348295

Sigma-Aldrich

4-Morpholinecarbonyl chloride

98%

Empirical Formula (Hill Notation):
C5H8ClNO2
CAS Number:
Molecular Weight:
149.58
Beilstein/REAXYS Number:
116257
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

98%

refractive index

n20/D 1.498 (lit.)

bp

137-138 °C/33 mmHg (lit.)

density

1.282 g/mL at 25 °C (lit.)

SMILES string

ClC(=O)N1CCOCC1

InChI

1S/C5H8ClNO2/c6-5(8)7-1-3-9-4-2-7/h1-4H2

InChI key

XMWFMEYDRNJSOO-UHFFFAOYSA-N

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General description

4-Morpholinecarbonyl chloride is a photographic intermediate. Rates of solvolysis of 4-morpholinecarbonyl chloride with N-alkyl group in aqueous binary solvents of acetone, ethanol, methanol, methanol-d, 2,2,2-trifluoroethanol, pure water and D2O has been determined. Preparation of 4-morpholinecarbonyl chloride has been reported.

Application

4-Morpholinecarbonyl chloride may be used in the preparation of a versatile fluorogenic label for biomolecular imaging. It may be used in the synthesis of:
  • morpholine-4-carboxylic acid [4-(2,4-dimethylphenyl)thiazol-2-yl]amide
  • morpholine-4-carboxylic acid [4-(2,4,6-trimethylphenyl)thiazol-2-yl]amide
  • 2-isopropyl-6-methylpyrimidin-4-yl morpholine-4-carboxylate

Packaging

25, 100 g in glass bottle

Pictograms

Exclamation markHealth hazard

Signal Word

Warning

Hazard Statements

Supp Hazards

EUH014

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3265 8 / PGII

WGK Germany

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Correlation of the rates of solvolysis of 4-morpholinecarbonyl chloride using the extended Grunwald-Winstein equation.
Kim R, et al.
Bull. Korean Chem. Soc., 31(7), 1963-1963 (2010)
Xiao-Long Qiu et al.
Journal of medicinal chemistry, 52(6), 1757-1767 (2009-02-27)
High expression in cancer 1 (Hec1) is an oncogene overly expressed in many human cancers. Small molecule inhibitor of Nek2/Hec1 (INH) targeting the Hec1 and its regulator, Nek2, in the mitotic pathway, was identified to inactivate Hec1/Nek2 function mediated by...
Synthesis and antifungal activities of some novel pyrimidine derivatives.
Sun L, et al.
Molecules (Basel), 16(7), 5618-5628 (2011)
Luke D Lavis et al.
ACS chemical biology, 1(4), 252-260 (2006-12-14)
Traditional small-molecule fluorophores are always fluorescent. This attribute can obscure valuable information in biological experiments. Here, we report on a versatile "latent" fluorophore that overcomes this limitation. At the core of the latent fluorophore is a derivative of rhodamine in...

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