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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:
1903156
Número CE:
230-553-5
Número MDL:
MFCD00000002
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24855763
NACRES:
NA.22
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Nivel de calidad

200

Ensayo

98%

Formulario

liquid

índice de refracción

n20/D 1.376 (lit.)

bp

91 °C (lit.)

densidad

0.735 g/mL at 25 °C (lit.)

grupo funcional

amine
isonitrile

cadena SMILES

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

InChI

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

Clave InChI

FAGLEPBREOXSAC-UHFFFAOYSA-N

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Descripción general

Carbon dative bond formation by tert-butyl isocyanide on the germanium (100) surface has been reported[1]. It also forms complexes with metals and inserts into metal-carbon bonds to form iminoacyls[2].

Aplicación

tert-Butyl isocyanide was used in the synthesis of coumarines, 4H-chromenes[3] and isoxazolines[4]. It was also used to trap 2-cyclopropylidene-1,3-diones[5].

Pictogramas

FlameSkull and crossbones
GHS02,GHS06

Palabra de señalización

Danger

Frases de peligro

H225,H330

Clasificaciones de peligro

Acute Tox. 2 Inhalation - Flam. Liq. 2

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

28.4 °F - closed cup

Punto de inflamabilidad (°C)

-2 °C - closed cup

Equipo de protección personal

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
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)
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
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
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. Is the product sealed under an inert atmosphere?

    1 answer

    1. The product 260630-tert-Butyl-isocyanide is packaged in an amber glass bottle with a PTFE liner cap and is sealed under Argon.

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