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348295

Sigma-Aldrich

4-Morpholinecarbonyl chloride

98%

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About This Item

Empirical Formula (Hill Notation):
C5H8ClNO2
CAS Number:
Molecular Weight:
149.58
Beilstein:
116257
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

liquid

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

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2

Supplementary Hazards

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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