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Morpholine

Athanor · official

C4H9NO · 87.12 g/mol

Also called tetrahydro-1,4-oxazine, diethylene oximide

Open in Athanor
The structure of Morpholine
Drawn from its SMILES with RDKit331
FlammableCorrosiveHarmful or irritantDangerFlammable liquid and vapor · Harmful if swallowed · Harmful in contact with skin · Causes severe skin burns and eye damage · Harmful if inhaled

Names and identifiers

IUPAC name
morpholine
Synonyms
tetrahydro-1,4-oxazine, diethylene oximide, 1-Oxa-4-azacyclohexane
+ 36 more

Diethylene oximide, Tetrahydro-1,4-oxazine, Diethylenimide oxide, Diethyleneimide oxide, Diethylene imidoxide, Drewamine, Tetrahydro-2H-1,4-oxazine, Tetrahydro-p-oxazine, p-Isoxazine, tetrahydro-, Tetrahydro-1,4-isoxazine, BASF 238, 2H-1,4-Oxazine, tetrahydro-, 4H-1,4-Oxazine, tetrahydro-, DTXSID2025688, 8B2ZCK305O, NSC-9376, DTXCID305688, CHEBI:34856, RefChem:6042, 203-815-1, C4H9NO, NSC 9376, MORPHOLINE,REAG, MORPHOLINE, PRACT, MFCD00005972, Tetrahydro-4H-1-4-oxazine, morpholin, Caswell No. 584, CAS-110-91-8, CCRIS 2482, HSDB 102, Tetrahydro-p-isoxazine, EINECS 203-815-1, UN2054, Molsidomine EP Impurity E, EPA Pesticide Chemical Code 054701

Molecular formula
C4H9NO
Empirical formula
C4H9NO
Molecular weight
87.12 g/mol
Exact mass
87.06841
CAS number
110-91-8
PubChem CID
8083
Canonical SMILES
C1COCCN1
Isomeric SMILES
C1COCCN1
InChI
InChI=1S/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2
InChIKey
YNAVUWVOSKDBBP-UHFFFAOYSA-N
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Physical properties

TemperaturePressureDensity
Appearance
Colorless liquid[6]
7 values

From Hazardous Substances Data Bank (HSDB), the most authoritative source here.

ValueAs writtenSource
–Morpholine appears as a colorless liquid with a fishlike odor. Flash point 100 °F. Corrosive to tissue. Less dense than water and soluble in water. Vapors heavier than air. Used to make other chemicals, as a corrosion inhibitor, and in detergents.[1] CAMEO Chemicals
–Liquid[2] EPA Chemical Data Reporting (CDR)
–COLOURLESS HYGROSCOPIC LIQUID WITH CHARACTERISTIC ODOUR.[3] ILO-WHO International Chemical Safety Cards (ICSCs)
–Colorless liquid with a weak, ammonia- or fish-like odor.[4] Occupational Safety and Health Administration (OSHA)
–Colorless liquid with a weak, ammonia- or fish-like odor. [Note: A solid below 23 °F.][5] The National Institute for Occupational Safety and Health (NIOSH)
–shownColorless liquid[6] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 863
–Colorless liquid [Note: A solid below 23 degrees F].[6] Hazardous Substances Data Bank (HSDB)cites NIOSH. NIOSH Pocket Guide to Chemical Hazards & Other Databases CD-ROM. Department of Health & Human Services, Centers for Disease Prevention & Control. National Institute for Occupational Safety & Health. DHHS (NIOSH) Publication No. 2005-151 (2005)
Odor
Penetrating[6]
2 values

From Hazardous Substances Data Bank (HSDB), the most authoritative source here.

