Tert-Butyl isocyanide

Tert-Butyl isocyanide Structure
Tert-Butyl isocyanide structure
Common Name Tert-Butyl isocyanide
CAS Number 7188-38-7 Molecular Weight 83.132
Density 0.735 g/mL at 25 °C(lit.) Boiling Point 91 °C(lit.)
Molecular Formula C5H9N Melting Point N/A
MSDS Chinese USA Flash Point -2 °C
Symbol GHS02 GHS06
GHS02, GHS06
Signal Word Danger

Optimization of the Ugi reaction using parallel synthesis and automated liquid handling.

J. Vis. Exp. (21) , doi:10.3791/942, (2008)

The optimization of a Ugi reaction involving the mixing of furfurylamine, benzaldehyde, boc-glycine and t-butylisocyanide is described. Triplicate runs of 48 parallel experiments are reported, varying concentration, solvent and the excess of some of the reage...

Palladium-catalyzed synthesis of isocoumarins and phthalides via tert-butyl isocyanide insertion.

J. Org. Chem. 77(22) , 10321-8, (2012)

A novel and highly efficient strategy for the synthesis of isocoumarins and phthalides through a palladium(0)-catalyzed reaction incorporating tert-butyl isocyanide has been developed. This process, providing one of the simplest methods for the synthesis of t...

Towards molecular diversity: dealkylation of tert-butyl amine in Ugi-type multicomponent reaction product establishes tert-butyl isocyanide as a useful convertible isonitrile.

Org. Biomol. Chem. 8(16) , 3631-4, (2010)

With the development of a novel microwave-assisted one-pot tandem de-tert-butylation of tert-butyl amine in an Ugi-type multicomponent reaction product, tert-butyl isocyanide as a useful convertible isonitrile has been explored for the first time affording ac...

Strong carbon-surface dative bond formation by tert-butyl isocyanide on the Ge(100)-2 × 1 surface.

J. Am. Chem. Soc. 136(16) , 5848-51, (2014)

Carbon dative bond formation between an organic molecule and a semiconductor surface is reported here for the first time. Our studies show that the adsorption of tert-butyl isocyanide on the (100) surface of germanium, measured using Fourier transform infrare...

Structural and spectroscopic studies of some copper(I) halide tert-butyl isocyanide adducts.

Dalton Trans. (13) , 1710-20, (2008)

Single-crystal structural characterizations confirm the existence of the unusual 1 : 4 copper(I) halide : unidentate ligand adducts [Cu(CNt-Bu)4]X for X = Cl, Br (two forms), I (the chloride and one form of the bromide being solvated) with crystal packing dom...

Synthesis and dynamic NMR study of ketenimines derived from tert-butyl isocyanide, alkyl 2-arylamino-2-oxo-acetates, and dialkyl acetylenedicarboxylates.

Mol. Divers. 8(4) , 431-5, (2004)

The adduct produced in the reaction between tert-butyl isocyanide and dialkyl acetylenedicarboxylates was trapped by alkyl 2-arylamino-2-oxo-acetates. When the aryl group is 2-methyl-6-nitrophenyl or 2,6-di-isopropylphenyl, the product exists as two stable ro...

Variable pi-bonding in iron(II) porphyrinates with nitrite, CO, and tert-butyl isocyanide: characterization of [Fe(TpivPP)(NO2)(CO)]-.

Inorg. Chem. 43(9) , 2932-42, (2004)

The addition of the strongly pi-bonding ligands CO or tert-butyl isocyanide to the low-spin five-coordinate iron(II) nitrite species [Fe(TpivPP)(NO2)]- (TpivPP = picket fence porphyrin) gives two new six-coordinate species [Fe(TpivPP)(NO2)(CO)]- and [Fe(TpivP...

Palladium-catalyzed formylation of aryl halides with tert-butyl isocyanide.

Org. Lett. 16(13) , 3492-5, (2014)

A novel palladium-catalyzed formylation of aryl halides with isocyanide in the presence of Et3SiH has been demonstrated, which provides a strategy toward important aldehydes with moderate to excellent yield. The advantage of this reaction includes milder cond...

Evidence for a slow tertiary relaxation in the reaction of tert-butyl isocyanide with horseradish peroxidase.

Biochemistry 35(5) , 1500-5, (1996)

The kinetics of tert-butyl isocyanide binding to the heme protein horseradish peroxidase (HRP) at 22 degrees C was examined on all time scales, from minutes to picoseconds, in aqueous borate buffer at pH 9.08. Unlike myoglobin (Mb) or hemoglobin, HRP shows tw...

Organometallics 12 , 2414, (1993)