Product Name

  • Name

    Trimethyl phosphate

  • EINECS 208-144-8
  • CAS No. 512-56-1
  • Article Data152
  • CAS DataBase
  • Density 1.154 g/cm3
  • Solubility 500 G/L (25 ºC)
  • Melting Point -46 °C
  • Formula C3H9O4P
  • Boiling Point 197.2 °C at 760 mmHg
  • Molecular Weight 140.076
  • Flash Point 83.7 °C
  • Transport Information UN 2810
  • Appearance clear liquid
  • Safety 53-36/37-45-36/37/39
  • Risk Codes 46-40-68-45-20/21/22
  • Molecular Structure Molecular Structure of 512-56-1 (Trimethyl phosphate)
  • Hazard Symbols HarmfulXn,ToxicT
  • Synonyms Methylphosphate, (MeO)3PO (6CI);Trimethoxyphosphineoxide;Trimethyl orthophosphate;Trimethylphosphoric acid;
  • PSA 54.57000
  • LogP 1.03370

Synthetic route

methanol
67-56-1

methanol

trimethyl phosphite
512-56-1

trimethyl phosphite

Conditions
ConditionsYield
With sodium hypophosphite; copper dichloride at 24.9℃; for 173h;100%
With phosphorous; phosphoric acid tributyl ester; oxygen; copper dichloride In benzene at 30℃;98.2%
With trichlorophosphate In acetone at 10 - 30℃; under 10 Torr; for 4h;97.5%
phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

trimethyl phosphite
512-56-1

trimethyl phosphite

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -95℃;100%
With dihydrogen peroxide In pyridine at -20℃; adding different FeIII compounds; determination of half-lives of reactions;
With naphthalene-1,4-dicarbonitrile; water In water; acetonitrile Irradiation;
phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -50℃;A 7%
B 93%
dimethyl (Z)-α-methoxyiminobenzylphosphonate
122203-30-9

dimethyl (Z)-α-methoxyiminobenzylphosphonate

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

benzonitrile
100-47-0

benzonitrile

Conditions
ConditionsYield
at 140℃; for 0.5h; Product distribution; reflux in 1,2,4-trimethylbenzene, 72 h;A 85%
B 92%
methanol
67-56-1

methanol

p-methoxyphenyl dimethyl phosphate
7357-14-4

p-methoxyphenyl dimethyl phosphate

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

4-methoxy-phenol
150-76-5

4-methoxy-phenol

Conditions
ConditionsYield
With cesium fluoride at 65℃; for 22h;A 79%
B 88%
methanol
67-56-1

methanol

1-decenyl dimethyl phosphate
74532-26-6, 74532-27-7

1-decenyl dimethyl phosphate

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

caprinaldehyde
112-31-2

caprinaldehyde

Conditions
ConditionsYield
With cesium fluoride at 65℃; for 22h;A 67%
B 88%
p-methoxyphenyl dimethyl phosphate
7357-14-4

p-methoxyphenyl dimethyl phosphate

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

4-methoxy-phenol
150-76-5

4-methoxy-phenol

Conditions
ConditionsYield
With methanol; cesium fluoride at 65℃; for 22h;A 79%
B 88%
1-decenyl dimethyl phosphate
74532-26-6, 74532-27-7

1-decenyl dimethyl phosphate

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

caprinaldehyde
112-31-2

caprinaldehyde

Conditions
ConditionsYield
With methanol; cesium fluoride at 65℃; for 22h;A 67%
B 88%
methanol
67-56-1

methanol

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

methylphosphate
812-00-0

methylphosphate

C

dimethylphosphoric acid
813-78-5

dimethylphosphoric acid

Conditions
ConditionsYield
With phosphorus; tetraethylammonium iodide In water; acetonitrile electrolysis;A 82%
B n/a
C n/a
methanol
67-56-1

methanol

dimethyl phenyl phosphate
10113-28-7

dimethyl phenyl phosphate

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
With cesium fluoride at 65℃; for 4h;A 80%
B 65%
dimethyl phenyl phosphate
10113-28-7

dimethyl phenyl phosphate

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
With methanol; cesium fluoride at 65℃; for 4h;A 80%
B 65%
methanol
67-56-1

