Skip to Content
Merck
CN

69893

2-Morpholinoethyl isocyanide

≥98.0% (GC)

Synonym(s):

4-(2-Isocyanoethyl)morpholine, MEI

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C7H12N2O
CAS Number:
Molecular Weight:
140.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4666990
Assay:
≥98.0% (GC)
Form:
liquid
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


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

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



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library



Nature, 578(7793), 82-93 (2020-02-07)
Cancer is driven by genetic change, and the advent of massively parallel sequencing has enabled systematic documentation of this variation at the whole-genome scale1-3. Here we report the integrative analysis of 2,658 whole-cancer genomes and their matching normal tissues across 38
J.-L. Fauchere
Helvetica Chimica Acta, 68, 770-770 (1985)
New and Easily Accessible Nitrogen Acyclic Gold (I) Carbenes: Structure and Application in the Gold-Catalyzed Phenol Synthesis as well as the Hydration of Alkynes.
Hashmi ASK, et al.
Advanced Synthesis & Catalysis, 352(8), 1315-1337 (2010)



Global Trade Item Number

SKUGTIN
69893-50ML04061838136435
69893-10ML04061832794808