2-Morpholinoethyl isocyanide
| Code | Size | Price |
|---|
| CDX-M0701-L010 | 10 ml | £161.00 |
Quantity:
| CDX-M0701-L025 | 25 ml | £312.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
BI
Storage:
Short term: -20°C, Long term: -20°C
Documents
Further Information
Alternate Names/Synonyms:
4-(2-Isocyanoethyl)morpholine; MEI
Appearance:
Colorless to very dark yellow liquid.
CAS:
78375-48-1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06
Handling Advice:
Protect from light and moisture.
Hazards:
H301 + H311 + H331 - H315 - H319 - H335
InChi:
InChI=1S/C7H12N2O/c1-8-2-3-9-4-6-10-7-5-9/h2-7H2
InChiKey:
MFRZPLYKVDHOSN-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 78375-48-1. Formula: C7H12N2O. MW: BD9837. 2-Morpholinoethyl isocyanide is a buildig block and intermediate for organic synthesis. The principal synthetic application of 2-morpholinoethyl isocyanide is as a coupling reagent of amino acids to yield peptides. It is a potent coupling reagent for peptide synthesis giving higher yields and less racemization than DCCI. It also reacts with aldehydes or ketones to yield amides, with acids to yield imidazolinium salts, and has been used as a ligand in spectroscopic studies to examine shielding effects. 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. It can also be used as a ligand in bis-cyclometalated iridium complexes for the organic light emitting diodes (OLEDs).
MDL:
MFCD00040506
Molecular Formula:
C7H12N2O
Molecular Weight:
140.18
Package Type:
Vial
PG:
III
Precautions:
P261 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338
Product Description:
2-Morpholinoethyl isocyanide is a buildig block and intermediate for organic synthesis. The principal synthetic application of 2-morpholinoethyl isocyanide is as a coupling reagent of amino acids to yield peptides. It is a potent coupling reagent for peptide synthesis giving higher yields and less racemization than DCCI. It also reacts with aldehydes or ketones to yield amides, with acids to yield imidazolinium salts, and has been used as a ligand in spectroscopic studies to examine shielding effects. 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. It can also be used as a ligand in bis-cyclometalated iridium complexes for the organic light emitting diodes (OLEDs).
Purity:
>98% (GC)
Signal Word:
Danger
SMILES:
[C-]#[N+]CCN1CCOCC1
Solubility Chemicals:
Soluble in chloroform.
Source / Host:
Synthetic
Transportation:
Excepted Quantity
UN Nummer:
UN2810
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
References
(1) A.M.L. Hoel & J. Nielsen; Tetrahedr. Lett. 40, 3941 (1999) | (2) K. Dedeian, et al.; Inorg. Chem. 46, 1603 (2007) | (3) A.T. Khan, et al.; Tetrahedr. Lett. 53, 2211 (2012) | (4) H. Osborn & J.F. Schneider; Encyclopedia of Reagents for Organic Synthesis (EROS) (2012) | (5) A. Sagirli, et al.; Tetrahedr. 69, 69 (2013) | (6) A. Sehlinger, et al.; Polym. Chem. 6, 3828 (2015) | (7) M. Hartweg, et al.; Polym. Chem. 9, 482 (2018) | (8) H.W. Liang, et al.; Angew. Chem. Int. Ed. Engl. 57, 5720 (2018) | (9) M.D. Ambule, et al.; Chem. Commun. 55, 10872 (2019)