17684-33-2

Basic information

• Product Name: β,β-dimethyl-β-phenylpropionitrile
• Synonyms: β,β-dimethyl-β-phenylpropionitrile
• CAS NO: 17684-33-2
• Molecular Weight: 159.231
• Mol File: 17684-33-2.mol

Chemical Properties

• CAS DataBase Reference: β,β-dimethyl-β-phenylpropionitrile(CAS DataBase Reference)
• NIST Chemistry Reference: β,β-dimethyl-β-phenylpropionitrile(17684-33-2)
• EPA Substance Registry System: β,β-dimethyl-β-phenylpropionitrile(17684-33-2)

Safety Data

• Hazardous Substances Data: 17684-33-2(Hazardous Substances Data)

Upstream product

• 60-29-7 diethyl ether 
• 759-21-7 2-cyano-3-methylbut-2-enoic acid 
• 2173-69-5 2-methyl-2-phenyl-propan-1-ol 
• 515-40-2 neophyl chloride 
• 7732-18-5 water 
• 6325-41-3 3-methyl-3-phenylbutanal 
• 3805-10-5 2,2-(dimethyl)-2-phenylacetaldehyde 
• 28129-05-7 (2-methylbut-3-yn-2-yl)benzene 
• 10442-39-4 tetra-n-butylammonium cyanide 
• 57625-74-8 methyl 2-methyl-2-phenylpropionate 
• 773837-37-9 sodium cyanide 
• 29240-45-7 2-methyl-2-phenylpropyl methanesulfonate 
• 3126-46-3 (2-Isocyano-1,1-dimethyl-ethyl)-benzene 
• 143-33-9 sodium cyanide 

Downstream Products

• 1616921-76-6 9-hydroxy-2-isopropyl-6-(2-methyl-2-phenylpropyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,8-dione 
• 1616923-05-7 3-methyl-3-phenylbutanimidamide hydrochloride 
• 1616923-06-8 tert-butyl 5-(benzyloxy)-6-hydroxy-2-(2-methyl-2-phenylpropyl)pyrimidine-4-carboxylate 
• 1616923-07-9 5-(benzyloxy)-6-hydroxy-2-(2-methyl-2-phenylpropyl)pyrimidine-4-carboxylic acid 
• 1616923-08-0 5-(benzyloxy)-N-(2-(tert-butyldimethylsilyloxy)ethyl)-6-hydroxy-N-isopropyl-2-(2-methyl-2-phenylpropyl)pyrimidine-4-carboxamide 
• 1616923-09-1 5-(benzyloxy)-6-hydroxy-N-(2-hydroxyethyl)-N-isopropyl-2-(2-methyl-2-phenylpropyl)pyrimidine-4-carboxamide 
• 1616923-10-4 9-(benzyloxy)-2-isopropyl-6-(2-methyl-2-phenylpropyl)-3,4-dihydro-1H-pyrazino[1,2-c]pyrimidine-1,8(2H)-dione 
• 179173-73-0 1-[[1-[3-methyl-3-(4-nitrophenyl)butanoyl]-4-piperidyl]methyl]-1H-2-methylimidazo[4,5-c]pyridine 
• 179173-74-1 1-[[1-[3-(4-Aminophenyl)-3-methylbutanoyl]-4-piperidyl]methyl]-1H-2-methylimidazo[4,5-c]pyridine 
• 42288-06-2 3-methyl-3-(4-nitrophenyl)butanoic acid 
• 17684-34-3 3-Methyl-3-phenyxlbutylamine 
• 1010-48-6 3-methyl-3-phenylbutanoic acid 

Relevant articles and documents

Photocatalytic Neophyl Rearrangement and Reduction of Distal Carbon Radicals by Iminyl Radical-Mediated C?C Bond Cleavage

The control of selectivity in the reactions of the highly reactive open-shell carbon radicals is an attractive but often challenging task. Building on the strategy of photoinduced iminyl radical-mediated C?C bond cleavage, we have developed photocatalytic neophyl rearrangement and reduction of distal carbon radicals under visible light irradiation of O-acyl oximes. This mild protocol tolerates a wide range of readily available O-acyl oximes, enabling facile synthesis of diversely substituted α,β-unsaturated nitriles and β-functionalized saturated nitriles in a highly selective manner. (Figure presented.).

One-Pot Preparation of C1-Homologated Aliphatic Nitriles from Aldehydes through a Wittig Reaction under Metal-Cyanide-Free Conditions

A one-pot protocol to obtain C1-homologated aliphatic nitriles was achieved by treating aromatic and aliphatic aldehydes with the (methoxymethyl)triphenylphosphonium ylide followed by hydrolysis of the resulting methyl vinyl ethers with pTsOH (Ts = para-toluenesulfonyl) and treatment with molecular iodine and aqueous ammonia under metal cyanide free conditions. Neopentyl-type nitriles, which could not be obtained by conventional methods that involved conversion of the neopentyl alcohol into a tosylate and treatment with metal cyanide, were successfully obtained by using the present method.

Conversion of 3,3,3-Trisubstituted Prop-1-ynes with tert-Butylhydrazine into 3,3,3-Trisubstituted Propionitriles Catalyzed by TpRh(C2H4)2/P(2-furyl)3

The combination of TpRh(C2H4)2 (Tp = tris(pyrazol-1-yl)borate) and P(2-furyl)3 catalyzes the reaction of tertiary alkyl-substituted alkynes with tert-butylhydrazine, leading to the formation of 3,3,3-trisubstituted propionitrile derivatives. This reaction system is applicable to 1,1-disubstituted propargyl alcohols and amines to afford the corresponding β-cyanohydrins and β-amino nitriles, respectively. The catalytic cycle involves the formation of a vinylidenerhodium complex as a key intermediate.

Photoinduced, Copper-Catalyzed Carbon-Carbon Bond Formation with Alkyl Electrophiles: Cyanation of Unactivated Secondary Alkyl Chlorides at Room Temperature

We have recently reported that, in the presence of light and a copper catalyst, nitrogen nucleophiles such as carbazoles and primary amides undergo C-N coupling with alkyl halides under mild conditions. In the present study, we establish that photoinduced, copper-catalyzed alkylation can also be applied to C-C bond formation, specifically, that the cyanation of unactivated secondary alkyl chlorides can be achieved at room temperature to afford nitriles, an important class of target molecules. Thus, in the presence of an inexpensive copper catalyst (CuI; no ligand coadditive) and a readily available light source (UVC compact fluorescent light bulb), a wide array of alkyl halides undergo cyanation in good yield. Our initial mechanistic studies are consistent with the hypothesis that an excited state of [Cu(CN)2]- may play a role, via single electron transfer, in this process. This investigation provides a rare example of a transition metal-catalyzed cyanation of an alkyl halide, as well as the first illustrations of photoinduced, copper-catalyzed alkylation with either a carbon nucleophile or a secondary alkyl chloride.

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