30543-46-5

Upstream product

• 103-71-9 phenyl isocyanate 
• 51649-11-7 Me₃SiNPPh₂CH₃ 
• 13892-06-3 N-trimethylsilyl(triphenylphosphoranylidene)amine 
• 58594-10-8 N-(1-phenyl-1-isocyanato-2,2,2-trifluoroethyl)-N'-phenylcarbodiimide 
• 86211-37-2 N--N,N'-bis(trimethylsilyl)phosphenimidous amide 
• 17591-51-4 5-phenyl-2-(trimethylsilyl)tetrazole 
• 5378-52-9 phenyl-1H-tetrazole 
• 2857-97-8 trimethylsilyl bromide 
• 84405-51-6 Trimethylsilanecarbonitrile oxide 
• 222851-56-1 N-phenylsulfinylamine 
• 75-77-4 chloro-trimethyl-silane 
• 622-34-4 1-phenylcyanamide 
• 622-44-6 phenylcarbonimidic dichloride 
• 4039-32-1 lithium hexamethyldisilazane 

Downstream Products

• 61705-45-1 N-(tert.-Butylphenylmethylen)-N'-phenyl-cyanharnstoff 
• 58594-10-8 N-(1-phenyl-1-isocyanato-2,2,2-trifluoroethyl)-N'-phenylcarbodiimide 
• 58594-12-0 N-Trifluormethyl-p-tolylisocyanatomethyl-N'-phenylcarbodiimid 
• 33655-23-1 N¹-(N-Phenylcarbamoyl)-N²-phenylbenzimidamide 
• 35451-98-0 potassium salt of phenylcyanamide 
• 139115-57-4 N-phenyl-N'-anilinoformyltrichloroacetamidine 

Relevant academic research and scientific papers

Nitrile imines: Matrix isolation, IR spectra, structures, and rearrangement to carbodiimides

The structures and reactivities of nitrile imines are subjects of continuing debate. Several nitrile imines were generated photochemically or thermally and investigated by IR spectroscopy in Ar matrices at cryogenic temperatures (Ph-CNN-H 6, Ph-CNN-CH317, Ph-CNN-SiMe323, Ph-CNN-Ph 29, Ph3C-CNN-CPh334, and the boryl-CNN-boryl derivative 39). The effect of substituents on the structures and IR absorptions of nitrile imines was investigated computationally at the B3LYP/6-31G level. IR spectra were analyzed in terms of calculated anharmonic vibrational spectra and were generally in very good agreement with the calculated spectra. Infrared spectra were found to reflect the structures of nitrile imines accurately. Nitrile imines with IR absorptions above 2200 cm -1 have essentially propargylic structures, possessing a CN triple bond (typically PhCNNSiMe323, PhCNNPh 29, and boryl-CNN-boryl 39). Nitrile imines with IR absorptions below ca. 2200 cm-1 are more likely to be allenic (e.g., HCNNH 1, PhCNNH 6, HCNNPh 43, PhCNNCH317, and Ph3C-CNN-CPh334). All nitrile imines isomerize to the corresponding carbodiimides both thermally and photochemically. Monosubstituted carbodiimides isomerize thermally to the corresponding cyanamides (e.g., Ph-N=C=N-H 5 Ph-NH-CN 8), which are therefore the thermal end products for nitrile imines of the types RCNNH and HCNNR. This tautomerization is reversible under flash vacuum thermolysis conditions.

A novel approach to C-trimethylsilyl-1,3-azoles

Direct silylation of 1,3-azoles with bromotrimethylsilane in the presence of triethylamine was investigated. 5-Phenyloxazole, benzoxazole, 1-methyl-1,2,4-triazole, 2-aryl-1,3,4-oxa- and thiadiazoles were found to give the corresponding 2- or 5-trimethylsi

SYNTHESIS AND REARRANGEMENT OF CYCLOADDUCTS FROM TRIMETHYLSILANECARBONITRILE OXIDE

The cycloadducts from trimethylsilanecarbonitrile oxide and ethylenic or acetylenic compounds easily rearrange to open-chain intermediates, which, in turn, are hydrolysed respectively to β-hydroxynitriles and β-oxonitriles.The cycloadducts of the same nitrile oxide with sulfur dioxide and sulfinylamines are unstable, too, leading respectively to trimethylsilylisocyanate and trimethylsilylcarbodiimides.All these reactions are of preparative interest, in comparison with previous methods.

PSEUDOHALOGEN CHARACTER OF THE HETEROCUMULENE GROUP IN GEM-DI(HETEROCUMULENO)ALKANES

In the reactions of gem-di(heterocumuleno)alkanes with triphenylphosphoranediylaminotrimethylsilane or N-(trimethylsilyl)diphenylketimine one heterocumulene group (isocyanate or carbodiimide) exhibits pseudohalogen characteristics.A new rearrangement with migration of the N=C(C6H5)2 group was discovered in the azaallyl triad C=N-C.