ValueAs writtenSource
–shownPenetrating[6] Hazardous Substances Data Bank (HSDB)cites International Labour Office. Encyclopedia of Occupational Health and Safety. Vols. I&II. Geneva, Switzerland: International Labour Office, 1983., p. 1406
–Weak, ammonia- or fish-like odor[6] Hazardous Substances Data Bank (HSDB)cites NIOSH. NIOSH Pocket Guide to Chemical Hazards & Other Databases CD-ROM. Department of Health & Human Services, Centers for Disease Prevention & Control. National Institute for Occupational Safety & Health. DHHS (NIOSH) Publication No. 2005-151 (2005)
Melting point
-4.9 °C (23.2 °F, NTP 1992)[1]
5 values

5 of 5 sources agree on it (most common value).

ValueAs writtenSource
−4.9 °Cshown23.2 °F (NTP, 1992)[1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
−5 °C-5 °C[3] ILO-WHO International Chemical Safety Cards (ICSCs)
−4.9 °C23.2 °F[4] Occupational Safety and Health Administration (OSHA)
−4.9 °C-4.9 °C[7] PAC Chemical Database, U.S. Department of Energy
−5 °C23 °F[5] The National Institute for Occupational Safety and Health (NIOSH)
Boiling point
128.9 °C @760 [mmHg][7]
5 values

5 of 5 sources agree on it (most common value).

ValueAs writtenSource
129 °C264 °F at 760 mmHg (NTP, 1992)[1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
129 °C129 °C[3] ILO-WHO International Chemical Safety Cards (ICSCs)
129 °C264 °F[4] Occupational Safety and Health Administration (OSHA)
128.9 °Cshown128.9 °C @760 [mm Hg][7] PAC Chemical Database, U.S. Department of Energy
129 °C264 °F[5] The National Institute for Occupational Safety and Health (NIOSH)
Density
1.007 @ 20°C[7]
5 values

5 of 5 sources agree on it (most common value).

ValueAs writtenSource
–1 at 68 °F (USCG, 1999)[1] CAMEO Chemicalscites U.S. Coast Guard. 1999. Chemical Hazard Response Information System (CHRIS) - Hazardous Chemical Data. Commandant Instruction 16465.12C. Washington, D.C.: U.S. Government Printing Office.
–Relative density (water = 1): 1.0[3] ILO-WHO International Chemical Safety Cards (ICSCs)
–1.007[4] Occupational Safety and Health Administration (OSHA)
–shown1.007 @ 20°C[7] PAC Chemical Database, U.S. Department of Energy
–1.007[5] The National Institute for Occupational Safety and Health (NIOSH)

1 more value was reported but failed the checks (unreadable or out of range), so it is not shown.

Solubility in water
Solubility in water: miscible[3]
5 values

From ILO-WHO International Chemical Safety Cards (ICSCs), the most authoritative source here.

ValueAs writtenSource
–Soluble (NTP, 1992)[1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
–Solluble in organic solvents[6] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr.; Hawley's Condensed Chemical Dictionary 15th Edition. John Wiley & Sons, Inc. New York, NY 2007., p. 863
–In water, 1.00X10+6 mg/L /miscible/[6] Hazardous Substances Data Bank (HSDB)cites Riddick JA et al; Organic Solvents: Physical Properties and Methods of Purification. Techniques of Chemistry. 4th ed. New York, NY: Wiley-Interscience. Vol 2 p.1325 (1986)
–shownSolubility in water: miscible[3] ILO-WHO International Chemical Safety Cards (ICSCs)
–Miscible[5] The National Institute for Occupational Safety and Health (NIOSH)
log P
-0.86[3]
2 values

2 of 2 sources agree on it (most common value).

ValueAs writtenSource
–log Kow = -0.86[6] Hazardous Substances Data Bank (HSDB)cites Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 18
–shown-0.86[3] ILO-WHO International Chemical Safety Cards (ICSCs)
pKa
pKa = 8.49 (conjugate acid)[6]
Vapor pressure
10.1 mmHg at 25 °C[6]
4 values

2 of 4 sources agree on it (most common value).

