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394467 Sigma-Aldrich

Morpholine

purified by redistillation, ≥99.5%

Synonym: Tetrahydro-1,4-oxazine

  • CAS Number 110-91-8

  • Empirical Formula (Hill Notation) C4H9NO

  • Molecular Weight 87.12

  •  Beilstein/REAXYS Number 102549

  •  EC Number 203-815-1

  •  MDL number MFCD00005972

  •  PubChem Substance ID 24864597

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C4 to C10, Chemical Synthesis, Chemicals for the synthesis of candidate COVID-19 treatments, Cobicistat,
Quality Level   200
vapor density   3 (vs air)
vapor pressure   31 mmHg ( 38 °C)
  7 mmHg ( 20 °C)
assay   ≥99.5%
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

Description

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.

Packaging

100 mL in Sure/Seal™

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
RIDADR 
UN 2054 3(8) / PGI
WGK Germany 
WGK 1
RTECS 
QD6475000
Flash Point(F) 
89.6 °F - closed cup
Flash Point(C) 
32 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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