- Trimethylamine
- Trimethylamine hydrochloride
- Trimethylamine N-oxide
- Trimethylamine N-oxide dihydrate
- Trimethylamine sulphate
- TRIMETHYLAMINE-N-OXIDE PERCHLORATE
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Cas Database |
| Name |
Trimethylamine |
EINECS | 200-875-0 |
| CAS No. | 75-50-3 | Density | 0.692 g/cm3 |
| PSA | 3.24000 | LogP | 0.17780 |
| Solubility | N/A | Melting Point |
283-284 °C (dec.)(lit.) |
| Formula | N(CH3)3 | Boiling Point | 2.8 °C at 760 mmHg |
| Molecular Weight | 59.1112 | Flash Point | 38 °F |
| Transport Information | UN 2924 3/PG 2 | Appearance | colourless gas |
| Safety | 26-36-45-36/37/39-16-29 | Risk Codes | 36/37/38-34-20/22-12-41-37/38-20 |
| Molecular Structure |
|
Hazard Symbols |
 Xi, C, F+, Xn
|
| Synonyms |
Trimethylamine(8CI);N,N-Dimethylmethanamine;N-Trimethylamine; |
Article Data | 664 |
Trimethylamine Synthetic route
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 75-50-3
trimethylamine
| Conditions | Yield |
|---|---|
| With Dimethylphenylsilane; C40H56FeN2Si4(2-) In benzene-d6 at 120℃; for 10h; Reagent/catalyst; Sealed tube; Inert atmosphere; | 99% |
| With bis(tetrahydrofuran)calcium di(bis(trimethylsilyl)amide); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In benzene-d6 at 25℃; for 4h; Inert atmosphere; Schlenk technique; Glovebox; | 99% |
| With sodium tetrahydroborate; Bis-(2-bromoethyl)selenium dibromide In tetrahydrofuran at 65℃; for 4h; Product distribution; Mechanism; other temperature (25 deg C), other reaction time, also presence od diethyl selenium dibromide; various other tertiary amides investigated; | 82% |
| Conditions | Yield |
|---|---|
| With C40H56N2RuSi4 at 120℃; for 5h; Reagent/catalyst; Sealed tube; | 99% |
| With bis(1,5-cyclooctadiene)dichloro[1,3-bis(1′-butylbenzimidazol-2′-yliden-3′-yl)benzene]dirhodium(I) In benzene-d6 at 100℃; for 2h; Catalytic behavior; Time; Reagent/catalyst; | 89% |
| Conditions | Yield |
|---|---|
| With aluminium(III) triflate; [Ru(Triphos)(TMM)]; hydrogen; ammonium chloride In 1,4-dioxane; water at 150℃; under 67506.8 Torr; for 24h; Solvent; Temperature; Pressure; Autoclave; Schlenk technique; | 99% |
| With octane; hydrogen; ammonium bicarbonate In neat (no solvent) at 250℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Autoclave; | 65% |
| With aluminium(III) triflate; [Ru(1,1,1-tris(diphenylphosphinomethyl)ethane)(trimethylenemethane)]; ammonia; hydrogen; bis(trifluoromethanesulfonyl)amide In 1,4-dioxane at 150℃; under 60006 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Time; Inert atmosphere; Autoclave; | 77 %Spectr. |
| Conditions | Yield |
|---|---|
| at 215℃; for 0.25h; | A 98% B n/a |
- 617-86-7
triethylsilane
- 51-80-9
bis-(dimethylamino)methane
A
- 3550-35-4
1,1,1-triethyl-N,N-dimethylsilylamine
B
- 75-50-3
trimethylamine
| Conditions | Yield |
|---|---|
| With nickel at 140 - 150℃; | A 97% B n/a |
| Conditions | Yield |
|---|---|
| at 210℃; for 0.0833333h; | A 97% B n/a |
| Conditions | Yield |
|---|---|
| at 210℃; for 0.166667h; | A 97% B n/a |
- 108546-39-0
[(E)-4-(Diethoxy-phosphorylsulfanyl)-but-2-enyl]-trimethyl-ammonium; chloride
A
- 1623-14-9
ethyl phosphate
B
- 10574-85-3
ethyl 1,3-butadienyl sulfide
C
- 75-50-3
trimethylamine
| Conditions | Yield |
|---|---|
| With potassium hydroxide at 110℃; Product distribution; Mechanism; | A 85.4% B 33.3% C 96.3% |
- 856617-42-0
trimethyl-borane; compound with trimethylamine
A
- 593-90-8
trimethylborane
B
- 75-50-3
trimethylamine
| Conditions | Yield |
|---|---|
| at 111.3°C, 64.5 Torr equilibrium; | A 96% B 96% |
| at 111.3°C, 64.5 Torr equilibrium; | A 96% B 96% |
| at 65.8°C, 47.5 Torr equilibrium; | A 63.8% B 63.8% |
- 95-54-5
1,2-diamino-benzene
A
- 115002-30-7
2-propyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
B
- 75-50-3
trimethylamine
| Conditions | Yield |
|---|---|
| In benzene byproducts: H2; by heating at reflux then cooling, adding pentane to the mixture; recrystn. from benzene-pentane; | A 95% B n/a |
Trimethylamine Consensus Reports
Trimethylamine Standards and Recommendations
ACGIH TLV: TWA 5 ppm; STEL 15 ppm
DOT Classification: 2.1; Label: Flammable Gas (UN 1083); DOT Class: 3; Label: Flammable Liquid (UN 1297)
Trimethylamine Specification
The Trimethylamine, also known as Dimethylmethaneamine, is an organic compound with the formula N(CH3)3. It belongs to the product categories of Alphabetical Listings; Flavors and Fragrances; Q-Z; Amines; C2 to C6; Nitrogen Compounds; Chemical Synthesis; Compressed and Liquefied Gases; Synthetic Reagents; Q-ZFlavors and Fragrances; Redi-Pack Bulk; Compressed and Liquefied Gases Alphabetic; TP - TZ. Its EINECS registry number is 200-875-0. With the CAS registry number 75-50-3, its IUPAC name is N,N-dimethylmethanamine. It is a gas at room temperature but is usually sold in pressurized gas cylinders or as a 40% solution in water.
