Trimethylamine[1]
IUPAC name	Trimethylamine
Other names	N,N-Dimethylmethanamine
Identifiers
Abbreviations	TMA NMe3
CAS number	[75-50-3]
PubChem	1146
EINECS number	200-875-0
SMILES	CN(C)C
InChI	1/C3H8N/c1-4(2)3/h1H2,2-3H3
Properties
Molecular formula	C3H9N
Molar mass	59. IUPAC Nomenclature is a system of naming Chemical compounds and of describing the science of Chemistry in general CAS registry numbers are unique numerical identifiers for Chemical compounds Polymers biological sequences mixtures and Alloys They are also referred to PubChem is a Database of chemical Molecules The system is maintained by the National Center for Biotechnology Information (NCBI a component The EINECS number (for European Inventory of Existing Chemical Substances) is a registry number given to each Chemical substance commercially available in the The IUPAC International Chemical Identifier ( InChI, pronounced "INchee" is a textual Identifier for Chemical substances designed to provide a A chemical formula is a way of expressing information about the Atoms that constitute a particular Chemical compound, and how the relationship between those atoms changes Molar mass, symbol M, is the Mass of one mole of a substance ( Chemical element or Chemical compound) 11 g/mol
Appearance	Clear colorless liquid
Density	0. The density of a material is defined as its Mass per unit Volume: \rho = \frac{m}{V} Different materials usually have different 67 g/ml (0 °C)
Melting point	-117. The melting point of a solid is the temperature range at which it changes state from solid to Liquid. 08 °C, 156 K, -179 °F
Boiling point	2. The boiling point of a liquid is the temperature at which the Vapor pressure of the liquid equals the environmental pressure surrounding the liquid 87 °C, 276 K, 37 °F
Solubility in water	Miscible
Basicity (pKb)	4. Solubility is the characteristic Physical property referring to the ability of a given substance the Solute, to dissolve in a Solvent. Water is a common Chemical substance that is essential for the survival of all known forms of Life. 13
Hazards
NFPA 704	4 2 0
R-phrases	R12 R20/22 R34
S-phrases	(S1/2) S3 S16 S26 S29 S36/37/39 S45
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Trimethylamine, also known as NMe₃, N(CH₃)₃, and TMA, is a colorless, hygroscopic, and flammable simple amine with a typical fishy odor in low concentrations and an ammonia-like odor in higher concentrations. Symbolism The four divisions are typically color-coded with blue indicating level of Health Hazard, red indicating R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous R-phrases (short for Risk Phrases) are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. In Chemistry, the standard state of a material is its state at 1 bar (100 Kilopascals exactly Hygroscopy is the ability of a substance to attract Water Molecules from the surrounding environment through either absorption or Adsorption Amines are Organic compounds and Functional groups that contain a basic Nitrogen Atom with a Lone pair. In Chemistry, concentration is the measure of how much of a given substance there is mixed with another substance Ammonia is a compound with the formula N[[hydrogen H3]] It is normally encountered as a Gas with a characteristic pungent Odor Trimethylamine has a boiling point of 2. 9 °C and is a gas at room temperature. Trimethylamine usually comes in pressurized gas cylinders or as a 40% solution in water. A gas cylinder or tank is a Pressure vessel used to store Gases at high Pressure. In Chemistry, a solution is a Homogeneous Mixture composed of two or more substances Water ( H2[[oxygen O]] H OH) is the most abundant Molecule on Earth 's surface composing of about 70% of the Earth's surface as Trimethylamine is a nitrogenous base and its positively charged cation is called trimethylammonium cation. Nitrogenous bases are Organic compounds that owe their basic properties to the Lone pair of Electrons of a Nitrogen Atom Electric charge is a fundamental conserved property of some Subatomic particles which determines their Electromagnetic interaction. An ion is an Atom or Molecule which has lost or gained one or more Valence electrons giving it a positive or negative electrical charge A common salt of trimethylamine is trimethylammonium chloride, a hygroscopic colorless solid. Salt is a Dietary mineral composed primarily of Sodium chloride that is essential for Animal life but toxic to most land plants

