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260630

Sigma-Aldrich

tert-Butyl isocyanide

98%

Sinónimos:

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

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About This Item

Fórmula lineal:
(CH3)3CNC
Número de CAS:
7188-38-7
Peso molecular:
83.13
Beilstein/REAXYS Number:
1903156
EC Number:
230-553-5
MDL number:
MFCD00000002
UNSPSC Code:
12352100
PubChem Substance ID:
24855763
NACRES:
NA.22

Quality Level

200

assay

98%

form

liquid

refractive index

n20/D 1.376 (lit.)

bp

91 °C (lit.)

density

0.735 g/mL at 25 °C (lit.)

functional group

amine
isonitrile

SMILES string

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

InChI

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

InChI key

FAGLEPBREOXSAC-UHFFFAOYSA-N

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General description

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.

Application

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.

pictograms

FlameSkull and crossbones
GHS02,GHS06

signalword

Danger

hcodes

H225,H330

Hazard Classifications

Acute Tox. 2 Inhalation - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

28.4 °F - closed cup

flash_point_c

-2 °C - closed cup

ppe

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

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Certificados de análisis (COA)

Lot/Batch Number
BCCJ3717
BCCB0126
BCBZ6961
BCBS1379V
BCBM8296V

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Issa Yavari et al.
Molecular diversity, 8(4), 431-435 (2004-12-23)
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 rotamers at room temperature as a result of restricted
David Sýkora et al.
Journal of separation science, 43(22), 4178-4190 (2020-09-21)
Eight different stationary phases based on two aminopropyl silicas of different brands suitable for multimodal chromatography applications have been prepared by a four-component Ugi reaction. The intention was to synthesize stationary phases significantly differing in their properties hereby demonstrating flexibility
Xiao Jiang et al.
Organic letters, 16(13), 3492-3495 (2014-06-24)
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 conditions, convenient operation, lower
Bonggeun Shong et al.
Journal of the American Chemical Society, 139(25), 8758-8765 (2017-06-01)
Reactions of the (100) surfaces of Ge and Si with organic molecules have been generally understood within the concept of "dimers" formed by the 2 × 1 surface reconstruction. In this work, the adsorption of tert-butyl isocyanide on the Ge(100)-2
Synthesis, 995-995 (1990)
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