Product Name

  • Name

    Trimethylamine

  • EINECS 200-875-0
  • CAS No. 75-50-3
  • Article Data664
  • CAS DataBase
  • Density 0.692 g/cm3
  • Solubility
  • 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 Molecular Structure of 75-50-3 (Trimethylamine)
  • Hazard Symbols IrritantXi,CorrosiveC,HighlyF+,HarmfulXn
  • Synonyms Trimethylamine(8CI);N,N-Dimethylmethanamine;N-Trimethylamine;
  • PSA 3.24000
  • LogP 0.17780

Synthetic route

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

trimethylamine
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%
Dimethylphenylsilane
766-77-8

Dimethylphenylsilane

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

trimethylamine
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%
carbon dioxide
124-38-9

carbon dioxide

trimethylamine
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.
C17H18ClN3O
85598-30-7

C17H18ClN3O

A

5-(4-chlorophenyl)-3-phenyl-1,2,4-oxadiazole
28825-13-0

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

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
at 215℃; for 0.25h;A 98%
B n/a
triethylsilane
617-86-7

triethylsilane

bis-(dimethylamino)methane
51-80-9

bis-(dimethylamino)methane

A

1,1,1-triethyl-N,N-dimethylsilylamine
3550-35-4

1,1,1-triethyl-N,N-dimethylsilylamine

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
With nickel at 140 - 150℃;A 97%
B n/a
C17H19N3O
85598-29-4

C17H19N3O

A

3,5-diphenyl-1,2,4-oxadiazole
888-71-1

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

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
at 210℃; for 0.0833333h;A 97%
B n/a
C18H21N3O
85715-90-8

C18H21N3O

A

3-phenyl-5-(p-tolyl)-1,2,4-oxadiazole
16112-24-6

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

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
at 210℃; for 0.166667h;A 97%
B n/a
[(E)-4-(Diethoxy-phosphorylsulfanyl)-but-2-enyl]-trimethyl-ammonium; chloride
108546-39-0

[(E)-4-(Diethoxy-phosphorylsulfanyl)-but-2-enyl]-trimethyl-ammonium; chloride

A

ethyl phosphate
1623-14-9

ethyl phosphate

B

ethyl 1,3-butadienyl sulfide
10574-85-3

ethyl 1,3-butadienyl sulfide

C

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
With potassium hydroxide at 110℃; Product distribution; Mechanism;A 85.4%
B 33.3%
C 96.3%
trimethyl-borane; compound with trimethylamine
856617-42-0

trimethyl-borane; compound with trimethylamine

A

trimethylborane
593-90-8

trimethylborane

B

trimethylamine
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)

propylborane; compound with trimethylamine (1:1)

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-propyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
115002-30-7

2-propyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

B

trimethylamine
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
isobutylborane; compound with trimethylamine (1:1)

isobutylborane; compound with trimethylamine (1:1)

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-isobutyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
114328-55-1

2-isobutyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
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
18551-79-6

bis-[(diethoxy-methyl-silanyl)-methyl]-methyl-amine

phenol
108-95-2

phenol

A

methyltriphenoxysilane
3439-97-2

methyltriphenoxysilane

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
for 1.5h; Heating;A 92%
B n/a
sec-butyl-borane; compound with trimethylamine (1:1)

sec-butyl-borane; compound with trimethylamine (1:1)

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-sec-butyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
114328-54-0

2-sec-butyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
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
124287-34-9

trimethylamine-1-benzylborane

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-benzyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
124139-26-0

2-benzyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
In benzene byproducts: H2; reflux, cooling then adding pentane to the mixture; crystn. from benzene-pentane;A 92%
B n/a
potassium sulfite

potassium sulfite

A

potassium dithionate

potassium dithionate

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
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
isopropylborane; compound with trimethylamine (1:1)

isopropylborane; compound with trimethylamine (1:1)

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-isopropyl-2,3-dihydro-1H-1,3,2-benzodiazaborole
125929-63-7

2-isopropyl-2,3-dihydro-1H-1,3,2-benzodiazaborole

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
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
C15H37NO6Si2
382156-73-2

C15H37NO6Si2

phenol
108-95-2

phenol

A

tetraphenoxysilane
1174-72-7

tetraphenoxysilane

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
for 1.5h; Heating;A 89%
B n/a
cyclohexylborane; compound with trimethylamine (1:1)

cyclohexylborane; compound with trimethylamine (1:1)

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-cyclohexyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
108484-20-4

2-cyclohexyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
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
1013940-31-2

