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Trimethylamine

Athanor · official

C3H9N · 59.11 g/mol

IUPAC name: N,N-dimethylmethanamine

Also called TMA, fish smell

Open in Athanor
The structure of Trimethylamine
Drawn from its SMILES with RDKit430
FlammableCompressed gasCorrosiveHarmful or irritantDangerExtremely flammable gas · Causes skin irritation · Causes serious eye damage · Harmful if inhaled · May cause respiratory irritation

Names and identifiers

IUPAC name
N,N-dimethylmethanamine
Synonyms
TMA, fish smell, N,N-dimethylmethanamine
+ 37 more

Methanamine, N,N-dimethyl-, N-Trimethylamine, Dimethylmethaneamine, (CH3)3N, FEMA No. 3241, DTXSID2026238, LHH7G8O305, Trimethylamine, anhydrous, DTXCID106238, CHEBI:18139, RefChem:6328, 200-875-0, N,N,N-trimethylamine, Trimethylamine anhydrous, UN1083, UN1297, NMe3, AI3-15639, MFCD00008327, Methylamine, N,N-dimethyl-, Trimethylamine (~25 wt. % solution in methanol), methane, dimethylamino-, Trimethylamine 2.0M in THF, Trimethylamine, anhydrous [UN1083] [Flammable gas], TRIMETHYL AMINE, Trimethylamin, FEMA Number 3241, CCRIS 6283, HSDB 808, Trimethylamine (~30 wt. % Solution in Ethanol), EINECS 200-875-0, UNII-LHH7G8O305, tri-methylamine, trimethyl-amine, KEN, Trimethylamine (8CI); N,N-Dimethylmethanamine; N,N,N-Trimethylamine; N-Trimethylamine; Methanamine, N,N-dimethyl-, dimethylamino methane

Molecular formula
C3H9N
Empirical formula
C3H9N
Molecular weight
59.11 g/mol
Exact mass
59.07350
CAS number
75-50-3
PubChem CID
1146
Canonical SMILES
CN(C)C
Isomeric SMILES
CN(C)C
InChI
InChI=1S/C3H9N/c1-4(2)3/h1-3H3
InChIKey
GETQZCLCWQTVFV-UHFFFAOYSA-N
Molfile

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

Physical properties

TemperaturePressureDensity
Appearance
Colorless gas at room temperature[6]
9 values

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

ValueAs writtenSource
–Trimethylamine, anhydrous appears as a colorless gas with a fishlike odor at low concentrations changing to ammonia-like odor at higher concentrations. Shipped as a liquid under its own vapor pressure. Contact with the unconfined liquid can cause frostbite from evaporative cooling or chemical type burns. The gasis corrosive and dissolves in water to form flammable, corrosive solutions. Gas is an asphyxiate by the displacement of air. Produces toxic oxides of nitrogen during combustion. Prolonged exposure to heat can cause the containers to rupture violently and rocket. Long-term inhalation of [1] CAMEO Chemicals
–Trimethylamine, aqueous solution appears as a clear to yellow aqueous solution of a gas. Odor varies from fishlike to ammonia-like depending on vapor concentration. Flash point (25% solution) 35 °F. Corrosive to skin and eyes. Less dense than water. Vapors heavier than air. Produces toxic oxides of nitrogen when burned.[1] CAMEO Chemicals
–Liquid; Gas Vapor; Liquid; Gas Vapor[2] EPA Chemical Data Reporting (CDR)
–COLOURLESS COMPRESSED LIQUEFIED GAS WITH CHARACTERISTIC ODOUR.[3] ILO-WHO International Chemical Safety Cards (ICSCs)
–COLOURLESS SOLUTION IN WATER WITH PUNGENT ODOUR.[3] ILO-WHO International Chemical Safety Cards (ICSCs)
–Colorless gas with a fishy, amine odor.[4] Occupational Safety and Health Administration (OSHA)
–Colorless gas with a fishy, amine odor. [Note: A liquid below 37 °F. Shipped as a liquefied compressed gas.][5] The National Institute for Occupational Safety and Health (NIOSH)
–shownColorless gas at room temperature[6] Hazardous Substances Data Bank (HSDB)cites Larranaga, M.D., Lewis, R.J. Sr., Lewis, R.A.; Hawley's Condensed Chemical Dictionary 16th Edition. John Wiley & Sons, Inc. Hoboken, NJ 2016., p. 1378
–Colorless gas [Note: A liquid below 37 °F. Shipped as a liquefied compressed gas][6] Hazardous Substances Data Bank (HSDB)cites NIOSH. NIOSH Pocket Guide to Chemical Hazards. Department of Health & Human Services, Centers for Disease Control & Prevention. National Institute for Occupational Safety & Health. DHHS (NIOSH) Publication No. 2010-168 (2010). Available from: https://www.cdc.gov/niosh/npg
Odor
Fishy, amine odor[6]
2 values

