120443-82-5

Basic information

• Product Name: Benzeneacetonitrile, a-[(trimethylsilyl)oxy]-, (R)-
• CAS NO: 120443-82-5
• Molecular Formula: C11H15NOSi
• Molecular Weight: 205.332
• Mol File: 120443-82-5.mol
• Article Data: 104

Chemical Properties

• CAS DataBase Reference: Benzeneacetonitrile, a-[(trimethylsilyl)oxy]-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetonitrile, a-[(trimethylsilyl)oxy]-, (R)-(120443-82-5)
• EPA Substance Registry System: Benzeneacetonitrile, a-[(trimethylsilyl)oxy]-, (R)-(120443-82-5)

Safety Data

• Hazardous Substances Data: 120443-82-5(Hazardous Substances Data)

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 100-51-6 benzyl alcohol 
• 100-52-7 benzaldehyde 
• 1066-54-2 trimethylsilylacetylene 
• 74-90-8 hydrogen cyanide 
• 75-77-4 chloro-trimethyl-silane 
• 10020-96-9 (R)-Mandelonitrile 

Downstream Products

• 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 
• 1184850-54-1 (1R)-2-[(6-chloropyrimidin-4-yl)amino]-1-phenylethanol 
• 2549-14-6 (R)-2-Amino-1-phenylethanol 
• 174392-39-3 Acetic acid (1R,2S)-2-acetylamino-1-phenyl-but-3-enyl ester 
• 174392-41-7 N-((1S,2R)-2-Hydroxy-1-hydroxymethyl-2-phenyl-ethyl)-acetamide 
• 77387-33-8 (1R,2S)-(-)-N-formylnorephedrine 
• 112137-99-2 (1R,2S)-2-(isopropylamino)-1-phenyl-1-propanol 
• 96228-13-6 (1R,2S)-2-Isopropylideneamino-1-phenyl-propan-1-ol 
• 37589-40-5 2-(ethylamino)-1-phenyl-1-propanol 
• 299-42-3 ephedrine 
• 119718-89-7 (R)-cyano(phenyl)methyl acetate 
• 1798-60-3 (R)-1-hydroxy-1-phenyl-2-propanone 
• 497099-97-5 (1R,2S)-2-Amino-1-phenyl-pent-4-en-1-ol 
• 492-41-1 (1R,2S)-norephedrine 

Relevant articles and documents

Design of a well-defined, silica-supported chiral Zn scaffold for enantioselective catalysis

New compound Zn[(S,S)-iPr-pybox](Et)2 (1) was fully characterized, including by X-ray diffraction structural studies. Its grafting onto partially dehydroxylated silica affords material 2, which bears well-defined chiral (SiO)Zn[(S,S)-iPr-pybox]

Lithium salts of chiral metallocomplex anions as catalysts for asymmetric trimethylsilylcyanation of aldehydes

A series of the anionic CoIII complexes based on optically active amino acids containing the lithium cation in the external sphere of the complex was synthesized. The synthesized com- pounds were used as catalysts in the asymmetric addition of

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Propylene carbonate can be used as a green solvent for asymmetric cyanohydrin synthesis catalyzed by VO(salen)NCS. A range of 10 aromatic and aliphatic aldehydes gave high enantioselectivities (up to 93%) and conversions (up to 100%) in reactions carried

Chiral ion pairs in catalysis: lithium salts of chiral metallocomplex anions as catalysts for asymmetric C-C bond formation

A series of Co(III) anionic complexes of Schiff bases obtained from substituted salicylaldehydes and optically active amino acids has been synthesized. The ion pairing of these anions to a lithium cation can be used to induce asymmetry into lithium-cataly

Encapsulation of Homogeneous Catalysts in Mesoporous Materials Using Diffusion-Limited Atomic Layer Deposition

The heterogenization of homogeneous metal complex catalysts has attracted great attention. The encapsulation of metal complexes into nanochannels of mesoporous materials is achieved by coating metal oxides at/near the pore entrance by diffusion-limited atomic layer deposition (ALD) to produce a hollow plug. The pore size of the hollow plug is precisely controlled on the sub-nanometer scale by the number of ALD cycles to fit various metal complexes with different molecular sizes. Typically, Co or Ti complexes are successfully encapsulated into the nanochannels of SBA-15, SBA-16, and MCM-41. The encapsulated Co and Ti catalysts show excellent catalytic activity and reusability in the hydrolytic kinetic resolution of epoxides and asymmetric cyanosilylation of carbonyl compounds, respectively. This ALD-assisted encapsulation method can be extended to the encapsulation of other homogeneous catalysts into different mesoporous materials for various heterogeneous reactions.