methanol

methyl paraoxon
950-35-6

methyl paraoxon

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

4-nitro-phenol
100-02-7

4-nitro-phenol

Conditions
ConditionsYield
With cesium fluoride at 65℃; for 0.5h;A 63%
B 76%
With La-(catecholate)-functionalized porous organic polymer at 60℃; for 12h; Kinetics; Reagent/catalyst;
Stage #1: methanol With UiO-66-H for 0.5h;
Stage #2: methyl paraoxon at 59.84℃;
methyl paraoxon
950-35-6

methyl paraoxon

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

4-nitro-phenol
100-02-7

4-nitro-phenol

Conditions
ConditionsYield
With methanol; cesium fluoride at 65℃; for 0.5h;A 63%
B 76%
trimethyl phosphonoformate
31142-23-1

trimethyl phosphonoformate

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

Conditions
ConditionsYield
at 295℃; for 6h;A 18%
B 75%
phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

methyl phosphite
96-36-6, 868-85-9

methyl phosphite

Conditions
ConditionsYield
With Oxone In tetrahydrofuran; methanol Ambient temperature;A 72%
B n/a
phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

O,O,O-trimethylthiophosphate
152-18-1

O,O,O-trimethylthiophosphate

C

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -95℃;A 25%
B 4%
C 71%
methanol
67-56-1

methanol

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

Dimethyl phosphite
868-85-9

Dimethyl phosphite

Conditions
ConditionsYield
With phosphorous; 10H-phenothiazine; N,N,N,N-tetraethylammonium tetrafluoroborate In N,N-dimethyl-formamide at 53℃; electrolysis;A 9%
B 71%
methanol
67-56-1

methanol

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

Dimethyl phosphite
868-85-9

Dimethyl phosphite

C

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

Conditions
ConditionsYield
With phosphorous; tetraethylammonium iodide In acetonitrile at 18℃; electrolysis;A 70%
B 11%
C 3%
With phosphorous; tetraethylammonium iodide In acetonitrile at 18℃; Mechanism; Product distribution; electrolysis; var. nucleophiles; var. temperatures;A 70%
B 11%
C 3%
With phosphorous In acetonitrile at 18℃; Electrolysis;A 70%
B 11%
C 3%
O,O,O-trimethylthiophosphate
152-18-1

O,O,O-trimethylthiophosphate

trimethyl phosphite
512-56-1

trimethyl phosphite

Conditions
ConditionsYield
With Oxone In tetrahydrofuran; methanol Ambient temperature;70%
With 3-chloro-benzenecarboperoxoic acid at -25℃; Yield given;
With ozone at 50℃; for 2.5h; neat (no solvent);
methanol
67-56-1

methanol

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

tetramethyl pyrophosphate
690-49-3

tetramethyl pyrophosphate

Conditions
ConditionsYield
With tetraethylammonium iodide; water In acetonitrile at 48℃; electrosynthesis;A 65%
B 5%
Allyl acetate
591-87-7

Allyl acetate

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

allylphosphonic acid dimethyl ester
757-54-0

allylphosphonic acid dimethyl ester

Conditions
ConditionsYield
With palladium(II) acetylacetonate In 1,4-dioxane at 145 - 160℃; for 15h;A 17%
B 64%
(4R*,5S*)-2,2,2-Trimethoxy-4,5-diphenyl-1,3,2λ5-oxazaphospholidin

(4R*,5S*)-2,2,2-Trimethoxy-4,5-diphenyl-1,3,2λ5-oxazaphospholidin

A

trimethyl phosphite
512-56-1

trimethyl phosphite

trans-2,2-Diphenylaziridine
25125-72-8

trans-2,2-Diphenylaziridine

Conditions
ConditionsYield
With methanol In dichloromethane at 40℃; for 0.5h;A n/a
B 62%
methanol
67-56-1

methanol

C10H19O8P
74783-15-6

C10H19O8P

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

dimethyl 2-methoxybutanedioate
4148-97-4

dimethyl 2-methoxybutanedioate

C

Dimethyl ether
115-10-6

Dimethyl ether

D

2-(Dimethoxy-phosphoryl)-3-methoxy-succinic acid dimethyl ester

2-(Dimethoxy-phosphoryl)-3-methoxy-succinic acid dimethyl ester

Conditions
ConditionsYield
at 150℃; for 20h; Product distribution; reaction under var. conditions;A 60%
B n/a
C n/a
D 40%
at 150℃; for 2h;
6-Hydroxy-5-(trimethoxyphosphoranylidenamino)-5,6-dihydro-β-ionon