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
1013940-33-4

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
75-50-3

trimethylamine

Conditions
ConditionsYield
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
85598-33-0

C12H15Cl2N3O

A

5-(2,4-dichloro-phenyl)-3-methyl-[1,2,4]oxadiazole
59562-67-3

5-(2,4-dichloro-phenyl)-3-methyl-[1,2,4]oxadiazole

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
at 170℃; for 0.5h;A 88%
B n/a
tetrakis(dimethylamido)titanium(IV)

tetrakis(dimethylamido)titanium(IV)

ZrCl4*2N(CH3)3

ZrCl4*2N(CH3)3

A

ZrCl4Ti(N(CH3)2)4
82089-50-7

ZrCl4Ti(N(CH3)2)4

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
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
bis-[(ethoxy-dimethyl-silanyl)-methyl]-methyl-amine

bis-[(ethoxy-dimethyl-silanyl)-methyl]-methyl-amine

phenol
108-95-2

phenol

A

dimethyl-diphenoxy-silane
3440-02-6

dimethyl-diphenoxy-silane

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
for 1.5h; Heating;A 85%
B n/a
butylborane; compound with trimethylamine (1:1)

butylborane; compound with trimethylamine (1:1)

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-butyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
31748-14-8

2-butyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
In benzene byproducts: H2; reflux, then cooling and adding pentane to the mixture; recrystn. from benzene-pentane;A 85%
B n/a
(μ-pyridyl)(μ-hydrido)dirhenium octacarbonyl

(μ-pyridyl)(μ-hydrido)dirhenium octacarbonyl

trimethylamine-N-oxide dihydrate
62637-93-8

trimethylamine-N-oxide dihydrate

A

(μ-hydrido)(μ-pyridyl)(trimethylamine N-oxide)dirhenium heptacarbonyl
84538-00-1

(μ-hydrido)(μ-pyridyl)(trimethylamine N-oxide)dirhenium heptacarbonyl

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
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
trimethylamine-N-oxide
1184-78-7

trimethylamine-N-oxide

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
With C55H43P3Rh(1+)*C32H12BF24(1-); isopropyl alcohol at 80℃; for 24h; Reagent/catalyst; Inert atmosphere;82%
biochemische Reduktion durch gaerende Zucker-Loesungen;
With zinc
methylammonium 1-methylcaffolide
104815-74-9

methylammonium 1-methylcaffolide

A

3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone
7366-48-5

3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
In diethyl ether for 48h;A 80%
B n/a
ammonium caffolide
104795-02-0

ammonium caffolide

A

3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone
7366-48-5

3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
In diethyl ether for 48h;A 80%
B n/a
ammonium 1,3-dimethylcaffolide
105116-10-7

ammonium 1,3-dimethylcaffolide

A

3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone
7366-48-5

3,6,8-trimethyl-1-oxa-3,6,8-triaza-spiro[4.4]nonane-2,4,7,9-tetraone

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
In diethyl ether for 48h;A 80%
B n/a
cis-tetracarbonyl(2-ethoxy-2-oxoethyl)(triphenylphosphine)rhenium

cis-tetracarbonyl(2-ethoxy-2-oxoethyl)(triphenylphosphine)rhenium

trimethylamine-N-oxide
1184-78-7

trimethylamine-N-oxide

fac-(MeCN)(OC)3(Ph3)ReCH2COOEt

fac-(MeCN)(OC)3(Ph3)ReCH2COOEt

B

carbon dioxide
124-38-9

carbon dioxide

C

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
A 80%
B n/a
C n/a
hexylborane; compound with trimethylamine (1:1)

hexylborane; compound with trimethylamine (1:1)

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

A

2-hexyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole
124138-66-5

2-hexyl-2,3-dihydro-1H-benzo[1,3,2]diazaborole

B

trimethylamine
75-50-3

trimethylamine

Conditions
ConditionsYield
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
104-81-4

4-Methylbenzyl bromide

trimethylamine
75-50-3

trimethylamine

(4-methylbenzyl)trimethylammonium bromide
16814-21-4

(4-methylbenzyl)trimethylammonium bromide

Conditions
ConditionsYield
In diethyl ether at 0 - 20℃;100%
In tetrahydrofuran; ethanol at 25℃; for 24h; Inert atmosphere;99%
2-chloroethyl methyl ether
627-42-9