Potassium and silver chiral cobaltate(III) complexes as precatalysts for asymmetric C-C bond formation

Chiral, coordinatively-saturated cobaltate(III) complexes of Schiff bases obtained from salicylaldehyde and the optically active amino acids, (S)-Val, (S)-Thr, and (S)-Trp, are formed as C2-symmetrical, octahedral, anionic Λ(S,S)-, and Δ(S,S)-d

Salen ligands revisited: synthesis and application of a planar chiral "Ferro-salen" ligand

Condensation of the O-protected planar chiral hydroxyferrocene carbaldehyde (Sp)-1 with ethylenedlarcime, followed by deprotection gave rise to the "ferro-salen" ligand (Sp,Sp)-3 in good yield. This scaffold was used for t

Asymmetric trimethylsilylcyanation of aldehydes catalyzed by chiral salen TiIV complexes with the C1 symmetry

Asymmetric trimethylsilylcyanation of a number of aromatic and aliphatic aldehydes catalyzed by chiral TiIV complexes prepared in situ from Ti(OPri)4 and (1S)-[N,N′-bis(2′-hydroxy-3′-tert-butylbenzylidene)]-1,2- diaminoalk

Preparation of (S)-2-fluoronitriles

(S)-2-fluoronitriles (S)-4 are obtained in good chemical and high optical yields from (R)-cyanohydrins (R)-2 or (R)-cyanohydrin trimethylsilylethers (R)-3 by fluorination with DAST or by nucleophilic substitution of α-sulfonyloxynitriles (R)-6, 7 with flu

Preparation of diastereomerically pure and mixed (S)-PhGly/BIPHEP/Ru(II) complexes and their catalytic behavior with Li2CO3 in asymmetric cyanosilylation of benzaldehyde

A diastereomerically mixed complex [Ru{(S)-phgly}2{(±)- biphep}] is readily prepared from achiral diphosphine BIPHEP in two steps. These diastereomers are then separated by silica gel column chromatography. A 61:39 equilibrium mixture of [Ru{(S

Chiral phenoxyimino-amido aluminum complexes for the asymmetric cyanation of aldehydes

The reactivity of triethylaluminum towards salicylaldimine sulfonamides was probed, affording well-defined complexes through consecutive protonolysis of two Al-C bonds by the proligand. These complexes, when combined with an achiral anilinic N-oxide, catalyze the asymmetric addition of trimethylsilylcyanide to a wide range of aldehydes, with good activity and enantioselectivity (up to 91% ee). Insertion of the benzaldehyde substrate into the Al-N amido bond was observed, bringing elements for discussion around the nature of the actual active species.

Homochiral BINAPDA-Zr-MOF for Heterogeneous Asymmetric Cyanosilylation of Aldehydes

A new homochiral BINAPDA-Zr-MOF was prepared by a new chiral organic linker of (R)-4,4′-(6,6′-dichloro-2,2′-diethoxyl-[1,1′-binaphthalene]-4,4′-diyl)dibenzoic acid (R-L) and ZrCl4 under solvothermal conditions. Its structure was determined by P

Multivariate Metal-Organic Frameworks as Multifunctional Heterogeneous Asymmetric Catalysts for Sequential Reactions

The search for versatile heterogeneous catalysts with multiple active sites for broad asymmetric transformations has long been of great interest, but it remains a formidable synthetic challenge. Here we demonstrate that multivariate metal-organic frameworks (MTV-MOFs) can be used as an excellent platform to engineer heterogeneous catalysts featuring multiple and cooperative active sites. An isostructural series of 2-fold interpenetrated MTV-MOFs that contain up to three different chiral metallosalen catalysts was constructed and used as efficient and recyclable heterogeneous catalysts for a variety of asymmetric sequential alkene epoxidation/epoxide ring-opening reactions. Interpenetration of the frameworks brings metallosalen units adjacent to each other, allowing cooperative activation, which results in improved efficiency and enantioselectivity over the sum of the individual parts. The fact that manipulation of molecular catalysts in MTV-MOFs can control the activities and selectivities would facilitate the design of novel multifunctional materials for enantioselective processes.