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Sigma-Aldrich

4-Morpholinecarbonyl chloride

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25 G
$89.50

About This Item

Empirical Formula (Hill Notation):
C5H8ClNO2
CAS Number:
15159-40-7
Molecular Weight:
149.58
Beilstein/REAXYS Number:
116257
EC Number:
239-213-0
MDL number:
MFCD00037053
UNSPSC Code:
12352100
PubChem Substance ID:
24861562
NACRES:
NA.22

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In StockDetails

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Quality Level

200

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.)

functional group

chloro
ether

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.[1] Preparation of 4-morpholinecarbonyl chloride has been reported.[2]

Application

4-Morpholinecarbonyl chloride may be used in the preparation of a versatile fluorogenic label for biomolecular imaging.[3] It may be used in the synthesis of:
  • morpholine-4-carboxylic acid [4-(2,4-dimethylphenyl)thiazol-2-yl]amide[4]
  • morpholine-4-carboxylic acid [4-(2,4,6-trimethylphenyl)thiazol-2-yl]amide[4]
  • 2-isopropyl-6-methylpyrimidin-4-yl morpholine-4-carboxylate[2]

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

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

supp_hazards

EUH014

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKBT5329V
MKBT5328V
MKBN7162V
MKBG8198V
MKBG0850V

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Synthesis and antifungal activities of some novel pyrimidine derivatives.
Sun L, et al.
Molecules (Basel), 16(7), 5618-5628 (2011)
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)
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
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

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