Specifications
- Purity
- ≥98% (GC)
- Appearance
- Colorless to very dark yellow liquid
- Identity
- 1H-NMR
Properties
- Solvents
- Soluble in chloroform.
- Boiling Point
- 72-73 °C/0.7 mmHg (lit.)
- Refractive Index
- n20/D 1.469
- Density
- 1.017 g/ml at 20 °C (lit.)
Category: Building Blocks, Intermediates, Reagents
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).
Synonyms | 4-(2-Isocyanoethyl)morpholine, MEI |
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Purity | ≥98% (GC) |
Appearance | Colorless to very dark yellow liquid |
CAS-Number | 78375-48-1 |
Molecular Formula | C7H12N2O |
Molecular Weight | 140.18 |
Identity | 1H-NMR |
Solvents | Soluble in chloroform. |
Boiling Point | 72-73 °C/0.7 mmHg (lit.) |
Refractive Index | n20/D 1.469 |
Density | 1.017 g/ml at 20 °C (lit.) |
Smiles | [C-]#[N+]CCN1CCOCC1 |
InChi Key | MFRZPLYKVDHOSN-UHFFFAOYSA-N |
Shipping | BLUE ICE |
Short Term Storage | -20°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Hazard statements | H301 + H311 + H331 – H315 – H319 – H335 |
Precautionary statements | P261 – P280 – P301 + P310 – P302 + P352 + P312 – P304 + P340 + P311 – P305 + P351 + P338 |
GHS Symbol | GHS06 |
Signal word | Danger |
RIDADR | UN2810 |
Transportation | Packing Group III |
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) |
Quantity | 10 ml, 25 ml |