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

ValueAs writtenSource
–shownFishy, amine odor[6] Hazardous Substances Data Bank (HSDB)cites NIOSH. NIOSH Pocket Guide to Chemical Hazards. Department of Health & Human Services, Centers for Disease Control & Prevention. National Institute for Occupational Safety & Health. DHHS (NIOSH) Publication No. 2010-168 (2010). Available from: https://www.cdc.gov/niosh/npg
–A fish-like odor at low concentrations changing to an ammonia-like odor at higher concentrations.[6] Hazardous Substances Data Bank (HSDB)cites Association of American Railroads. Emergency Handling of Hazardous Materials in Surface Transportation. Washington, DC: Association of American Railroads, Bureau of Explosives, 1994., p. 1086
Melting point
-117.1 °C[7]
7 values

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

ValueAs writtenSource
−117.1 °C-178.8 °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.
−117 °C-179 °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.
−117 °C-117 °C[3] ILO-WHO International Chemical Safety Cards (ICSCs)
−3 °C-3 °C[3] ILO-WHO International Chemical Safety Cards (ICSCs)
−117 °C-179 °F[4] Occupational Safety and Health Administration (OSHA)
−117.1 °Cshown-117.1 °C[7] PAC Chemical Database, U.S. Department of Energy
−117 °C-179 °F[5] The National Institute for Occupational Safety and Health (NIOSH)
Boiling point
2.87 °C (37.17 °F) at 760 mmHg (NTP, 1992)[1]
7 values

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

ValueAs writtenSource
2.9 °C37.2 °F at 760 mmHg (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.
2.9 °Cshown37.17 °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.
3 °C3 °C[3] ILO-WHO International Chemical Safety Cards (ICSCs)
30 °C30 °C[3] ILO-WHO International Chemical Safety Cards (ICSCs)
2.9 °C37.2 °F[4] Occupational Safety and Health Administration (OSHA)
2.9 °C2.87 °C @760 [mm Hg][7] PAC Chemical Database, U.S. Department of Energy
3 °C37 °F[5] The National Institute for Occupational Safety and Health (NIOSH)
Density
0.6356 (NTP, 1992) - Less dense than water[1]
7 values

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

ValueAs writtenSource
–0.633 at 68 °F (USCG, 1999) - Less dense than water[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.
–shown0.6356 (NTP, 1992) - Less dense than water[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.
–Relative density (water = 1): 0.6 (liquid)[3] ILO-WHO International Chemical Safety Cards (ICSCs)
–Relative density (water = 1): 0.9[3] ILO-WHO International Chemical Safety Cards (ICSCs)
–0.633 at 68 °F[4] Occupational Safety and Health Administration (OSHA)
–0.627 @25 °C[7] PAC Chemical Database, U.S. Department of Energy
–2.09(relative gas density)[5] The National Institute for Occupational Safety and Health (NIOSH)

