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MilliporeSigma

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:
Peso molecular:
140.18
Beilstein/REAXYS Number:
4666990
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.)

functional group

amine
ether
isonitrile

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

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

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


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Visite la Librería de documentos

Blue Phosphorescence from Mixed Cyano- Isocyanide Cyclometalated Iridium (III) Complexes.
Dedeian K, et al.
Inorganic Chemistry, 46(5), 1603-1611 (2007)
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
Synthesis of 2-Aminobenzoxazoles and 3-Aminobenzoxazines via Palladium-Catalyzed Aerobic Oxidation of o-Aminophenols with Isocyanides.
Liu B, et al.
The Journal of Organic Chemistry, 78(7), 3009-3020 (2013)
Bromodimethylsulfonium bromide (BDMS) catalyzed synthesis of imidazo [1, 2-a] pyridine derivatives and their fluorescence properties.
Khan AT, et al.
Tetrahedron Letters, 53(17), 2211-2217 (2012)
Alison V Towner et al.
PloS one, 8(8), e71197-e71197 (2013-08-21)
The seasonal occurrence of white sharks visiting Gansbaai, South Africa was investigated from 2007 to 2011 using sightings from white shark cage diving boats. Generalized linear models were used to investigate the number of great white sharks sighted per trip

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