Physical properties of Trimethylamine: (1)ACD/LogP: 0.06; (2)ACD/LogD (pH 5.5): -3.01; (3)ACD/LogD (pH 7.4): -2.22; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 1; (9)Index of Refraction: 1.378; (10)Molar Refractivity: 19.66 cm3; (11)Molar Volume: 85.3 cm3; (12)Surface Tension: 18.6 dyne/cm; (13)Density: 0.692 g/cm3; (14)Enthalpy of Vaporization: 22.94 kJ/mol; (15)Boiling Point: 2.8 °C at 760 mmHg; (16)Vapour Pressure: 1720 mmHg at 25°C.
Preparation: Trimethylamine is prepared by the reaction of ammonia and methanol employing a catalyst. This reaction coproduces the other methylamines, dimethylamine (CH3)2NH and methylamine CH3NH2.
3 CH3OH + NH3 → (CH3)3N + 3 H2O
Uses: Trimethylamine is used in the synthesis of choline, tetramethylammonium hydroxide, plant growth regulators, strongly basic anion exchange resins, dye leveling agents and a number of basic dyes. Gas sensors to test for fish freshness detect trimethylamine.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CN(C)C
(2)InChI: InChI=1S/C3H9N/c1-4(2)3/h1-3H3
(3)InChIKey: GETQZCLCWQTVFV-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| frog | LDLo | subcutaneous | 2gm/kg (2000mg/kg) | CARDIAC: PULSE RATE CARDIAC: OTHER CHANGES BLOOD: OTHER CHANGES | Skandinavisches Archiv fuer Physiologie. Vol. 10, Pg. 201, 1900. |
| guinea pig | LD50 | unreported | 315mg/kg (315mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(8), Pg. 79, 1981. | |
| mammal (species unspecified) | LC50 | inhalation | 19gm/m3 (19000mg/m3) | Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 80, 1975. | |
| mouse | LC50 | inhalation | 19gm/m3 (19000mg/m3) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 11(4), Pg. 26, 1967. |
| mouse | LD50 | intraperitoneal | 946mg/kg (946mg/kg) | Yakugaku Zasshi. Journal of Pharmacy. Vol. 97, Pg. 1117, 1977. | |
| mouse | LD50 | intravenous | 90mg/kg (90mg/kg) | Medicina et Pharmacologia Experimentalis. Vol. 16, Pg. 529, 1967. | |
| mouse | LD50 | unreported | 460mg/kg (460mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(8), Pg. 79, 1981. | |
| pig | LDLo | oral | 1gm/kg (1000mg/kg) | PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: FOOD INTAKE (ANIMAL) | Inhalation Toxicology. Vol. 2, Pg. 41, 1990. |
| rabbit | LD50 | unreported | 240mg/kg (240mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(8), Pg. 79, 1981. | |
| rabbit | LDLo | intravenous | 160mg/kg (160mg/kg) | Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 83, Pg. 481, 1920. | |
| rabbit | LDLo | rectal | 800mg/kg (800mg/kg) | Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 83, Pg. 481, 1920. | |
| rabbit | LDLo | subcutaneous | 800mg/kg (800mg/kg) | Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 83, Pg. 481, 1920. | |
| rat | LCLo | inhalation | 3500ppm/4H (3500ppm) | Toxicologist. Vol. 4, Pg. 68, 1984. | |
| rat | LD50 | oral | 500mg/kg (500mg/kg) | Inhalation Toxicology. Vol. 2, Pg. 41, 1990. | |
| rat | LD50 | unreported | 535mg/kg (535mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(8), Pg. 79, 1981. |
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