6-Hydroxy-5-(trimethoxyphosphoranylidenamino)-5,6-dihydro-β-ionon

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

5,6-epimino-5,6-dihydro-β-ionone

5,6-epimino-5,6-dihydro-β-ionone

C

5-Dimethoxyphosphorylamino-6-hydroxy-5,6-dihydro-β-ionon

5-Dimethoxyphosphorylamino-6-hydroxy-5,6-dihydro-β-ionon

Conditions
ConditionsYield
With water In tetrahydrofuranA n/a
B 10%
C 57%
2-(2-nitrovinyl)furan
699-18-3, 32782-45-9

2-(2-nitrovinyl)furan

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

phosphoramidic acid dimethyl ester
2697-42-9

phosphoramidic acid dimethyl ester

C

tetramethyl <(2-furyl)ethylene>bisphosphonate

tetramethyl <(2-furyl)ethylene>bisphosphonate

Conditions
ConditionsYield
In acetic acid at 40℃; for 24h;A 16 g
B 5 g
C 55%
In acetic acid at 40℃; for 24h; Product distribution; Mechanism;A 16 g
B 5 g
C 10 g
In acetic acid at 40℃; for 24h;A 16 g
B 5 g
C 10 g
phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

O,O,O-trimethylthiophosphate
152-18-1

O,O,O-trimethylthiophosphate

C

dimethyl sulfate
77-78-1

dimethyl sulfate

D

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -78℃; Product distribution; other trialkyl phosphite,trialkyl phosphine, trialkyl arsines, trialkoxyarsines, var. molar ratio and temperatures;A 22%
B 4%
C 55%
D 19%
With sulfur trioxide In dichloromethane at -78℃;A 48%
B 16%
C 3%
D 9%
methanol
67-56-1

methanol

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

Conditions
ConditionsYield
With phosphorous; tetraethylammonium iodide In acetonitrile at 50℃; electrolysis;A 51%
B 28%
With phosphorous In acetonitrile at 50℃; Electrolysis;A 51%
B 28%
methanol
67-56-1

methanol

1,1,1,3',3',3'-hexafluoro-propanol
920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

O,O-dimethyl O-(1,1,1,3,3,3-hexafluoropropan-2-yl) phosphate
19784-21-5

O,O-dimethyl O-(1,1,1,3,3,3-hexafluoropropan-2-yl) phosphate

C

Bis(hexafluoroisopropyl) methyl phosphate

Bis(hexafluoroisopropyl) methyl phosphate

D

C13H7F24O5P

C13H7F24O5P

Conditions
ConditionsYield
Stage #1: 1,1,1,3',3',3'-hexafluoro-propanol With phosphorus pentachloride for 2h; Heating;
Stage #2: methanol
A 2%
B 6%
C 12%
D 50%
phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

dimethyl phosphine oxide
7211-39-4

dimethyl phosphine oxide

Conditions
ConditionsYield
With Bromotrichloromethane In neat (no solvent) at 25℃; for 0.5h;A 4%
B 50%
O,O,O-trimethylthiophosphate
152-18-1

O,O,O-trimethylthiophosphate

3-methylpyridazine-2-oxide
19602-00-7

3-methylpyridazine-2-oxide

A

3-methylpyridazine
1632-76-4

3-methylpyridazine

B

trimethyl phosphite
512-56-1

trimethyl phosphite

Conditions
ConditionsYield
In dichloromethane for 5h; Product distribution; Irradiation; different thiophosphoryl compounds, its concentrations and reaction times;A 43%
B 27%
trimethyl phosphite
512-56-1

trimethyl phosphite

3-Hydroxy-7,8-dimethyl-1-oxo-2-phenyl-1,5-dihydro-benzo[4,5]imidazo[1,2-a]pyridine-4-carbonitrile
119750-30-0

