Record Information
Version1.0
Creation date2010-04-08 22:07:58 UTC
Update date2020-02-24 19:10:50 UTC
Primary IDFDB008207
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMorpholine
DescriptionPermitted (FDA) in edible coatings for fruit and vegetables. Food contaminant arising from its use as a boiler water additive Morpholine is a common additive, in ppm concentrations, for pH adjustment in both fossil fuel and nuclear power plant steam systems. Morpholine is used because its volatility is about the same as water, so once it is added to the water, its concentration becomes distributed rather evenly in both the water and steam phases. Its pH adjusting qualities then become distributed throughout the steam plant to provide corrosion protection. Morpholine is often used in conjunction with low concentrations of hydrazine or ammonia to provide a comprehensive all-volatile treatment chemistry for corrosion protection for the steam systems of such plants. Morpholine decomposes reasonably slowly in the absence of oxygen even at the high temperatures and pressures in these steam systems.; Morpholine is an organic chemical compound having the chemical formula O(CH2CH2)2NH. This heterocycle, pictured at right, features both amine and ether functional groups. Because of the amine, morpholine is a base; its conjugate acid is called morpholinium. For example, when morpholine is neutralized by hydrochloric acid, one obtains the salt morpholinium chloride.; Morpholine is widely used in organic synthesis. For example, it is a building block in the preparation of the antibiotic linezolid and the anticancer agent gefitinib (Iressa).
CAS Number110-91-8
Structure
Thumb
Synonyms
SynonymSource
1,4-OxazinaneChEBI
1-Oxa-4-azacyclohexaneChEBI
Diethylene imidoxideChEBI
Diethylene oximideChEBI
Diethylenimide oxideChEBI
Tetrahydro-1,4-oxazineChEBI
Tetrahydro-p-oxazineChEBI
C4H9NOHMDB
Diethyleneimide oxideHMDB
DrewamineHMDB
Morpholine ON rasta resinHMDB
Morpholine, 4-soya alkyl derivs.HMDB
Morpholine, practHMDB
Morpholine,reagHMDB
tetrahydro-1, 4-IsoxazineHMDB
tetrahydro-1,4-IsoxazineHMDB
tetrahydro-2H-1,4-OxazineHMDB
tetrahydro-4H-1,4-OxazineHMDB
tetrahydro-4H-1-4-OxazineHMDB
tetrahydro-P-IsoxazineHMDB
tetryhydro-2H-1,4-OxazineHMDB
Morpholine hydroiodideMeSH
Morpholine phosphateMeSH
Morpholine phosphate (3:1)MeSH
Morpholine sulfite (1:1)MeSH
Morpholine phosphonate (1:1)MeSH
Morpholine hydrochlorideMeSH
2H-1,4-Oxazine, tetrahydro-biospider
4H-1,4-Oxazine, tetrahydro-biospider
Morpholine [UN2054] [Flammable liquid]biospider
Morpholine on rasta resinbiospider
P-isoxazine, tetrahydro-biospider
Tetrahydro-1, 4-isoxazinebiospider
Tetrahydro-1,4-isoxazinebiospider
Tetrahydro-2H-1,4-oxazinebiospider
Tetrahydro-4H-1-4-oxazinebiospider
Tetrahydro-4H-1,4-oxazineHMDB
Tetrahydro-P-isoxazineHMDB
Tetryhydro-2H-1,4-oxazinebiospider
Predicted Properties
PropertyValueSource
Water Solubility691 g/LALOGPS
logP-0.75ALOGPS
logP-0.41ChemAxon
logS0.9ALOGPS
pKa (Strongest Basic)8.51ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area21.26 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity23.77 m³·mol⁻¹ChemAxon
Polarizability9.47 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC4H9NO
IUPAC namemorpholine
InChI IdentifierInChI=1S/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2
InChI KeyYNAVUWVOSKDBBP-UHFFFAOYSA-N
Isomeric SMILESC1COCCN1
Average Molecular Weight87.1204
Monoisotopic Molecular Weight87.068413915
Classification
Description Belongs to the class of organic compounds known as morpholines. These are organic compounds containing a morpholine moiety, which consists of a six-member aliphatic saturated ring with the formula C4H9NO, where the oxygen and nitrogen atoms lie at positions 1 and 4, respectively.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassOxazinanes
Sub ClassMorpholines
Direct ParentMorpholines
Alternative Parents
Substituents
  • Morpholine
  • Oxacycle
  • Azacycle
  • Secondary amine
  • Ether
  • Secondary aliphatic amine
  • Dialkyl ether
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 55.15%; H 10.41%; N 16.08%; O 18.36%DFC
Melting PointMp -4.9°DFC
Boiling PointBp6 20°DFC
Experimental Water Solubility1000 mg/mLRIDDICK,JA et al. (1986)
Experimental logP-0.86HANSCH,C ET AL. (1995)
Experimental pKapKa 8.49 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd204 1DFC
Refractive Indexn20D 1.4545DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMorpholine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002f-9000000000-b65c7b581aaa4676519aSpectrum
Predicted GC-MSMorpholine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-000i-9000000000-ef7788592c659129990d2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-000i-9000000000-fa3afe36b2df6e4593fb2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-9000000000-58e574ab622956c503952016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-9000000000-e73f2477ce8fb7939c1b2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4m-9000000000-38096611fa99000759d32016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-d26d9243d18f362a37a82016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-9000000000-4fc73f256c5e047e2f412016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-195f05bda7c7e90b6f9f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-9000000000-720381717a40ec4180f32021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000l-9000000000-a109f0a2ec47901be6f12021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-d8d1e2618dc14d43ea122021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-9000000000-77ccc2ec4dc634a6847e2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-9c16c25e0ab0509c283c2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9000000000-0be19b7c3230f2ff71212021-09-25View Spectrum
NMRNot Available
ChemSpider ID13837537
ChEMBL IDNot Available
KEGG Compound IDC14452
Pubchem Compound ID8083
Pubchem Substance IDNot Available
ChEBI ID34856
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31581
CRC / DFC (Dictionary of Food Compounds) IDDDN10-P:DDN10-P
EAFUS ID2605
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDMorpholine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference