N,N-dimethyl-formamide
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. |
C17H18ClN3O
A
5-(4-chlorophenyl)-3-phenyl-1,2,4-oxadiazole
B
trimethylamine
Conditions | Yield |
---|---|
at 215℃; for 0.25h; | A 98% B n/a |
triethylsilane
bis-(dimethylamino)methane
A
1,1,1-triethyl-N,N-dimethylsilylamine
B
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 |
[(E)-4-(Diethoxy-phosphorylsulfanyl)-but-2-enyl]-trimethyl-ammonium; chloride
A
ethyl phosphate
B
ethyl 1,3-butadienyl sulfide
C
trimethylamine
Conditions | Yield |
---|---|
With potassium hydroxide at 110℃; Product distribution; Mechanism; | A 85.4% B 33.3% C 96.3% |
trimethyl-borane; compound with trimethylamine
A
trimethylborane
B
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% |
1,2-diamino-benzene
A
2-propyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
B
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 |
1,2-diamino-benzene
A
2-isobutyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
B
trimethylamine
Conditions | Yield |
---|---|
In benzene byproducts: H2; reflux, then cooling and adding pentane to the mixture; recrystn. from benzene-pentane; | A 95% B n/a |
bis-[(diethoxy-methyl-silanyl)-methyl]-methyl-amine
phenol
A
methyltriphenoxysilane
B
trimethylamine
Conditions | Yield |
---|---|
for 1.5h; Heating; | A 92% B n/a |
1,2-diamino-benzene
A
2-sec-butyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
B
trimethylamine
Conditions | Yield |
---|---|
In benzene byproducts: H2; by heating at reflux, then cooling and adding pentane to the mixture; recrystn. from benzene-pentane; | A 92% B n/a |
trimethylamine-1-benzylborane
1,2-diamino-benzene
A
2-benzyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
B
trimethylamine
Conditions | Yield |
---|---|
In benzene byproducts: H2; reflux, cooling then adding pentane to the mixture; crystn. from benzene-pentane; | A 92% B n/a |
Conditions | Yield |
---|---|
With (CH3)3NSO3 In further solvent(s) 12°C, hydrogencarbonatalkal. soln.; cooling the mixture with ice; | A 92% B n/a |
With (CH3)3NSO3 In further solvent(s) 12°C, hydrogencarbonatalkal. soln.; cooling the mixture with ice; | A 92% B n/a |
1,2-diamino-benzene
A
2-isopropyl-2,3-dihydro-1H-1,3,2-benzodiazaborole
B
trimethylamine
Conditions | Yield |
---|---|
In benzene byproducts: H2; by heating at reflux, then cooling and adding pentane to the mixture; recrystn. from benzene-pentane; | A 91% B n/a |
Conditions | Yield |
---|---|
for 1.5h; Heating; | A 89% B n/a |
1,2-diamino-benzene
A
2-cyclohexyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
B
trimethylamine
Conditions | Yield |
---|---|
In benzene byproducts: H2; by heating at reflux, cooling and adding pentane to the mixture; recrystn. from benzene-pentane; | A 89% B n/a |
acetic acid 15-allyl-3-benzyloxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester
A
acetic acid 3-benzyloxy-15-(3-hydroxy-propyl)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester
B
trimethylamine
Conditions | Yield |
---|---|
Stage #1: acetic acid 15-allyl-3-benzyloxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester With 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran at 10 - 20℃; for 4h; Stage #2: With trimethylamine-N-oxide In tetrahydrofuran; ethanol; diethylene glycol dimethyl ether at 150℃; for 1h; | A 89% B n/a |
C12H15Cl2N3O
A
5-(2,4-dichloro-phenyl)-3-methyl-[1,2,4]oxadiazole
B
trimethylamine
Conditions | Yield |
---|---|
at 170℃; for 0.5h; | A 88% B n/a |