2-chloroethyl methyl ether

trimethylamine
75-50-3

trimethylamine

Choline methyl ether chloride
6340-44-9

Choline methyl ether chloride

Conditions
ConditionsYield
In water; acetonitrile at 140℃; for 5.5h;100%
In ethanol at 180℃; for 2.5h;93%
at 95℃;
1,3-propanesultone
1120-71-4

1,3-propanesultone

trimethylamine
75-50-3

trimethylamine

N-(3-sulfonatopropyl)-N,N,N-trimethylammonium
21865-17-8

N-(3-sulfonatopropyl)-N,N,N-trimethylammonium

Conditions
ConditionsYield
In ethanol; acetone at 0 - 20℃; for 24h;100%
In acetone at 35℃; for 2h;86%
In benzene
dichloromethanesulphonyl chloride
41197-29-9

dichloromethanesulphonyl chloride

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

trimethylamine
75-50-3

trimethylamine

A

trichloromethanesulfinyl chloride
25004-95-9

trichloromethanesulfinyl chloride

B

Trimethylammonium-(methylsulfonyl)methansulfonat
14843-83-5

Trimethylammonium-(methylsulfonyl)methansulfonat

Conditions
ConditionsYield
In tetrahydrofuran at -70℃;A 55%
B 100%
Dimethyl phosphite
868-85-9

Dimethyl phosphite

trimethylamine
75-50-3

trimethylamine

tetramethylammonium methyl hydrogen phosphite

tetramethylammonium methyl hydrogen phosphite

Conditions
ConditionsYield
at 20℃; for 24h;100%
dichloromethanesulphonyl chloride
41197-29-9

dichloromethanesulphonyl chloride

trimethylamine
75-50-3

trimethylamine

trimethylammonium trichloromethanesulfinate
98182-00-4

trimethylammonium trichloromethanesulfinate

Conditions
ConditionsYield
In tetrahydrofuran at -70℃;100%
tert-butyl N-[4-(2-bromoethoxy)-3-methoxybenzyl]carbamate
130972-90-6

tert-butyl N-[4-(2-bromoethoxy)-3-methoxybenzyl]carbamate

trimethylamine
75-50-3

trimethylamine

{2-[4-(tert-Butoxycarbonylamino-methyl)-2-methoxy-phenoxy]-ethyl}-trimethyl-ammonium; bromide

{2-[4-(tert-Butoxycarbonylamino-methyl)-2-methoxy-phenoxy]-ethyl}-trimethyl-ammonium; bromide

Conditions
ConditionsYield
In methanol for 18h; Heating;100%
5,10,15,20-tetrakis(4’-bromomethylphenyl)porphyrin

5,10,15,20-tetrakis(4’-bromomethylphenyl)porphyrin

trimethylamine
75-50-3

trimethylamine

5,10,15,20-tetrakis(α-trimethylammonio-4-methylphenyl)phenylporphyrin tetrabromide

5,10,15,20-tetrakis(α-trimethylammonio-4-methylphenyl)phenylporphyrin tetrabromide

Conditions
ConditionsYield
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
258336-21-9

Toluene-4-sulfonic acid (2R,4R,5R)-5-[1,3]dioxolan-2-yl-4-hydroxy-tetrahydro-furan-2-ylmethyl ester

trimethylamine
75-50-3

trimethylamine

Toluene-4-sulfonate((2R,4R,5R)-5-[1,3]dioxolan-2-yl-4-hydroxy-tetrahydro-furan-2-ylmethyl)-trimethyl-ammonium;

Toluene-4-sulfonate((2R,4R,5R)-5-[1,3]dioxolan-2-yl-4-hydroxy-tetrahydro-furan-2-ylmethyl)-trimethyl-ammonium;

Conditions
ConditionsYield
In ethanol at 80℃; for 24h; Substitution;100%
C48H36N4O2Ru

C48H36N4O2Ru

trimethylamine
75-50-3

trimethylamine

(meso-Tetrakis{p-tolyl}porphyrinato)bis(trimethylamine)ruthenium(II)

(meso-Tetrakis{p-tolyl}porphyrinato)bis(trimethylamine)ruthenium(II)

Conditions
ConditionsYield
With water for 1h; Reduction;100%
C44H24Cl4N4O2Ru

C44H24Cl4N4O2Ru

trimethylamine
75-50-3

trimethylamine

(meso-Tetrakis{p-chlorophenyl}porphyrinato)bis(trimethylamine)ruthenium(II)

(meso-Tetrakis{p-chlorophenyl}porphyrinato)bis(trimethylamine)ruthenium(II)