ValueAs writtenSource
6.6 mmHg6.6 mmHg at 68 °F (NTP, 1992)[1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
10.1 mmHgshown10.1 mm Hg at 25 °C[6] Hazardous Substances Data Bank (HSDB)cites Riddick JA et al; Organic Solvents: Physical Properties and Methods of Purification. Techniques of Chemistry. 4th Ed. New York, NY: Wiley-Interscience. Vol 2 p.1325 (1986)
8 mmHgVapor pressure, kPa at 20 °C: 1.06[3] ILO-WHO International Chemical Safety Cards (ICSCs)
10.1 mmHg10.1 [mm Hg] @25 °C[7] PAC Chemical Database, U.S. Department of Energy

2 more values were reported but failed the checks (unreadable or out of range), so they are not shown.

Flash point
38 °C (100 °F, NTP 1992)[1]
4 values

2 of 4 sources agree on it (most common value).

ValueAs writtenSource
38 °Cshown100 °F (NTP, 1992)[1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.
35 °CAnhydrous: 35 °C (closed cup), 38 °C (open cup)[6] Hazardous Substances Data Bank (HSDB)cites WHO/Health and Safety Guide No. 92 for Morpholine (1995). Available from, as of May 14, 2010: https://www.inchem.org/pages/hsg.html
35 °C35 °C c.c.[3] ILO-WHO International Chemical Safety Cards (ICSCs)
37 °C98 °F (open cup)[4] Occupational Safety and Health Administration (OSHA)

2 more values were reported but failed the checks (unreadable or out of range), so they are not shown.

Autoignition temperature
310 °C[3]
3 values

3 of 3 sources agree on it (most common value).

ValueAs writtenSource
310 °C590 °F (USCG, 1999)[1] CAMEO Chemicalscites U.S. Coast Guard. 1999. Chemical Hazard Response Information System (CHRIS) - Hazardous Chemical Data. Commandant Instruction 16465.12C. Washington, D.C.: U.S. Government Printing Office.
310 °C310 °C (anhydrous)[6] Hazardous Substances Data Bank (HSDB)cites WHO/Health and Safety Guide No. 92 for Morpholine (1995). Available from, as of May 14, 2010: https://www.inchem.org/pages/hsg.html
310 °Cshown310 °C[3] ILO-WHO International Chemical Safety Cards (ICSCs)

Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.

Calculated

Heavy atoms
6
Rings
1
Aromatic rings
0
Fraction sp³ carbons (Fsp3)
1
H-bond donors
1
H-bond acceptors
2
Rotatable bonds
0
TPSA (Ų)
21.3
Formal charge
0
XLogP3
-0.9 PubChem
Complexity
34 PubChem
Stereocenters
None
Double-bond geometry
None specified
Point group
Cs of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C55.15%
  • H10.41%
  • N16.08%
  • O18.36%

Isotope pattern

100%87.0684.8%88.07189.073

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
-0.39 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-0.13 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.48 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 87.12
  • log P ≤ 5 (Crippen): -0.39
  • H-bond donors ≤ 5: 1
  • H-bond acceptors ≤ 10: 2

Passes all four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Danger

Harmonized EU classification (CLP Annex VI). Source [8].

  • Flammable
  • Corrosive
  • Harmful or irritant
331
NFPA 704[6]
  • H226Flammable liquid and vapor
  • H302Harmful if swallowed
  • H312Harmful in contact with skin
  • H314Causes severe skin burns and eye damage
  • H332Harmful if inhaled

Precautionary statements: P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P370+P378, P403+P235, P405, P501

View all classifications (2)
  • [8] Regulation (EC) No 1272/2008 of the European Parliament and of the Council · DangerH226, H302, H312, H314, H332
  • [9] European Chemicals Agency (ECHA) · 4,233 reports · DangerH290, H302+H312+H332, H302, H312, H318, H332, H411

