Trimethylsilyl Cyanide is used as a reagent in the preparation of optically active cyanohydrins. It is used in the derivatization of complex metabolite mixtures by GC-MS. It is employed in the preparation of Reissert compounds, which represent reactive polyamides. Further, it is used to convert pyridine-N-oxides into 2-cyanopyridine. It is also used as a cyanide source in an enantioselective organocatalytic Strecker-type reaction of aliphatic N,N-dialkylhydrazones. In addition to this, it is used as a reagent for the cyanosilylation of aldehydes. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Trimethylsilyl Blocking Agent Used as a protecting group for reactive hydrogens in alcohols, amines, thiols, and carboxylic acids. Organosilanes are hydrogen-like, can be introduced in high yield, and can be removed under selective conditions. They are stable over a wide range of reaction conditions and can be removed in the presence of other functional groups, including other protecting groups. The tolerance of silylated alcohols to chemical transformations summary is presented in Table 1 of the Silicon-Based Blocking Agents brochure. Trimethysilyl Cyanide; Trimethylsilylnitrile; Cyanotrimethylsilane; TMSCN Releases toxic HCN upon reactionExtremely reactive silylating agent for acids and alcoholsAmines and thiols react more slowly than acids and alcoholsDoes not react with amides, ureas or carbonatesSilylates amino acidsNafion SAC-13 has been shown to be a recyclable catalyst for the trimethylsilylation of primary, secondary, and tertiary alcohols in excellent yields and short reaction timesSummary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochure

Trimethylsilylcyanide is a compound that is used in the synthesis of trifluoroacetic acid. It has been shown to have an anti-HIV activity, which may be due to its ability to bind to nitrogen atoms in the HIV virus and prevent the virus from attaching to its receptor. Trimethylsilylcyanide also has hypoglycemic effect. The chemical structure of this substance is similar to that of picolinic acid, which has been shown to inhibit the growth of bacteria and fungi by interfering with their metabolism. This chemical can also be used as a reagent for organic chemistry reactions such as palladium-catalyzed coupling reactions.