Conditions
ConditionsYield
With water for 1h; Reduction;100%
N-tert-Butyloxycarbonyl-L-glutaminyl-L-threonine 2-bromoethyl ester
287178-85-2

N-tert-Butyloxycarbonyl-L-glutaminyl-L-threonine 2-bromoethyl ester

trimethylamine
75-50-3

trimethylamine

N-tert-Butyloxycarbonyl-L-glutaminyl-L-threonine choline ester bromide

N-tert-Butyloxycarbonyl-L-glutaminyl-L-threonine choline ester bromide

Conditions
ConditionsYield
In acetone at 20℃; for 72h; Alkylation;100%
1-bromo-2,4-hexadecadiyne

1-bromo-2,4-hexadecadiyne

trimethylamine
75-50-3

trimethylamine

2,4-hexadecadiynyltrimethylammonium bromide

2,4-hexadecadiynyltrimethylammonium bromide

Conditions
ConditionsYield
In water at 20℃;100%
2-Amino-6-chloropurin
10310-21-1

2-Amino-6-chloropurin

trimethylamine
75-50-3

trimethylamine

2-amino-N,N,N-trimethyl-9H-purine-6-ylammonium chloride
34798-95-3

2-amino-N,N,N-trimethyl-9H-purine-6-ylammonium chloride

Conditions
ConditionsYield
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
62707-38-4

2-(N-acetylanilino)-4-chloromethyl-1,3-selenazole

trimethylamine
75-50-3

trimethylamine

[2-(N-acetylanilino)-1,3-selenazol-4-ylmethyl]trimethylammonium chloride

[2-(N-acetylanilino)-1,3-selenazol-4-ylmethyl]trimethylammonium chloride

Conditions
ConditionsYield
In benzene at 20℃; for 2h;100%
2-(N-acetylanilino)-4-iodomethyl-1,3-selenazole
121995-12-8

2-(N-acetylanilino)-4-iodomethyl-1,3-selenazole

trimethylamine
75-50-3

trimethylamine

[2-(N-acetylanilino)-1,3-selenazol-4-ylmethyl]trimethylammonium iodide

[2-(N-acetylanilino)-1,3-selenazol-4-ylmethyl]trimethylammonium iodide

Conditions
ConditionsYield
In benzene at 20℃; for 2h;100%
1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-DL-ribitol
17118-00-2, 30002-85-8, 84773-09-1

1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-DL-ribitol

trimethylamine
75-50-3

trimethylamine

N-(1,4-anhydro-2,3-O-isopropylidene-D,L-ribitol-5-yl)trimethylammonium tosylate

N-(1,4-anhydro-2,3-O-isopropylidene-D,L-ribitol-5-yl)trimethylammonium tosylate

Conditions
ConditionsYield
In ethanol at 70℃; for 0.25h;100%
4,16-bis(6'-bromohexyl)[2.2]paracyclophane

4,16-bis(6'-bromohexyl)[2.2]paracyclophane

trimethylamine
75-50-3

trimethylamine

4,16-bis(6'-(N,N,N-trimethylammonium)hexyl)[2.2]paracyclophane dibromide

4,16-bis(6'-(N,N,N-trimethylammonium)hexyl)[2.2]paracyclophane dibromide

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 24h;100%
1,4-bis(3',5'-bis(6''-bromohexyl)styryl)benzene
854669-58-2

1,4-bis(3',5'-bis(6''-bromohexyl)styryl)benzene

trimethylamine
75-50-3

trimethylamine

1,4-bis(3',5'-bis(6'-(N,N,N-trimethylammonium)hexyl)styryl)benzene tetrabromide

1,4-bis(3',5'-bis(6'-(N,N,N-trimethylammonium)hexyl)styryl)benzene tetrabromide

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 24h;100%
1,4-bis(4'-(N,N-bis(6''-iodohexyl)amino)styryl)benzene

1,4-bis(4'-(N,N-bis(6''-iodohexyl)amino)styryl)benzene

trimethylamine
75-50-3

trimethylamine

1,4-bis(4'-(N,N-bis(6''-(N,N,N-trimethylammonium)hexyl)amino)styryl)benzene tetraiodide

1,4-bis(4'-(N,N-bis(6''-(N,N,N-trimethylammonium)hexyl)amino)styryl)benzene tetraiodide

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 24h;100%
In tetrahydrofuran; water at -78 - 20℃; for 24h;92%
1-(bromomethyl)-2,5-dichloro-4-methylbenzene
868860-21-3

