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480657

Sigma-Aldrich

4-Morpholinopyridine

97%

Synonym(s):

4-(4-Morpholinyl)pyridine, 4-(4-Pyridinyl)morpholine, N-(4-Pyridinyl)morpholine

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About This Item

Empirical Formula (Hill Notation):
C9H12N2O
CAS Number:
2767-91-1
Molecular Weight:
164.20
MDL number:
MFCD00704054
UNSPSC Code:
12352100
PubChem Substance ID:
24871704
NACRES:
NA.22

Quality Level

200

assay

97%

form

solid

mp

102-108 °C (lit.)

SMILES string

C1CN(CCO1)c2ccncc2

InChI

1S/C9H12N2O/c1-3-10-4-2-9(1)11-5-7-12-8-6-11/h1-4H,5-8H2

InChI key

QJWQYVJVCXMTJP-UHFFFAOYSA-N

Related Categories

General description

4-Morpholinopyridine (MORP) can be synthesized by the reduction of its 1-oxide. It undergoes morpholine ring contraction on reacting with trimethylsilylmethyllithium (TMSCH2Li).

Application

4-Morpholinopyridine may be used in the synthesis of 1-alkyl-4-morpholinopyridinium halides. It may also be used as a secondary enhancer to improve the chemiluminescence of horseradish peroxidase (HRP) catalyzed oxidation of luminol.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Xiaoqi Tao et al.
Luminescence : the journal of biological and chemical luminescence, 29(4), 301-306 (2013-06-21)
In this study, a high sensitivity chemiluminescence enzyme immunoassay (CLEIA) based on novel enhancers was developed. Under optimal conditions, we developed an enhanced chemiluminescence reaction (ECR) catalyzed by horseradish peroxidase (HRP-C) in the presence of 3-(10'-phenothiazinyl) propane-1-sulfonate (SPTZ) and 4-morpholinopyridine
Concomitant morpholine ring contraction and pyridine lithiation in 4-morpholinopyridine: straightforward access to N-pyridyl oxazolidines.
Gros PC, et al.
Tetrahedron Letters, 49(32), 4717-4719 (2008)
1-Alkyl-4-dialkylaminopyridinium halides as phase-transfer catalysts in dichlorocarbene reactions.
Kupetis GK, et al.
Monatshefte fur Chemie / Chemical Monthly, 133(3), 313-321 (2002)
Huijuan Yang et al.
Analytical biochemistry, 581, 113336-113336 (2019-06-16)
Enzyme labeling of an antigen or an antibody helps to visualize and amplify the signal and is an important reagent used in immunoassays for the detection of a target of interest. In this research, soybean peroxidase (SBP), a less commonly
Fairoz Algaar et al.
Analytical chemistry, 87(16), 8394-8398 (2015-07-08)
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