Showing Compound Morpholine (FDB008207)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:58 UTC

Update date

2020-02-24 19:10:50 UTC

Primary ID

FDB008207

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Morpholine

Description

Permitted (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 Number

110-91-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
1,4-Oxazinane	ChEBI
1-Oxa-4-azacyclohexane	ChEBI
2H-1,4-Oxazine, tetrahydro-	biospider
4H-1,4-Oxazine, tetrahydro-	biospider
C4H9NO	HMDB
Diethylene imidoxide	ChEBI
Diethylene oximide	ChEBI
Diethyleneimide oxide	HMDB
Diethylenimide oxide	ChEBI
Drewamine	HMDB

Showing 1 to 10 of 39 entries

Predicted Properties

Property	Value	Source
Water Solubility	691 g/L	ALOGPS
logP	-0.75	ALOGPS
logP	-0.41	ChemAxon
logS	0.9	ALOGPS
pKa (Strongest Basic)	8.51	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	21.26 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	23.77 m³·mol⁻¹	ChemAxon
Polarizability	9.47 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C4H9NO

IUPAC name

morpholine

InChI Identifier

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

InChI Key

YNAVUWVOSKDBBP-UHFFFAOYSA-N

Isomeric SMILES

C1COCCN1

Average Molecular Weight

87.1204

Monoisotopic Molecular Weight

87.068413915

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxazinanes

Sub Class

Morpholines

Direct Parent

Morpholines

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 Framework

Aliphatic heteromonocyclic compounds

External Descriptors

morpholines (CHEBI:34856 )
saturated organic heteromonocyclic parent (CHEBI:34856 )

Ontology

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Pharmaceutical industry:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp6 20°	DFC
Charge	Not Available
Density	d204 1	DFC
Experimental logP	-0.86	HANSCH,C ET AL. (1995)
Experimental pKa	pKa 8.49 (25°)	DFC
Experimental Water Solubility	1000 mg/mL	RIDDICK,JA et al. (1986)
Isoelectric point	Not Available
Mass Composition	C 55.15%; H 10.41%; N 16.08%; O 18.36%	DFC
Melting Point	Mp -4.9°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Morpholine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-002f-9000000000-b65c7b581aaa4676519a	Spectrum
Predicted GC-MS	Morpholine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000i-9000000000-ef7788592c659129990d	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000i-9000000000-fa3afe36b2df6e4593fb	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-58e574ab622956c50395	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9000000000-e73f2477ce8fb7939c1b	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4m-9000000000-38096611fa99000759d3	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-d26d9243d18f362a37a8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9000000000-4fc73f256c5e047e2f41	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-195f05bda7c7e90b6f9f	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-9000000000-720381717a40ec4180f3	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000l-9000000000-a109f0a2ec47901be6f1	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-d8d1e2618dc14d43ea12	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-9000000000-77ccc2ec4dc634a6847e	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-9c16c25e0ab0509c283c	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-0be19b7c3230f2ff7121	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

13837537

ChEMBL ID

Not Available

KEGG Compound ID

C14452

Pubchem Compound ID

8083

Pubchem Substance ID

Not Available

ChEBI ID

34856

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31581

CRC / DFC (Dictionary of Food Compounds) ID

DDN10-P:DDN10-P

EAFUS ID

2605

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Morpholine

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Grape wine	0.07000 - 0.07000 mg/L	0.07000 mg/L	Ough, CS. (1984) Volatile nitrogen compounds in fermented beverages. In: Nykänen, L. & Lehtonen, P., eds, Flavour Research of Alcoholic Beverages, Vol. 3, Instrumental and Sensory Analysis, Helsinki, Foundation for Biotechnical and Industrial Fermentation Research, pp. 199-225

Showing 1 to 1 of 1 entries

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available