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75-50-3

Basic Information
CAS No.: 75-50-3
Name: Trimethylamine
Article Data: 664
Molecular Structure:
Molecular Structure of 75-50-3 (Trimethylamine)
Formula: N(CH3)3
Molecular Weight: 59.1112
Synonyms: Trimethylamine(8CI);N,N-Dimethylmethanamine;N-Trimethylamine;
EINECS: 200-875-0
Density: 0.692 g/cm3
Melting Point: 283-284 °C (dec.)(lit.)
Boiling Point: 2.8 °C at 760 mmHg
Flash Point: 38 °F
Appearance: colourless gas
Hazard Symbols: IrritantXi,CorrosiveC,HighlyF+,HarmfulXn
Risk Codes: 36/37/38-34-20/22-12-41-37/38-20
Safety: 26-36-45-36/37/39-16-29
Transport Information: UN 2924 3/PG 2
PSA: 3.24000
LogP: 0.17780
Synthetic route
68-12-2, 33513-42-7

N,N-dimethyl-formamide

75-50-3

trimethylamine

Conditions
ConditionsYield
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%
766-77-8

Dimethylphenylsilane

68-12-2, 33513-42-7

N,N-dimethyl-formamide

75-50-3

trimethylamine

Conditions
ConditionsYield
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%
124-38-9

carbon dioxide

75-50-3

trimethylamine

Conditions
ConditionsYield
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.
85598-30-7

C17H18ClN3O

A

28825-13-0

5-(4-chlorophenyl)-3-phenyl-1,2,4-oxadiazole

B

75-50-3

trimethylamine

Conditions
ConditionsYield
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
ConditionsYield
With nickel at 140 - 150℃;A 97%
B n/a
85598-29-4

C17H19N3O

A

888-71-1

3,5-diphenyl-1,2,4-oxadiazole

B

75-50-3

trimethylamine

Conditions
ConditionsYield
at 210℃; for 0.0833333h;A 97%
B n/a
85715-90-8

C18H21N3O

A

16112-24-6

3-phenyl-5-(p-tolyl)-1,2,4-oxadiazole

B

75-50-3

trimethylamine

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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%

propylborane; compound with trimethylamine (1:1)

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
ConditionsYield
In benzene byproducts: H2; by heating at reflux then cooling, adding pentane to the mixture; recrystn. from benzene-pentane;A 95%
B n/a
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 10 ppm; STEL 15 ppm
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)

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.