3-Hydroxy-7,8-dimethyl-1-oxo-2-phenyl-1,5-dihydro-benzo[4,5]imidazo[1,2-a]pyridine-4-carbonitrile

3-Methoxy-5,7,8-trimethyl-1-oxo-2-phenyl-1,5-dihydro-benzo[4,5]imidazo[1,2-a]pyridine-4-carbonitrile
119750-43-5

3-Methoxy-5,7,8-trimethyl-1-oxo-2-phenyl-1,5-dihydro-benzo[4,5]imidazo[1,2-a]pyridine-4-carbonitrile

Conditions
ConditionsYield
With potassium carbonate for 1.5h; Heating;100%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

trimethyl phosphite
512-56-1

trimethyl phosphite

1-methyl-3-methylimidazol-3-ium dimethyl phosphate

1-methyl-3-methylimidazol-3-ium dimethyl phosphate

Conditions
ConditionsYield
at 20 - 140℃; for 4h;100%
In acetonitrile at 80℃; for 24h; Inert atmosphere;99%
at 100℃; for 24h;95%
trimethyl phosphite
512-56-1

trimethyl phosphite

1-butyl-3-methylimidazolium chloride
79917-90-1

1-butyl-3-methylimidazolium chloride

1-butyl-3-methyl-1H-imidazol-3-ium dimethyl phosphate

1-butyl-3-methyl-1H-imidazol-3-ium dimethyl phosphate

Conditions
ConditionsYield
at 100℃; for 2h;100%
at 60℃; for 5h;100%
trimethyl phosphite
512-56-1

trimethyl phosphite

tetraethyl-phosphonium chloride
7368-65-2

tetraethyl-phosphonium chloride

tetraethylphosphonium dimethylphosphate

tetraethylphosphonium dimethylphosphate

Conditions
ConditionsYield
at 100℃; for 3h;100%
N-Ethylimidazole
7098-07-9

N-Ethylimidazole

trimethyl phosphite
512-56-1

trimethyl phosphite

1-ethyl-3-methyl-1H-imidazol-3-ium dimethyl phosphate
945611-27-8

1-ethyl-3-methyl-1H-imidazol-3-ium dimethyl phosphate

Conditions
ConditionsYield
In neat liquid at 80℃; for 18h; Reflux; Inert atmosphere;100%
at 80℃; for 24h; Inert atmosphere;99%
In tetrahydrofuran Reflux;
at 150℃; for 15h; Inert atmosphere;
at 149.99℃; for 10h;
trimethyl phosphite
512-56-1

trimethyl phosphite

3-(2-hydroxyethyl)-1-methyl-1H-imidazol-3-ium chloride

3-(2-hydroxyethyl)-1-methyl-1H-imidazol-3-ium chloride

1-(2-hydroxyethyl)-3-methylimidazolium dimethyl phosphate

1-(2-hydroxyethyl)-3-methylimidazolium dimethyl phosphate

Conditions
ConditionsYield
at 50℃; for 0.25h; Microwave irradiation;100%
With calcium chloride In toluene at 110℃; for 2h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

N-phenyl benzoyl amide
93-98-1

N-phenyl benzoyl amide

N-methyl-N-phenyl-benzamide
1934-92-5

N-methyl-N-phenyl-benzamide

Conditions
ConditionsYield
With cyclopentyl methyl ether; sodium hydroxide at 115℃; for 24h; Reagent/catalyst; Inert atmosphere;100%
With lithium diisopropyl amide In tetrahydrofuran at 0 - 75℃; for 24h; Reagent/catalyst; Solvent; Temperature; regioselective reaction;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

1,6-bis(3-methylimidazolium-1-yl)hexane dichloride

1,6-bis(3-methylimidazolium-1-yl)hexane dichloride

1,6-bis(3-methylimidazolium-1-yl)hexane bis(dimethyl phosphate)

1,6-bis(3-methylimidazolium-1-yl)hexane bis(dimethyl phosphate)

Conditions
ConditionsYield
With calcium chloride In toluene at 120℃; for 4h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

1,4-bis(1-butylimidazolium-3-yl)butane dichloride

1,4-bis(1-butylimidazolium-3-yl)butane dichloride

1,4-bis(3-butylimidazolium-1-yl)butane bis(dimethyl phosphate)