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

Solubility in water
Solubility in water: very good[3]
8 values

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

ValueAs writtenSource
–48 % at 86 °F (NIOSH, 2024)[1] CAMEO Chemicals
–Very 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.
–In water, 8.9X10+5 mg/L at 30 °C[6] Hazardous Substances Data Bank (HSDB)cites Kirk-Othmer Encyclopedia of Chemical Technology. 3rd ed., Volumes 1-26. New York, NY: John Wiley and Sons, 1978-1984., p. V2: 272 (1978)
–Soluble in water[6] Hazardous Substances Data Bank (HSDB)cites Larranaga, M.D., Lewis, R.J. Sr., Lewis, R.A.; Hawley's Condensed Chemical Dictionary 16th Edition. John Wiley & Sons, Inc. Hoboken, NJ 2016., p. 1378
–Soluble in alcohol, ether[6] Hazardous Substances Data Bank (HSDB)cites Larranaga, M.D., Lewis, R.J. Sr., Lewis, R.A.; Hawley's Condensed Chemical Dictionary 16th Edition. John Wiley & Sons, Inc. Hoboken, NJ 2016., p. 1378
–For more Solubility (Complete) data for Trimethylamine (7 total), please visit the HSDB record page.[6] Hazardous Substances Data Bank (HSDB)
–shownSolubility in water: very good[3] ILO-WHO International Chemical Safety Cards (ICSCs)
–(86 °F): 48%[5] The National Institute for Occupational Safety and Health (NIOSH)
log P
0.2[3]
3 values

Sources disagree; from ILO-WHO International Chemical Safety Cards (ICSCs), the most authoritative.

ValueAs writtenSource
–log Kow = 0.16[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. 9
–shown0.2[3] ILO-WHO International Chemical Safety Cards (ICSCs)
–-0.3[3] ILO-WHO International Chemical Safety Cards (ICSCs)
pKa
pKa = 9.80 (conjugate acid)[6]
Vapor pressure
1487.83 mmHg at 21 °C (70 °F, USCG 1999)[1]
6 values

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

ValueAs writtenSource
1487.83 mmHgshown1487.83 mmHg at 70 °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.
1610 mmHg1610 mm Hg at 25 °C[6] Hazardous Substances Data Bank (HSDB)cites Daubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis, 1989.
1400 mmHgVapor pressure, kPa at 20 °C: 187[3] ILO-WHO International Chemical Safety Cards (ICSCs)
500 mmHgVapor pressure, kPa at 20 °C: 67[3] ILO-WHO International Chemical Safety Cards (ICSCs)
1454 mmHg1454 mmHg at 70 °F[4] Occupational Safety and Health Administration (OSHA)
750 mmHg750 [mm Hg] @2.6 °C[7] PAC Chemical Database, U.S. Department of Energy

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

Flash point
-7 °C[3]
5 values

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

ValueAs writtenSource
−12 °C10 °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.
−7 °C-7 °C (19 °F) - closed cup[6] Hazardous Substances Data Bank (HSDB)cites Sigma-Aldrich; Safety Data Sheet for Trimethylamine. Product Number: 243205, Version 4.7 (Revision Date 05/24/2016).
−7 °C20 °F (Closed cup)[6] Hazardous Substances Data Bank (HSDB)cites Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 11th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2004., p. 3577
−12.2 °C10 °F (-12.2 °C) (closed cup)[6] Hazardous Substances Data Bank (HSDB)cites Larranaga, M.D., Lewis, R.J. Sr., Lewis, R.A.; Hawley's Condensed Chemical Dictionary 16th Edition. John Wiley & Sons, Inc. Hoboken, NJ 2016., p. 1387
−7 °Cshown-7 °C[3] ILO-WHO International Chemical Safety Cards (ICSCs)

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

Autoignition temperature
190 °C[3]
5 values

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

ValueAs writtenSource
190 °C374 °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.
190 °C374 °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.
190 °C374 °F (190 °C)[6] Hazardous Substances Data Bank (HSDB)cites National Fire Protection Association; Fire Protection Guide to Hazardous Materials. 14TH Edition, Quincy, MA 2010, p. 325-111
190 °Cshown190 °C[3] ILO-WHO International Chemical Safety Cards (ICSCs)
190 °C190 °C[3] ILO-WHO International Chemical Safety Cards (ICSCs)
Viscosity
Reported, but no value passed the checks.
The value and why
  • 5.1564X10-4 Pa.sec at 200 K (could not be read; source [6])

