93555-00-1

Basic information

• Product Name: Benzoic acid, 4-[cyano[(trimethylsilyl)oxy]methyl]-, methyl ester
• CAS NO: 93555-00-1
• Molecular Formula: C13H17NO3Si
• Molecular Weight: 263.368
• Mol File: 93555-00-1.mol

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 4-[cyano[(trimethylsilyl)oxy]methyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-[cyano[(trimethylsilyl)oxy]methyl]-, methyl ester(93555-00-1)
• EPA Substance Registry System: Benzoic acid, 4-[cyano[(trimethylsilyl)oxy]methyl]-, methyl ester(93555-00-1)

Safety Data

• Hazardous Substances Data: 93555-00-1(Hazardous Substances Data)

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 1571-08-0 methyl 4-formylbenzoate 

Downstream Products

• 83403-41-2 methyl 4-(1-hydroxy-2-methoxy-2-oxoethyl)benzoate 
• 850180-44-8 C₁₀H₁₃NO₃*ClH 
• 93554-87-1 4-(Amino-cyano-methyl)-benzoic acid methyl ester; hydrochloride 

Relevant articles and documents

Three-Dimensional Co(II)-Metal-Organic Frameworks with Varying Porosities and Open Metal Sites toward Multipurpose Heterogeneous Catalysis under Mild Conditions

In recent years, heterogeneous catalysis has become one of the most active domains in the research of metal-organic frameworks (MOFs). Here, two three-dimensional (3D) Co(II)-MOFs with open metal sites and exposed azo functionality on the MOF backbone hav

Application of an Electrochemical Microflow Reactor for Cyanosilylation: Machine Learning-Assisted Exploration of Suitable Reaction Conditions for Semi-Large-Scale Synthesis

Cyanosilylation of carbonyl compounds provides protected cyanohydrins, which can be converted into many kinds of compounds such as amino alcohols, amides, esters, and carboxylic acids. In particular, the use of trimethylsilyl cyanide as the sole carbon source can avoid the need for more toxic inorganic cyanides. In this paper, we describe an electrochemically initiated cyanosilylation of carbonyl compounds and its application to a microflow reactor. Furthermore, to identify suitable reaction conditions, which reflect considerations beyond simply a high yield, we demonstrate machine learning-assisted optimization. Machine learning can be used to adjust the current and flow rate at the same time and identify the conditions needed to achieve the best productivity.

An uncoordinated tertiary nitrogen based tricarboxylate calcium network with Lewis acid-base dual catalytic sites for cyanosilylation of aldehydes

The design and utilization of dual sites for synergistic catalysts has been recognised as an efficient method towards high-efficiency catalysis in the cyanosilylation of aldehydes, which gives key intermediates for the synthesis of a number of valuable na

Catalytic cyanosilylation using germylene stabilized platinum(ii) dicyanide

The ability of a platinum compound to act as a catalyst for the cyanosilylation of carbonyl compounds is demonstrated through a well-defined germylene stabilized Pt(ii) dicyanide, trans-{(iBu)2ATIGe(iPr)}2Pt(CN)

Alkali metal complexes as efficient catalysts for hydroboration and cyanosilylation of carbonyl compounds

We report here reactions between the N-adamantyliminopyrolyl ligand 2-(AdNCH)-C4H3NH (L-H) and alkali metal hexamethyldisilazides [MN(SiMe3)2] (M = Li, Na and K) to afford the dimeric [{2-(AdNCH)-C4H

Dimeric alumatranes as catalysts for trimethylsilylcyanation reaction

The solid-state structures of dimeric alumatranes with three five-membered rings chelated by [(OCMe2CH2)nN(CH2CH2O)3-n]3- (n = 1, L1; n = 2, L2; n = 3, L3), which vary by the num

Generation of iminyl copper species from α-azido carbonyl compounds and their catalytic C-C bond cleavage under an oxygen atmosphere

Figure presented A copper-catalyzed reaction of α-azidocarbonyl compounds under an oxygen atmosphere is reported where nitriles are formed via C-C bond cleavage of a transient iminyl copper intermediate. The transformation is carried out by a sequence of denitrogenative formation of iminyl copper species from α-azidocarbonyl compounds and their C-C bond cleavage, where molecular oxygen (1 atm) is a prerequisite to achieve the catalytic process and one of the oxygen atoms of O2 was found to be incorporated into the β-carbon fragment as a carboxylic acid.

A tricyclic aluminum alkoxide catalyst for aldehyde trimethylsilylcyanation

Trimethylsilylcyanation of aldehydes is efficiently accomplished with a low concentration of catalyst 1 under mild conditions in acetonitrile. This protocol tolerates a variety of electron-rich, neutral, and deficient aryl, heterocyclic, and alkyl aldehyd

DMAP-organocatalyzed O-silyl-O-(or C-)-benzoyl interconversions by means of benzoyl fluoride

A mild and efficient transprotection of alcohols from silyl ethers 1a-f to benzoates 2a-f is reported in fair to good yields (50-98%). This silyl-acyl exchange reaction proceeds readily in acetonitrile at room temperature in the presence of benzoyl fluoride and DMAP as an acyl transfer catalyst. A two-step 'one-pot' DMAP-catalyzed silylcyanation-transprotection sequence which gives the corresponding O-benzoyl cyanohydrines 2g-l in high yields (72-98%) from various benzaldehyde and ketone derivatives is also reported. This original organocatalytic acyl transfer process was also found to be effective in the O-benzoylation of trimethysilyl enolates 1m-o, providing enol esters 2m-o. Lastly, the potential of this strategy is also illustrated by a DMAP-mediated Claisen condensation between ketene silyl acetals 1p-r and benzoyl fluoride. Georg Thieme Verlag Stuttgart.

SUBSTITUTED TRICYCLIC HETEROCYCLES AND THEIR USES

Disclosed are substituted tricyclic heterocycle compounds of the formulas (I), (II) and (III) shown below, wherein R1, R2, R3 and R4 are described herein, which are active as anti-inflammatory agents. Also disclosed are methods of using and making such compounds.