A
ZrCl4Ti(N(CH3)2)4
B
trimethylamine
Conditions | Yield |
---|---|
In pentane under N2, Ti(NMe2)4 in n-pentane added dropwise to suspn. of ZrCl4*2NMe3 in n-pentane, stirred for 24 h; ppt. collected, washed with n-hexane, dried in vac. for 3 h at room temp.; elem. anal.; | A 85.7% B n/a |
Conditions | Yield |
---|---|
for 1.5h; Heating; | A 85% B n/a |
1,2-diamino-benzene
A
2-butyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
B
trimethylamine
Conditions | Yield |
---|---|
In benzene byproducts: H2; reflux, then cooling and adding pentane to the mixture; recrystn. from benzene-pentane; | A 85% B n/a |
trimethylamine-N-oxide dihydrate
A
(μ-hydrido)(μ-pyridyl)(trimethylamine N-oxide)dirhenium heptacarbonyl
B
trimethylamine
Conditions | Yield |
---|---|
In dichloromethane Re complex dissolved in CH2Cl2, excess Me3NO*2H2O added, stirred vigorously at room temp. for 10 h; filtered, filtrate washed with water, hexane added, slowly evapd.; elem. anal.; | A 84% B n/a |
Conditions | Yield |
---|---|
With C55H43P3Rh(1+)*C32H12BF24(1-); isopropyl alcohol at 80℃; for 24h; Reagent/catalyst; Inert atmosphere; | 82% |
biochemische Reduktion durch gaerende Zucker-Loesungen; | |
With zinc |
diazomethane
methylammonium 1-methylcaffolide
A
3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone
B
trimethylamine
Conditions | Yield |
---|---|
In diethyl ether for 48h; | A 80% B n/a |
diazomethane
ammonium caffolide
A
3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone
B
trimethylamine
Conditions | Yield |
---|---|
In diethyl ether for 48h; | A 80% B n/a |
diazomethane
ammonium 1,3-dimethylcaffolide
A
3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone
B
trimethylamine
Conditions | Yield |
---|---|
In diethyl ether for 48h; | A 80% B n/a |
Conditions | Yield |
---|---|
A 80% B n/a C n/a |
1,2-diamino-benzene
A
2-hexyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
B
trimethylamine
Conditions | Yield |
---|---|
In benzene byproducts: H2; reflux, then cooling and adding pentane to the mixture; recrystn. from benzene-pentane; | A 79% B n/a |
4-Methylbenzyl bromide
trimethylamine
(4-methylbenzyl)trimethylammonium bromide
Conditions | Yield |
---|---|
In diethyl ether at 0 - 20℃; | 100% |
In tetrahydrofuran; ethanol at 25℃; for 24h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In water; acetonitrile at 140℃; for 5.5h; | 100% |
In ethanol at 180℃; for 2.5h; | 93% |
at 95℃; |
1,3-propanesultone
trimethylamine
N-(3-sulfonatopropyl)-N,N,N-trimethylammonium
Conditions | Yield |
---|---|
In ethanol; acetone at 0 - 20℃; for 24h; | 100% |
In acetone at 35℃; for 2h; | 86% |
In benzene |
dichloromethanesulphonyl chloride
methanesulfonyl chloride
trimethylamine
A
trichloromethanesulfinyl chloride
B
Trimethylammonium-(methylsulfonyl)methansulfonat
Conditions | Yield |
---|---|
In tetrahydrofuran at -70℃; | A 55% B 100% |
Conditions | Yield |
---|---|
at 20℃; for 24h; | 100% |
dichloromethanesulphonyl chloride
trimethylamine
trimethylammonium trichloromethanesulfinate
Conditions | Yield |
---|---|
In tetrahydrofuran at -70℃; | 100% |
tert-butyl N-[4-(2-bromoethoxy)-3-methoxybenzyl]carbamate
trimethylamine
Conditions | Yield |
---|---|
In methanol for 18h; Heating; | 100% |
trimethylamine
Conditions | Yield |
---|---|
In ethanol at 80℃; for 14h; Substitution; | 100% |
In ethanol; chloroform Reflux; | 91% |
In ethanol at 80℃; for 14h; | 49% |
Toluene-4-sulfonic acid (2R,4R,5R)-5-[1,3]dioxolan-2-yl-4-hydroxy-tetrahydro-furan-2-ylmethyl ester
