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394467

Sigma-Aldrich

Morpholine

purified by redistillation, ≥99.5%

Synonym(s):

Tetrahydro-1,4-oxazine

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About This Item

Empirical Formula (Hill Notation):
C4H9NO
CAS Number:
110-91-8
Molecular Weight:
87.12
Beilstein/REAXYS Number:
102549
EC Number:
203-815-1
MDL number:
MFCD00005972
UNSPSC Code:
12352100
PubChem Substance ID:
24864597
NACRES:
NA.22

vapor density

3 (vs air)

Quality Level

200

vapor pressure

31 mmHg ( 38 °C)
7 mmHg ( 20 °C)

assay

≥99.5%

form

liquid

autoignition temp.

590 °F

purified by

redistillation

expl. lim.

10.8 %

refractive index

n20/D 1.454 (lit.)

bp

129 °C (lit.)
129 °C

mp

−7-−5 °C (lit.)

solubility

water: miscible

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 is a heterocyclic secondary amine. It is formed by the condensation of diethanolamine and sulfuric acid. Its IR spectra and Raman spectra at -180°C has been recorded. The crystal structure of morpholine has been determined at 150K. The microwave spectra of morpholine within the 8 to 40GHz region have been investigated. Ascorbate anion and glutathione have been reported to inhibit the aqueous reaction between nitrogen dioxide and morpholine. Conformational studies by Raman spectroscopy and theoretical calculations suggest that equatorial chair conformation of morpholine predominates in the pure liquid state. Degradation of morpholine using Mycobacterium sp. strain RP1 has been proposed.

Application

Morpholine is suitable for use as a test compound in the study of morpholine biodegradation by Mycobacterium strains.
It may be used in the following studies:
  • As a reactant in the synthesis of 1,3-dihydro-1-hydroxy-3-morpholin-4-yl-2,1-benzoxaborole by reacting with o-formylphenylboronic acid.
  • As a corrosion inhibitor and to maintain basic pH in boiler feed water.
  • As a reactant in the bis(β-ketoenolates)nickel(II) adducts of morpholine.
  • As one of the reagent used in the colorimetric quantitative determination of C-2 unsubstituted phenothiazine derivatives.
  • As a reactant in the quantitative determination of α,β-unsaturated compounds.

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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

wgk_germany

WGK 1

flash_point_f

closed cup

flash_point_c

closed cup

ppe

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

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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MORPHOLINE HYDROCHLORIDE AldrichCPR

S683396

MORPHOLINE HYDROCHLORIDE

S R el-Shabouri et al.
Journal - Association of Official Analytical Chemists, 69(5), 821-824 (1986-09-01)
A colorimetric method for quantitative determination of 6 C-2 unsubstituted phenothiazine derivatives is described. The method is based on reaction of phenothiazine derivative with morpholine and N-bromosuccinimide reagents in aqueous methanol at 60 degrees C to produce a blue color.
P Poupin et al.
Applied and environmental microbiology, 64(1), 159-165 (1998-01-22)
A Mycobacterium strain (RP1) was isolated from a contaminated activated sludge collected in a wastewater treatment unit of a chemical plant. It was capable of utilizing morpholine and other heterocyclic compounds, such as pyrrolidine and piperidine, as the sole source
Adducts of Piperidine, Piperazine, Methylpiperazine, and Morpholine with Bis (β-Ketoenolates) of Nickel (II).
Marcotrigiano G,et al.
Canadian Journal of Chemistry, 50(16), 2557-2560 (1972)
The vibrational spectra of piperidine and morpholine and their N-deuterated analogs.
Vedal D, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 32(4), 877-890 (1976)
Determination of Alpha, Beta-Unsaturated Compouds by Reaction with Morpholine
Critchfield FE, et al.
Analytical Chemistry, 28(1), 76-79 (1956)
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