1-(bromomethyl)-2,5-dichloro-4-methylbenzene

trimethylamine
75-50-3

trimethylamine

2,5-dichloro-(4-methylbenzyl)trimethylammonium bromide

2,5-dichloro-(4-methylbenzyl)trimethylammonium bromide

Conditions
ConditionsYield
In diethyl ether at 0 - 20℃;100%
In diethyl ether at 0 - 20℃;
[14C2-1,4]-1,4-dibromobutane
32330-80-6

[14C2-1,4]-1,4-dibromobutane

trimethylamine
75-50-3

trimethylamine

C8(14)C2H26N2(2+)*2Br(1-)

C8(14)C2H26N2(2+)*2Br(1-)

Conditions
ConditionsYield
In ethanol100%
4,4'-bis(bromomethyl)-2,2'-bipyridine
134457-14-0

4,4'-bis(bromomethyl)-2,2'-bipyridine

trimethylamine
75-50-3

trimethylamine

4,4’‐bis(trimethylammoniummethyl)‐2,2’‐bipyridine

4,4’‐bis(trimethylammoniummethyl)‐2,2’‐bipyridine

Conditions
ConditionsYield
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;
5,15-bis-[4-(3-bromo-propyloxy)-phenyl]-porphyrin

5,15-bis-[4-(3-bromo-propyloxy)-phenyl]-porphyrin

trimethylamine
75-50-3

trimethylamine

5,15-bis-[4-(3-trimethylammonio-propyloxy)-phenyl]-porphyrin dibromide

5,15-bis-[4-(3-trimethylammonio-propyloxy)-phenyl]-porphyrin dibromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 50℃; under 750.075 - 1500.15 Torr; for 17h; Autoclave; Industry scale;100%
trimethylaminealane
16842-00-5

trimethylaminealane

trimethylamine
75-50-3

trimethylamine

bis(trimethylamino) alane

bis(trimethylamino) alane

Conditions
ConditionsYield
In not given react. of the Al compd. with an excess of NMe3;100%
6-methylbenzofuran-3-ylmethyl bromide
1187956-06-4

6-methylbenzofuran-3-ylmethyl bromide

trimethylamine
75-50-3

trimethylamine

Br(1-)*C13H18NO(1+)
1187956-09-7

Br(1-)*C13H18NO(1+)

Conditions
ConditionsYield
In tetrahydrofuran; chloroform at 20℃; Inert atmosphere;100%
3-bromomethylbenzofuran
38281-49-1

3-bromomethylbenzofuran

trimethylamine
75-50-3

trimethylamine

Br(1-)*C12H16NO(1+)
1187956-08-6

Br(1-)*C12H16NO(1+)

Conditions
ConditionsYield
In tetrahydrofuran; chloroform at 20℃; Inert atmosphere;100%
Methyl 4-(bromomethyl)benzoate
2417-72-3

Methyl 4-(bromomethyl)benzoate

trimethylamine
75-50-3

trimethylamine

1-(4-(methoxycarbonyl)phenyl)-N,N,N-trimethylmethanammonium bromide
1192363-78-2

1-(4-(methoxycarbonyl)phenyl)-N,N,N-trimethylmethanammonium bromide

Conditions
ConditionsYield
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
1231718-49-2

1-(2,3-dioleyl-5-O-tosyl-α-D-ribofuranosyl)-4-nitroimidazole

trimethylamine
75-50-3

trimethylamine

1-(2,3-dioleyl-5-trimethylammonium-α-D-ribofuranosyl)-4-nitroimidazole tosylate
1231718-52-7

1-(2,3-dioleyl-5-trimethylammonium-α-D-ribofuranosyl)-4-nitroimidazole tosylate

Conditions
ConditionsYield
In tetrahydrofuran; acetonitrile at 50℃; for 48h;100%
1-(2,3-dioleyl-5-O-tosyl-α-D-ribofuranosyl)-5-nitroindole
1231718-39-0

1-(2,3-dioleyl-5-O-tosyl-α-D-ribofuranosyl)-5-nitroindole

trimethylamine
75-50-3

trimethylamine

1-(2,3-dioleyl-5-trimethylammonium-α-D-ribofuranosyl)-5-nitroindole tosylate
1231718-42-5

1-(2,3-dioleyl-5-trimethylammonium-α-D-ribofuranosyl)-5-nitroindole tosylate

Conditions
ConditionsYield
In tetrahydrofuran; acetonitrile at 50℃; for 48h;100%

Trimethylamine Consensus Reports

Reported in EPA TSCA Inventory.

Trimethylamine 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)

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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