1,4-bis(3-butylimidazolium-1-yl)butane bis(dimethyl phosphate)

Conditions
ConditionsYield
With calcium chloride In toluene at 100℃; for 8h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

1,6-bis[3-(2-hydroxyethyl)imidazolium-1-yl]hexane dichloride

1,6-bis[3-(2-hydroxyethyl)imidazolium-1-yl]hexane dichloride

1,6-bis[3-(2-hydroxyethyl)imidazolium-1-yl]hexane bis(dimethyl phosphate)

1,6-bis[3-(2-hydroxyethyl)imidazolium-1-yl]hexane bis(dimethyl phosphate)

Conditions
ConditionsYield
With calcium chloride In toluene at 120℃; for 2h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

1-methyl-3-(2-methoxyethyl)-1H-imidazol-3-ium chloride

1-methyl-3-(2-methoxyethyl)-1H-imidazol-3-ium chloride

1-(2-methoxyethyl)-3-methylimidazolium dimethyl phosphate

1-(2-methoxyethyl)-3-methylimidazolium dimethyl phosphate

Conditions
ConditionsYield
With calcium chloride In toluene at 110℃; for 4h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

3-butyl-1,2-dimethylimidazolium chloride

3-butyl-1,2-dimethylimidazolium chloride

1-butyl-2,3-dimethylimidazolium dimethyl phosphate
945611-42-7

1-butyl-2,3-dimethylimidazolium dimethyl phosphate

Conditions
ConditionsYield
With calcium chloride In toluene at 100℃; for 2h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

choline chloride
67-48-1

choline chloride

(2-hydroxyethyl)trimethylammonium dimethyl phosphate
118978-98-6

(2-hydroxyethyl)trimethylammonium dimethyl phosphate

Conditions
ConditionsYield
With calcium chloride In toluene at 120℃; for 2h;99%
In methanol at 80℃; for 12h;
trimethyl phosphite
512-56-1

trimethyl phosphite

1-butyl-1-methylpyrrolidinium chloride

1-butyl-1-methylpyrrolidinium chloride

1-butyl-1-methylpyrrolidinium dimethyl phosphate
1323125-78-5

1-butyl-1-methylpyrrolidinium dimethyl phosphate

Conditions
ConditionsYield
With calcium chloride In toluene at 110℃; for 2h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane
459409-74-6

4,4,5,5-tetramethyl-2-(5-phenylthiophen-2-yl)-1,3,2-dioxaborolane

2-methyl-5-phenylthiophene
5069-26-1

2-methyl-5-phenylthiophene

Conditions
ConditionsYield
With copper(l) iodide; lithium iodide; lithium tert-butoxide at 50℃; for 16h; Inert atmosphere;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

phenylacetylpyrrolidine
3389-53-5

phenylacetylpyrrolidine

2-phenyl-1-(pyrrolidin-1-yl)propan-1-one
74931-56-9

2-phenyl-1-(pyrrolidin-1-yl)propan-1-one

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at 0 - 75℃; for 24h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

N-(phenylacetyl)morpholine
17123-83-0

N-(phenylacetyl)morpholine

1-(4-morpholinyl)-2-phenyl-1-propanone
155222-99-4

1-(4-morpholinyl)-2-phenyl-1-propanone

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at 0 - 75℃; for 24h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

N,N-dimethyl-2-phenylacetamide
18925-69-4

N,N-dimethyl-2-phenylacetamide

N,N-dimethyl-2-phenylpropionamide
81616-82-2, 81616-83-3, 41836-85-5

N,N-dimethyl-2-phenylpropionamide

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at 0 - 75℃; for 24h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

N-(phenylmethyl)acetamide
588-46-5

N-(phenylmethyl)acetamide

N-benzyl-N-methylacetamide
29823-47-0

N-benzyl-N-methylacetamide

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at 0 - 75℃; for 24h;99%
2-pyrrolidinon
616-45-5

2-pyrrolidinon

trimethyl phosphite
512-56-1

trimethyl phosphite

1-methyl-pyrrolidin-2-one
872-50-4

1-methyl-pyrrolidin-2-one

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at 0 - 75℃; for 24h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

