Chemodex

2-Morpholinoethyl isocyanide

CHF 168.00
In stock
CDX-M0701-L01010 mlCHF 168.00
CDX-M0701-L02525 mlCHF 335.00
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Product Details
Synonyms 4-(2-Isocyanoethyl)morpholine; MEI
Product Type Chemical
Properties
Formula C7H12N2O
MW 140.18
CAS 78375-48-1
Source/Host Chemicals Synthetic
Purity Chemicals ≥98% (GC)
Appearance Colorless to very dark yellow liquid.
Solubility Soluble in chloroform.
Identity Determined by 1H-NMR.
Declaration Manufactured by Chemodex.
Other Product Data

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InChi Key MFRZPLYKVDHOSN-UHFFFAOYSA-N
Smiles [C-]#[N+]CCN1CCOCC1
Shipping and Handling
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.
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Product Specification Sheet
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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).

Product 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)

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