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69893

2-Morpholinoethyl isocyanide

≥98.0% (GC)

Synonym(s):

4-(2-Isocyanoethyl)morpholine, MEI

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About This Item

Empirical Formula (Hill Notation):
C7H12N2O
CAS Number:
78375-48-1
Molecular Weight:
140.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
57652222
MDL number:
MFCD00040506
Beilstein/REAXYS Number:
4666990
Assay:
≥98.0% (GC)
Form:
liquid
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Quality Segment

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.)

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
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

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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