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
4
Rings
0
Aromatic rings
0
Fraction sp³ carbons (Fsp3)
1
H-bond donors
0
H-bond acceptors
1
Rotatable bonds
0
TPSA (Ų)
3.2
Formal charge
0
XLogP3
0.3 PubChem
Complexity
8 PubChem
Stereocenters
None
Double-bond geometry
None specified
Point group
C3v of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C60.96%
  • H15.35%
  • N23.70%

Isotope pattern

100%59.0743.7%60.076

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
0.18 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-0.32 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
1.87 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 59.11
  • log P ≤ 5 (Crippen): 0.18
  • H-bond donors ≤ 5: 0
  • H-bond acceptors ≤ 10: 1

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
  • Compressed gas
  • Corrosive
  • Harmful or irritant
430
NFPA 704[6]
  • H220Extremely flammable gas
  • H315Causes skin irritation
  • H318Causes serious eye damage
  • H332Harmful if inhaled
  • H335May cause respiratory irritation

Precautionary statements: P203, P210, P222, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P377, P381, P403, P403+P233, P405, P501

View all classifications (4)
  • [8] Regulation (EC) No 1272/2008 of the European Parliament and of the Council · DangerH220, H315, H318, H332, H335
  • [8] Regulation (EC) No 1272/2008 of the European Parliament and of the Council · DangerH224, H302, H314, H332
  • [9] European Chemicals Agency (ECHA) · 2,229 reports · DangerH220, H224, H280, H302, H314, H315, H318, H335
  • [6] Hazardous Substances Data Bank (HSDB) · DangerH220, H280, H302, H315, H318, H332, H335

Exposure limits

  • PEL: None See Appendix G[5]
  • REL-TWA (Time Weighted Average): 10 ppm (24 mg/m³)[4]
  • REL-STEL (Short Term Exposure Limit): 15 ppm (36 mg/m³)[4]
  • REL: TWA 10 ppm (24 mg/m3) ST 15 ppm (36 mg/m3)[5]
  • TLV: 5 ppm as TWA; 15 ppm as STEL.[3]
  • TLV-TWA (Time Weighted Average): 5 ppm [2012][4]

First aid

  • Inhalation: Remove victim to fresh air and call a doctor; give artificial respiration and oxygen if needed. Eyes: Flush with water for at least 15 minutes; consult an eye doctor. Skin: Flush with water, wash with soap and water. (USCG, 1999)[1]
  • 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: Caution: Exposure of skin to compressed gases may result in freezing of the skin. Treatment for frostbite may be necessary.[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: · 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]

Storage

  • Fireproof. Cool.[3]
  • Fireproof. Well closed. Separated from strong acids, oxidants, aluminium, copper, copper alloys, zinc, zinc alloys and mercury.[3]
  • Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature 2-8 °C Contents under pressure. Moisture sensitive. Refrigerate before opening. Storage class (TRGS 510): Gases.[6]
  • Store separately from all other flammable materials. Prior to working with this chemical you should be trained on its proper handling and storage. Before entering confined space where this chemical may be present, check to make sure that an explosive concentration does not exist. Trimethylamine must be stored to avoid contact with strong oxidizers (such as chlorine, bromine, and fluorine) and mercury since violent reactions occur. Sources of ignition, such as smoking and open flames, are prohibited where trimethylamine is used, handled, or stored in a manner that could create a potential fire[6]

Incompatibilities

  • Incompatible materials: Strong oxidizing agents, brass, magnesium, zinc, copper, mercury/mercury oxides, tin/tin oxides.[6]
  • Self-reactive.[6]
  • Can react with oxidizing materials.[6]
  • Potentially explosive reaction with bromine + heat, ethylene oxide, triethynylaluminum.[6]

Safety data sheets on the supplier’s page: Oakwood Products, MuseChem, TCI (Tokyo Chemical Industry).

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]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  13. [13]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  14. [14]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  15. [15]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  16. [16]MassBank Europe · Linked only · 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.