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Sigma-Aldrich

tert-Butyl isocyanide

98%

Sinônimo(s):

1,1-Dimethylethyl isocyanide, 1-tert-Butylisonitrile, 2-Isocyano-2-methylpropane, t-Butylisonitrile, tert-Butylisonitrile

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About This Item

Fórmula linear:
(CH3)3CNC
Número CAS:
7188-38-7
Peso molecular:
83.13
Beilstein:
1903156
Número CE:
230-553-5
Número MDL:
MFCD00000002
Código UNSPSC:
12352100
ID de substância PubChem:
24855763
NACRES:
NA.22

Ensaio

98%

forma

liquid

índice de refração

n20/D 1.376 (lit.)

pb

91 °C (lit.)

densidade

0.735 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

CC(C)(C)[N+]#[C-]

InChI

1S/C5H9N/c1-5(2,3)6-4/h1-3H3

chave InChI

FAGLEPBREOXSAC-UHFFFAOYSA-N

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Descrição geral

Carbon dative bond formation by tert-butyl isocyanide on the germanium (100) surface has been reported. It also forms complexes with metals and inserts into metal-carbon bonds to form iminoacyls.

Aplicação

tert-Butyl isocyanide was used in the synthesis of coumarines, 4H-chromenes and isoxazolines. It was also used to trap 2-cyclopropylidene-1,3-diones.

Pictogramas

FlameSkull and crossbones
GHS02,GHS06

Palavra indicadora

Danger

Frases de perigo

H225,H330

Classificações de perigo

Acute Tox. 2 Inhalation - Flam. Liq. 2

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

28.4 °F - closed cup

Ponto de fulgor (°C)

-2 °C - closed cup

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análise (COA)

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Sigma-Aldrich

376159

(Trimethylsilyl)methyl isocyanide

D Bandyopadhyay et al.
Biochemistry, 35(5), 1500-1505 (1996-02-06)
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
Journal of the Chemical Society. Chemical Communications, 189-189 (1987)
Graham A Bowmaker et al.
Dalton transactions (Cambridge, England : 2003), (13)(13), 1710-1720 (2008-03-21)
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
Habib Nasri et al.
Inorganic chemistry, 43(9), 2932-2942 (2004-04-27)
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(TpivPP)(NO2)(t-BuNC)]-. These species have been characterized by single-crystal structure
Synthesis of coumarines and 4H-chromenes through the reaction of tert-butyl isocyanide and dialkyl acetylenedicarboxylates in presence of 2-hydroxybenzaldehydes.
Yavari I, et al.
Synthesis, 5, 679-682 (2004)
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