Trimethylamine is a product of decomposition of plants and animals. It is the substance mainly responsible for the fishy odor often associated with fouling fish, bacterial vagina infections, and bad breath. Fish are aquatic Vertebrate animals that are typically ectothermic (previously Cold-blooded) covered with scales, and equipped with two The Bacteria ( singular: bacterium) are a large group of unicellular Microorganisms Typically a few Micrometres in length bacteria have The vagina (from Latin, literally " Sheath " or " Scabbard " is a fibromuscular tubular tract leading from the Uterus An infection is the detrimental Colonization of a host Organism by a foreign Species. Halitosis, oral malodor, breath odor mouth odor foul breath fetor oris fetor ex ore or most commonly bad breath are terms used to describe noticeably unpleasant It is also associated with taking large doses of choline and carnitine. Choline is an Organic compound, classified as a water-soluble Essential nutrient and usually grouped within the Vitamin B complex Carnitine is a quaternary ammonium compound biosynthesized from the Amino acids Lysine and Methionine.

Contents 1 Applications 2 Trimethylaminuria 3 See also 4 References 5 External links

Applications

Trimethylamine is used in the chemical synthesis of choline, tetramethylammonium hydroxide, plant growth regulators, strongly basic anion exchange resins, and dye leveling agents. In Chemistry, chemical synthesis is purposeful execution of Chemical reactions in order to get a product, or several products Choline is an Organic compound, classified as a water-soluble Essential nutrient and usually grouped within the Vitamin B complex Tetramethylammonium hydroxide (TMAH or TMAOH is a Quaternary ammonium salt with the molecular formula (CH34NOH Plant hormones (also known as phytohormones) are chemicals that regulate plant growth ion-exchange resin is an insoluble matrix (or support structure normally in the form of small (1-2 mm diameter beads usually white or yellowish fabricated from an organic Polymer A dye can generally be described as a Colored substance that has an affinity to the substrate to which it is being applied Its fish-like odor has proven useful in applications such as the creation of gas sensors to test for fish freshness.

Trimethylaminuria

Main article: Trimethylaminuria

Trimethylaminuria is a genetic disorder in which the body is unable to metabolize trimethylamine from food sources. Trimethylaminuria (TMAU also known as fish odor syndrome or fish malodor syndrome, is a rare metabolic disorder that causes a defect in the normal A genetic disorder is a condition caused by abnormalities in Genes or Chromosomes While some diseases such as Cancer, are due to genetic abnormalities acquired Metabolism is the set of Chemical reactions that occur in living Organisms in order to maintain Life. Patients develop a characteristic fish odour of their sweat, urine, and breath after the consumption of choline-rich foods. Urine is a liquid waste product of the body secreted by the Kidneys by a process of filtration from Blood and Excreted through the Urethra. Breathing takes Oxygen in and Carbon dioxide out of the body Aerobic Organisms require oxygen to create energy via respiration, in Choline is an Organic compound, classified as a water-soluble Essential nutrient and usually grouped within the Vitamin B complex Trimethylaminuria is an autosomal recessive disorder involving a trimethylamine oxidase deficiency. An autosome is a non-sex Chromosome. It is an ordinarily paired type of chromosome that is the same in both Sexes of a species. A trimethylaminuria-like condition has also been observed in a certain breed of Rhode Island Red chicken that produces eggs with a fishy smell, especially after eating food containing a high proportion of rapeseed. Rhode Island ( officially named the State of Rhode Island and Providence Plantations, is a state in the New England region of the United States The chicken ( Gallus gallus, sometimes G gallus domesticus) is a domesticated Fowl which is traditionally believed to have descended from Rapeseed ( Brassica napus) also known as rape, oilseed rape, rapa, rapaseed and (in the case of one particular group of

See also

• Ammonia, NH₃
• Ammonium, NH₄⁺
• Methylamine
• Dimethylamine
• Triethylamine (TEA)

References

External links

• Molecule of the Month: Trimethylamine
• NIST Webbook data

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