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480657

4-Morpholinopyridine

97%

Synonym(s):

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

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5 G

$143.00

$143.00

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About This Item

Empirical Formula (Hill Notation):
C9H12N2O
CAS Number:
2767-91-1
Molecular Weight:
164.20
NACRES:
NA.22
PubChem Substance ID:
24871704
UNSPSC Code:
12352100
MDL number:
MFCD00704054
Assay:
97%
Form:
solid

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InChI key

QJWQYVJVCXMTJP-UHFFFAOYSA-N

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

assay

97%

form

solid

mp

102-108 °C (lit.)

functional group

ether

Quality Level

200

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This Item
558958494011510440
4-Morpholinopyridine 97%

Sigma-Aldrich

480657

4-Morpholinopyridine

4-Chlorobenzyl bromide 97%

Sigma-Aldrich

558958

4-Chlorobenzyl bromide

(4-Bromophenylethynyl)trimethylsilane 98%

Sigma-Aldrich

494011

(4-Bromophenylethynyl)trimethylsilane

4-Cyanobenzophenone 97%

Sigma-Aldrich

510440

4-Cyanobenzophenone

assay

97%

assay

97%

assay

98%

assay

97%

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

100

form

solid

form

solid

form

-

form

-

mp

102-108 °C (lit.)

mp

48-52 °C (lit.)

mp

61-63 °C (lit.)

mp

110-114 °C (lit.)

functional group

ether

functional group

bromo, chloro

functional group

bromo

functional group

ketone, nitrile, phenyl

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.[1]

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW9614
MKCW2853
MKCV2461
MKCN3366
MKCM6688

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Oleg L Bodulev et al.
Analytical and bioanalytical chemistry, 412(21), 5105-5111 (2020-01-29)
Nowadays, considerable efforts are focused on advancing DNA detection methods, which are extremely important in clinical diagnostics, pathogen determination, gene therapy, and forensic analysis. A one-pot sensitive microplate-based chemiluminescent assay coupled with catalytic hairpin assembly (CHA) amplification for detection of
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)
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)
Anton M Solovjev et al.
Talanta, 215, 120895-120895 (2020-04-22)
Sensitive microplate-based chemiluminescent assay coupled with isothermal circular strand-displacement polymerization reaction (ICSDPR) for DNA detection was developed. The assay sensitivity was improved using a triple amplification strategy based on employment of ICSDPR, streptavidin-polyperoxidase conjugate and an enhanced chemiluminescent reaction. To
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
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