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69893

Sigma-Aldrich

2-Morpholinoethyl isocyanide

≥98.0% (GC)

Sinónimos:

4-(2-Isocyanoethyl)morpholine, MEI

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About This Item

Fórmula empírica (notación de Hill):
C7H12N2O
Número de CAS:
78375-48-1
Peso molecular:
140.18
Beilstein/REAXYS Number:
4666990
MDL number:
MFCD00040506
UNSPSC Code:
12352100
PubChem Substance ID:
57652222
NACRES:
NA.22

Quality Level

200

assay

≥98.0% (GC)

form

liquid

refractive index

n20/D 1.469

bp

72-73 °C/0.7 mmHg (lit.)

density

1.017 g/mL at 20 °C (lit.)

storage temp.

−20°C

SMILES string

[C-]#[N+]CCN1CCOCC1

InChI

1S/C7H12N2O/c1-8-2-3-9-4-6-10-7-5-9/h2-7H2

InChI key

MFRZPLYKVDHOSN-UHFFFAOYSA-N

Categorías relacionadas

Application

2-Morpholinoethyl isocyanide can be used for the synthesis of:
  • Nitrogen acyclic carbene (NAC) complexes to be used as catalysts for the synthesis of phenol and hydration of alkynes.
  • Variety of imidazo[1,2-a]pyridines and α-acylaminoamides by Ugi condensation reaction.
  • 2-Aminobenzoxazoles and 3-aminobenzoxazines having important therapeutic activities.

It can also be used as a ligand in bis-cyclometalated iridium complexes for the organic light emitting diodes (OLEDs).

Other Notes

Potent coupling reagent for peptide synthesis giving higher yields and less racemization than DCCI; Reagent used in a Passerini-like reaction to alpha-hydroxy amides

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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David Jakubosky et al.
Nature communications, 11(1), 2927-2927 (2020-06-12)
Structural variants (SVs) and short tandem repeats (STRs) comprise a broad group of diverse DNA variants which vastly differ in their sizes and distributions across the genome. Here, we identify genomic features of SV classes and STRs that are associated
Microwave-assisted solid-phase Ugi four-component condensations.
Hoel AML and Nielsen J
Tetrahedron Letters, 40(20), 3941-3944 (1999)
Michael J Kinney et al.
PloS one, 12(11), e0188660-e0188660 (2017-11-29)
Horizontal behavior of highly migratory marine species is difficult to decipher because animals are wide-ranging, spend minimal time at the ocean surface, and utilize remote habitats. Satellite telemetry enables researchers to track individual movements, but population level inferences are rare
Karen A Bjorndal et al.
Global change biology, 23(11), 4556-4568 (2017-04-06)
Somatic growth is an integrated, individual-based response to environmental conditions, especially in ectotherms. Growth dynamics of large, mobile animals are particularly useful as bio-indicators of environmental change at regional scales. We assembled growth rate data from throughout the West Atlantic
Blue Phosphorescence from Mixed Cyano- Isocyanide Cyclometalated Iridium (III) Complexes.
Dedeian K, et al.
Inorganic Chemistry, 46(5), 1603-1611 (2007)
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