Exposure limits

  • PEL-TWA (8-Hour Time Weighted Average): 20 ppm (70 mg/m³)[4]
  • PEL: TWA 20 ppm (70 mg/m3) [skin] See Appendix G[5]
  • REL-STEL (Short Term Exposure Limit): 30 ppm (105 mg/m³)[4]
  • REL: TWA 20 ppm (70 mg/m3) ST 30 ppm (105 mg/m3) [skin][5]
  • TLV: 20 ppm as TWA; (skin); A4 (not classifiable as a human carcinogen).[3]
  • TLV-TWA (Time Weighted Average): 20 ppm [1992][4]

First aid

  • Eyes: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. Immediately transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. Skin: Immediately flood affected skin with water while removing and isolating all contaminated clothing.[1]
  • General First Aid: · Call 911 or emergency medical service. · Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination. · Move victim to fresh air if it can be done safely. · Administer oxygen if breathing is difficult. · If victim is not breathing: -- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance. -- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped…[10]
  • (General first aid procedures) Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately. Skin: Water flush immediately - If this chemical contacts the skin, immediately flush the contaminated skin with water. If this chemical penetrates the clothing, immediately remove the clothing and flush the skin with water.[5]
  • Fresh air, rest. Half-upright position. Artificial respiration may be needed. Refer for medical attention.[3]

Storage

  • Fireproof. Separated from strong oxidants and acids. Dry.[3]
  • Before entering confined space where this chemical may be present, check to make sure that an explosive concentration does not exist. Morpholine must be stored to avoid contact with strong acids, such as nitric acid, and strong oxidizers, such as chlorine dioxide, bromine, nitrates, and permanganates, since violent reactions occur.[6]
  • Separate from oxidizing materials and acids. Store in a cool, dry, well ventilated location. Outside or detached storage is preferred. Inside storage should be in a standard flammable liquids storage warehouse, room, or cabinet.[6]
  • Morpholine should be protected from atmospheric moisture and carbon dioxide. As morpholine corrodes copper, aluminum, zinc, and galvanized surfaces, the compound should be stored in iron or steel containers, preferably located outdoors, above ground, and surrounded by dykes to contain spills or leaks.[6]

Incompatibilities

  • Violent reaction and fire may result when the product is mixed with oxidizing agents, such as perchlorates, nitrates, permanganates, chromates, nitric acid, halogens, peroxides, and some cleaning solutions containing acids.[6]
  • High-surface-area cellulose nitrate ignites spontaneously on contact with morpholine.[6]
  • Addition of bases or acids to nitromethane renders it susceptible to initiation by a detonator. These include ... Morpholine.[6]
  • Can react with oxidizing materials ... Mixtures with nitromethane are explosive. May ignite spontaneously in contact with cellulose nitrate of high surface area.[6]

Safety data sheets on the supplier’s page: Thermo Fisher Scientific, CATO Research Chemicals Inc., Chem-Space.com Database.

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]CAMEO Chemicals · Public domain (NOAA) · via PubChem · retrieved 2026-10-14
  2. [2]EPA Chemical Data Reporting (CDR) · Public domain (US EPA) · via PubChem · retrieved 2026-10-14
  3. [3]ILO-WHO International Chemical Safety Cards (ICSCs) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  4. [4]Occupational Safety and Health Administration (OSHA) · Public domain (US DOL) · via PubChem · retrieved 2026-10-14
  5. [5]The National Institute for Occupational Safety and Health (NIOSH) · Public domain (US CDC) · via PubChem · retrieved 2026-10-14
  6. [6]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
  7. [7]PAC Chemical Database, U.S. Department of Energy · Public domain (US DOE) · via PubChem · retrieved 2026-10-14
  8. [8]Regulation (EC) No 1272/2008 of the European Parliament and of the Council · EU reuse policy, CC BY 4.0 · via PubChem · retrieved 2026-10-14
  9. [9]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  10. [10]Emergency Response Guidebook (ERG) · Public domain (US DOT) · via PubChem · retrieved 2026-10-14
  11. [11]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
  12. [12]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  13. [13]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  14. [14]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  15. [15]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  16. [16]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  17. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  18. ·Literature on PubChem

Data last updated 2026-10-14.