3-phenyl-1-pyrrolidin-1-yl-propane-1-one
151647-54-0

3-phenyl-1-pyrrolidin-1-yl-propane-1-one

2-methyl-3-phenyl-1-(pyrrolidin-1-yl)propan-1-one

2-methyl-3-phenyl-1-(pyrrolidin-1-yl)propan-1-one

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at 75℃; for 24h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

N,N-dimethyl-3-phenylpropanamide
5830-31-9

N,N-dimethyl-3-phenylpropanamide

2-methyl-N,N-dimethyl-3-phenylpropanamide
20929-40-2

2-methyl-N,N-dimethyl-3-phenylpropanamide

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at 0 - 75℃; for 24h;99%
trimethyl phosphite
512-56-1

trimethyl phosphite

tetrahydro-2'-methyl-3'-phenylspiro(cyclopentane-1,5'-isoxazole)
153392-54-2

tetrahydro-2'-methyl-3'-phenylspiro(cyclopentane-1,5'-isoxazole)

3,3-dimethyl-4-phenyl-6-spirocyclopentyltetrahydro-1,3-oxazinium dimethyl phosphate

3,3-dimethyl-4-phenyl-6-spirocyclopentyltetrahydro-1,3-oxazinium dimethyl phosphate

Conditions
ConditionsYield
at 160℃; for 0.5h;98%
trimethyl phosphite
512-56-1

trimethyl phosphite

(3R*,5S*)-2,5-dimethyl-3-phenyl-5-propylisoxazolidine

(3R*,5S*)-2,5-dimethyl-3-phenyl-5-propylisoxazolidine

(4R*,6S*)-3,3,6-trimethyl-4-phenyl-6-propyltetrahydro-1,3-oxazinium dimethyl phosphate

(4R*,6S*)-3,3,6-trimethyl-4-phenyl-6-propyltetrahydro-1,3-oxazinium dimethyl phosphate

Conditions
ConditionsYield
at 160℃; for 0.5h;98%
trimethyl phosphite
512-56-1

trimethyl phosphite

1-Butylimidazole
4316-42-1

1-Butylimidazole

1-butyl-3-methyl-1H-imidazol-3-ium dimethyl phosphate

1-butyl-3-methyl-1H-imidazol-3-ium dimethyl phosphate

Conditions
ConditionsYield
In acetonitrile at 80℃; for 24h; Inert atmosphere;98%
In ethyl acetate at 80℃; Inert atmosphere;76.5%
In tetrahydrofuran Reflux;
at 110℃; for 24h; Inert atmosphere;
trimethyl phosphite
512-56-1

trimethyl phosphite

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

(3-bromopropyl)phosphonic acid dimethyl ester
177342-84-6

(3-bromopropyl)phosphonic acid dimethyl ester

Conditions
ConditionsYield
at 150℃; for 0.5h;98%
trimethyl phosphite
512-56-1

trimethyl phosphite

N-octylimidazole
21252-69-7

N-octylimidazole

1-octyl-3-methylimidazolium dimethyl phosphate
945611-33-6

1-octyl-3-methylimidazolium dimethyl phosphate

Conditions
ConditionsYield
In acetonitrile at 80℃; for 24h; Inert atmosphere;98%
methyl 2-(3-methyl-1H-imidazolium-1-yl)acetate chloride

methyl 2-(3-methyl-1H-imidazolium-1-yl)acetate chloride

trimethyl phosphite
512-56-1

trimethyl phosphite

1-(2-methoxy-2-oxoethyl)-3-methylimidazolium dimethyl phosphate

1-(2-methoxy-2-oxoethyl)-3-methylimidazolium dimethyl phosphate

Conditions
ConditionsYield
With calcium chloride In acetonitrile for 2h; Reflux;98%

Trimethyl phosphate Consensus Reports

 

.

Trimethyl phosphate Specification

The IUPAC name of this chemical is Trimethyl phosphate. With the CAS registry number 512-56-1 and EINECS registry number 208-144-8, it is also named as Phosphoric acid,trimethyl ester. In addition, the molecular formula is C3H9O4P and the molecular weight is 140.07. It is a kind of clear liquid and belongs to the classes of Organics; Functional Materials; Phosphates (Plasticizer); Plasticizer; Organic Building Blocks; Organic Phosphates/Phosphites; Phosphorus Compounds.

