104330-13-4

Basic information

• Product Name: Benzeneacetonitrile, α-(1,1-dimethylethyl)-
• CAS NO: 104330-13-4
• Molecular Formula: C12H15N
• Molecular Weight: 173.258
• Mol File: 104330-13-4.mol

Chemical Properties

• CAS DataBase Reference: Benzeneacetonitrile, α-(1,1-dimethylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetonitrile, α-(1,1-dimethylethyl)-(104330-13-4)
• EPA Substance Registry System: Benzeneacetonitrile, α-(1,1-dimethylethyl)-(104330-13-4)

Safety Data

• Hazardous Substances Data: 104330-13-4(Hazardous Substances Data)

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 3835-64-1 2,2-dimethyl-1-phenylpropan-1-ol 
• 120345-61-1 O-2,2-dimethylbutyryl-2-hydroxy-2-phenylacetonitrile 
• 38442-51-2 tert-butylmercury chloride 
• 140-29-4 phenylacetonitrile 
• 18802-89-6 phenylacetonitrile carbanion 

Downstream Products

• 50712-54-4 2-(4-Aminophenyl)-3,3-dimethylbuttersaeure 

Relevant articles and documents

Synthesis of α-aryl nitriles through B(C6F5)3-catalyzed direct cyanation of α-aryl alcohols and thiols

Various α-aryl nitriles have been prepared in excellent yield from the corresponding α-aryl alcohols employing 3 mol % of B(C6F5)3 (1) as Lewis acid catalyst and (CH3)3SiCN (TMSCN) as cyanide source. Cyano transfer from TMSCN to alcohol proceeds within short reaction time at rt. α-Aryl thiols also produce corresponding nitriles in good to excellent yield at reflux condition.

Molecular Orbital and Experimental Studies on the Photoinduced Decarboxylation of Pyrethroid Model Esters

A series of pyrethroid model esters with various substituents in the acid or alcohol moiety have been irradiated by u. v.-radiation (λ > 220 nm).The main reaction is decarboxylation, as evidenced by gas chromatographic (g. c.) and mass spectrometric (m. s.) analyses.In the photoinduced decarboxylation reaction, the substituent effect on the main transition, which occurs via carbonyl excitation, and on the reactivity of a radical intermediate have been examined by semiempirical molecular-orbital calculations (MNDO and CNDO/S).It has been found tha the change of benzyl carbon-oxygen bond strength in the excited states is one of the important factors in determining the yield of the decarboxylated product.

THE REACTION OF CARBANIONS WITH TERT-BUTYL RADICALS

The SRNl free radical chain reaction of Me3CHgCl with nitronate -O2N=C(R1)(R2)> and phenone enolate -)=C(R1)(R2)> anions yields the C-alkylation products 1)(R2)NO2, PhCOC(R1)(R2)CMe3>.Competitive reactions between pairs of anions demonstrate that as the basicity of the anion increases the reactivity toward Me3Cat first increases and then decreases.An inverted reactivity order is also observed with phenylacetonitrile anions.In early transition state reactions, the nucleophilic character of the tert-butyl radical apparently controls the reactivity by virtue of a transition state involving transfer of the electron from radical to the LUMO of the resonance stabilized anion.