trimethylamine
Conditions | Yield |
---|---|
In ethanol at 80℃; for 24h; Substitution; | 100% |
trimethylamine
Conditions | Yield |
---|---|
With water for 1h; Reduction; | 100% |
trimethylamine
Conditions | Yield |
---|---|
With water for 1h; Reduction; | 100% |
N-tert-Butyloxycarbonyl-L-glutaminyl-L-threonine 2-bromoethyl ester
trimethylamine
Conditions | Yield |
---|---|
In acetone at 20℃; for 72h; Alkylation; | 100% |
Conditions | Yield |
---|---|
In water at 20℃; | 100% |
2-Amino-6-chloropurin
trimethylamine
2-amino-N,N,N-trimethyl-9H-purine-6-ylammonium chloride
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere; | 100% |
In ethanol; dimethyl sulfoxide at 20℃; for 12h; | 76% |
In dimethyl sulfoxide for 12h; | 72% |
2-(N-acetylanilino)-4-chloromethyl-1,3-selenazole
trimethylamine
Conditions | Yield |
---|---|
In benzene at 20℃; for 2h; | 100% |
2-(N-acetylanilino)-4-iodomethyl-1,3-selenazole
trimethylamine
Conditions | Yield |
---|---|
In benzene at 20℃; for 2h; | 100% |
1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-DL-ribitol
trimethylamine
Conditions | Yield |
---|---|
In ethanol at 70℃; for 0.25h; | 100% |
trimethylamine
Conditions | Yield |
---|---|
In tetrahydrofuran at -78 - 20℃; for 24h; | 100% |
1,4-bis(3',5'-bis(6''-bromohexyl)styryl)benzene
trimethylamine
Conditions | Yield |
---|---|
In tetrahydrofuran at -78 - 20℃; for 24h; | 100% |
trimethylamine
Conditions | Yield |
---|---|
In tetrahydrofuran at -78 - 20℃; for 24h; | 100% |
In tetrahydrofuran; water at -78 - 20℃; for 24h; | 92% |
1-(bromomethyl)-2,5-dichloro-4-methylbenzene
trimethylamine
Conditions | Yield |
---|---|
In diethyl ether at 0 - 20℃; | 100% |
In diethyl ether at 0 - 20℃; |
Conditions | Yield |
---|---|
In ethanol | 100% |
4,4'-bis(bromomethyl)-2,2'-bipyridine
trimethylamine
Conditions | Yield |
---|---|
In dichloromethane; water at 20℃; for 24h; | 100% |
In ethanol; water at 20℃; for 1h; Inert atmosphere; | 100% |
In ethanol; water at 20℃; for 1h; | |
In dichloromethane; water at 20℃; for 24h; | |
In dichloromethane at 20℃; for 24h; |
trimethylamine
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 50℃; under 750.075 - 1500.15 Torr; for 17h; Autoclave; Industry scale; | 100% |
Conditions | Yield |
---|---|
In not given react. of the Al compd. with an excess of NMe3; | 100% |
6-methylbenzofuran-3-ylmethyl bromide
trimethylamine
Br(1-)*C13H18NO(1+)
Conditions | Yield |
---|---|
In tetrahydrofuran; chloroform at 20℃; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
In tetrahydrofuran; chloroform at 20℃; Inert atmosphere; | 100% |
Methyl 4-(bromomethyl)benzoate
trimethylamine
1-(4-(methoxycarbonyl)phenyl)-N,N,N-trimethylmethanammonium bromide
Conditions | Yield |
---|---|
In water; acetonitrile at 80℃; for 15h; Sealed flask; | 100% |
In acetonitrile at 50℃; for 12h; |
1-(2,3-dioleyl-5-O-tosyl-α-D-ribofuranosyl)-4-nitroimidazole
trimethylamine
1-(2,3-dioleyl-5-trimethylammonium-α-D-ribofuranosyl)-4-nitroimidazole tosylate
Conditions | Yield |
---|---|
In tetrahydrofuran; acetonitrile at 50℃; for 48h; | 100% |
1-(2,3-dioleyl-5-O-tosyl-α-D-ribofuranosyl)-5-nitroindole
trimethylamine
1-(2,3-dioleyl-5-trimethylammonium-α-D-ribofuranosyl)-5-nitroindole tosylate
Conditions | Yield |
---|---|
In tetrahydrofuran; acetonitrile at 50℃; for 48h; | 100% |
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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