Physical properties about this chemical are: (1)ACD/LogP: -0.52; (2)ACD/LogD (pH 5.5): -0.52; (3)ACD/LogD (pH 7.4): -0.52; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 12.46; (7)ACD/KOC (pH 7.4): 12.46; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 3; (10)Polar Surface Area: 54.57 Å2; (11)Index of Refraction: 1.379; (12)Molar Refractivity: 28.05 cm3; (13)Molar Volume: 121.2 cm3; (14)Polarizability: 11.12 ×10-24cm3; (15)Surface Tension: 29.4 dyne/cm; (16)Density: 1.154 g/cm3; (17)Flash Point: 83.7 °C; (18)Enthalpy of Vaporization: 41.57 kJ/mol; (19)Boiling Point: 197.2 °C at 760 mmHg; (20)Vapour Pressure: 0.539 mmHg at 25°C.

Preparation of Trimethyl phosphate: it can be prepared by methanol and trichlorooxyphosphorus in the presence of potassium carbonate. Add methanol and potassium carbonate into reactor at reaction temperature of 5 °C. Then add trichlorooxyphosphorus into the mixture in 2 hours with stirring. The temperature should be controlled below 30 °C. Then add dimethyl sulfate and reflux for 3 hours. At last, you can go through the operation of cooling, filtering by carbon tetrachloride, vacuum distillation and drying to get the products.

Trimethyl phosphate can be prepared by methanol and trichlorooxyphosphorus in the presence of potassium carbonate

Uses of Trimethyl phosphate: this chemical is a mild methylating agent, useful for preparing dimethylation of anilines and related heterocyclic compounds.And it is mianly used as solvent and extractant for medicine and pesticide. Also it can be used as a color inhibitor for fibers, flame retardants and plasticizer. In addition, it can react with pyridine to get 1-methyl-pyridinium; dimethyl phosphate. The reaction time is 5 hours by heating. The yield is about 92%.

Trimethyl phosphate can react with pyridine to get 1-methyl-pyridinium; dimethyl phosphate

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. And it may cause heritable genetic damage and cancer. In addition, it has risk of irreversible effects Possibly. There is limited evidence of a carcinogenic effect. Avoid exposure - obtain special instruction before use. During using it, wear suitable protective clothing, gloves and eye/face protection. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.).

You can still convert the following datas into molecular structure:
(1)SMILES: O=P(OC)(OC)OC
(2)InChI: InChI=1/C3H9O4P/c1-5-8(4,6-2)7-3/h1-3H3
(3)InChIKey: WVLBCYQITXONBZ-UHFFFAOYAV

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 1676mg/kg (1676mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1129, 1986.
mouse LD50 intraperitoneal 2250mg/kg (2250mg/kg)   Therapie. Vol. 15, Pg. 237, 1960.
mouse LD50 oral 1470mg/kg (1470mg/kg)   Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. Vol. NCI-E-C-72-3252, Pg. 1973,
mouse LD50 unreported 540mg/kg (540mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Gigiena Naselennykh Mest. Hygiene in Populated Places. Vol. 17, Pg. 37, 1978.
quail LD50 oral 750mg/kg (750mg/kg)   Journal of Reproduction and Fertility. Vol. 48, Pg. 371, 1976.
rabbit LD50 oral 1275mg/kg (1275mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 338, 1946.
rabbit LD50 skin 2830uL/kg (2.83mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat LD50 oral 840mg/kg (840mg/kg)   Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. Vol. NCI-E-C-72-3252, Pg. 1973,
rat LD50 unreported 500mg/kg (500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Gigiena Naselennykh Mest. Hygiene in Populated Places. Vol. 17, Pg. 37, 1978.
rat LDLo intraperitoneal 800mg/kg (800mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

GASTROINTESTINAL: OTHER CHANGES
Journal of Pharmacy and Pharmacology. Vol. 11, Pg. 150, 1959.
rat LDLo intravenous 2400mg/kg (2400mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Nature. Vol. 179, Pg. 154, 1957.

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