33863-75-1

Basic information

• Product Name: Oxiranecarbonitrile, 3-phenyl-
• CAS NO: 33863-75-1
• Molecular Formula: C9H7NO
• Molecular Weight: 145.161
• Mol File: 33863-75-1.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Oxiranecarbonitrile, 3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxiranecarbonitrile, 3-phenyl-(33863-75-1)
• EPA Substance Registry System: Oxiranecarbonitrile, 3-phenyl-(33863-75-1)

Safety Data

• Hazardous Substances Data: 33863-75-1(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 107-14-2 chloroacetonitrile 
• 1885-38-7 cinnamic nitrile 
• 24840-05-9 (Z)-cinnamonitrile 
• 33863-75-1 (±)-cis-phenyloxirane-2-carbonitrile 
• 28000-59-1 α,α-diiodotoluene 
• 3252-43-5 dibromoacetonitrile 

Downstream Products

• 83144-21-2 Acetic acid (E)-1-cyano-2-phenyl-vinyl ester 
• 19190-80-8 cis-methyl 2,3-epoxy-3-phenylpropanoate 
• 133520-54-4 (-)-2,3-dihydroxy-3-phenylpropanenitrile 
• 133520-55-5 2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-carbonitril 
• 124649-67-8 methyl (2S,3R)-3-phenyl-2,3-dihydroxypropanoate 
• 33863-75-1 cis-3-phenyloxirane-2-carbonitrile 
• 133520-53-3 2,3-Dihydroxy-3-phenylpropannitril 
• 133520-56-6 2,2-Dimethyl-5-phenyl-1,3-dioxolan-4-carbonitril 
• 214194-15-7 (4S,5R)-2,2-dimethyl-5-phenyl-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 79963-86-3 1-cyano 2-fluoro-2-phenylethanol 
• 73627-97-1 3-hydroxy-3-phenylpropanenitrile 
• 19190-80-8 methyl trans-3-phenylglycidate 
• 56366-16-6 7-methyl-3-phenyl-1H-indole 
• 56366-15-5 5-methyl-3-phenyl-1H-indole 

Relevant articles and documents

Concerning the reactivity of dioxiranes. Observations from experiments and theory

The challenging hypothesis of a biphilic (i.e., electrophilic vs nucleophilic) character for dioxirane reactivity, which envisages that electron-poor alkenes are attacked by dioxiranes in a nucleophilic fashion, could not be sustained experimentally. Rate data, which estimate Hammett rho values for the epoxidation of 3- or 4-substituted cinnamonitriles X·Ph-CH=CH-CN, unequivocally allow one to establish that dioxiranes epoxidize electrophilically even alkenes carrying electron-withdrawing-groups. The greater propensity of methyl(trifluoromethyl) dioxirane TFDO (1b) to act as an electrophilic oxidant with respect to dimethyldioxirane DDO (1a) parallels the cathode reduction potentials for the two dioxiranes, as measured by cyclic voltammetry. A simple FMO approach for alkene epoxidation is helpful to conceive a likely rationale for the greater oxidizing power of TFDO as compared to DDO.

Metal-free and regiospecific synthesis of 3-arylindoles

A convenient, metal-free, and organic acid-base promoted synthetic method to prepare 3-arylindoles from 3-aryloxirane-2-carbonitriles and arylhydrazine hydrochlorides has been developed. In the reaction, the organic acid catalyzes a tandem nucleophilic ri

BF 3 ·oEt 2 -Catalyzed Synthesis of anti -β-(N -Arylamino)-α-hydroxynitriles by Regio- And Diastereospecific Ring Opening of 3-Aryloxirane-2-carbonitriles with Anilines

A safe and convenient synthetic method to anti -β-(N -arylamino)-α-hydroxynitriles from 3-aryloxirane-2-carbonitriles and anilines was developed under the catalysis of BF 3 ·OEt 2 in ethanol. In this method, BF 3 ·OEt 2 first reacts with ethanol to produce the true catalyst of super- acid H[B(OEt)F 3], followed by an acid-catalyzed regio- and diastereospecific ring opening of oxirane-2-carbonitriles with anilines, generating anti -β-(N -arylamino)-α-hydroxynitriles. The method features the advantages of non-metal catalysis, short reaction times, and easy operation, and uses an environmentally friendly solvent.

ALPHA-HYDROXY-BETA-AZIDO-TETRAZOLES

Alpha-hydroxy-beta-azido tetrazole compounds of formula (I): a process for manufacturing alpha-hydroxy-beta-azido tetrazoles of formula (I), and their use for synthesizing new compounds, e.g. in “click” chemistry.