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Key Documents

134236

Sigma-Aldrich

Morpholine

ReagentPlus®, ≥99%

Synonym(s):

Tetrahydro-1,4-oxazine

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About This Item

Empirical Formula (Hill Notation):
C4H9NO
CAS Number:
Molecular Weight:
87.12
Beilstein:
102549
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39162409
PubChem Substance ID:
NACRES:
NA.21

vapor density

3 (vs air)

Quality Level

vapor pressure

31 mmHg ( 38 °C)
7 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

≥99%

form

liquid

autoignition temp.

590 °F

expl. lim.

10.8 %

refractive index

n20/D 1.454 (lit.)

bp

129 °C (lit.)

mp

−7-−5 °C (lit.)

density

0.996 g/mL at 25 °C (lit.)

SMILES string

C1COCCN1

InChI

1S/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2

InChI key

YNAVUWVOSKDBBP-UHFFFAOYSA-N

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General description

Morpholine can be obtained, via degradation of N-methylmorpholine N-oxide (NMMO) during fiber production.

Morpholine is a cyclic amine that serves as a solvent, corrosion inhibitor, and chemical intermediate.

Application

Morpholine can be used as a buffer component in the separation of peptides and pathogenic lipopolysaccharides during on-line chromatographic preconcentration coupled to capillary zone electrophoresis–electrospray mass spectrometry (cPC–CZE–ES-MS) analysis from colony isolates.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Repr. 2 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

87.8 °F - closed cup

Flash Point(C)

31 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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"Determination of morpholine and N-methylmorpholine formed as degradation products in cellulose fiber production by capillary isotachophoresis"
Widhalm A and Kenndler E
Analytical Chemistry, 63(06), 645-648 (1991)
Flow injection analysis with amperometric detection for morpholine determination in corrosion inhibitors
Oliveira SMD, et al.
Journal of the Brazilian Chemical Society, 25, 1399-1406 (2014)
"Development of an on-line preconcentration method for the analysis of pathogenic lipopolysaccharides using capillary electrophoresis?electrospray mass spectrometry: Application to small colony isolates1NRCC No.: 39585.1"
Li.J, et al.
Journal of Chromatography A, 817(01), 325-336 (1998)
Nickel-catalyzed amination of aryl sulfamates.
Stephen D Ramgren et al.
Angewandte Chemie (International ed. in English), 50(9), 2171-2173 (2011-02-24)
Jan Bornholdt et al.
The Journal of organic chemistry, 75(21), 7454-7457 (2010-10-01)
Enantiopure 3-substituted morpholines were assembled through ring-opening of a N-2-benzothiazolesulfonyl (Bts) activated aziridine with organocuprates followed by a ring annulation reaction with a vinylsulfonium salt under microwave conditions. Deprotection of the N-Bts group proceeds under very mild conditions with 2-mercaptoacetic

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