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132195

Sigma-Aldrich

Trimethyl phosphate

97%

Synonym(s):
TMP, TMPA, TMPO
Linear Formula:
(CH3O)3PO
CAS Number:
Molecular Weight:
140.07
Beilstein:
1071731
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.395 (lit.)

bp

197 °C (lit.)

mp

−46 °C (lit.)

density

1.197 g/mL at 25 °C (lit.)

SMILES string

COP(=O)(OC)OC

InChI

1S/C3H9O4P/c1-5-8(4,6-2)7-3/h1-3H3

InChI key

WVLBCYQITXONBZ-UHFFFAOYSA-N

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This Item
241024554669323322
Trimethyl phosphate 97%

Sigma-Aldrich

132195

Trimethyl phosphate

Trimethyl phosphate ≥99%

Sigma-Aldrich

241024

Trimethyl phosphate

Trimethylphosphine 97%

Sigma-Aldrich

323322

Trimethylphosphine

form

liquid

form

liquid

form

-

form

liquid

refractive index

n20/D 1.395 (lit.)

refractive index

n20/D 1.395 (lit.)

refractive index

n20/D 1.4070 (lit.)

refractive index

n20/D 1.428 (lit.)

bp

197 °C (lit.)

bp

197 °C (lit.)

bp

224 °C (lit.)

bp

38-40 °C (lit.)

mp

−46 °C (lit.)

mp

−46 °C (lit.)

mp

-

mp

−86 °C (lit.)

density

1.197 g/mL at 25 °C (lit.)

density

1.197 g/mL at 25 °C (lit.)

density

0.970 g/mL at 25 °C (lit.)

density

0.738 g/mL at 20 °C (lit.)

General description

Trimethyl phosphate is an excellent dipolar aprotic solvent that is used as a methylating agent and acid scavenger in many organic transformations.

Application

Trimethyl phosphate can be used as a methylating agent for the:
  • Solvent-free o-methylation of phenolic compounds to synthesize methyl aryl ethers.
  • S-methylation of aryl/alkyl thiols to synthesize S-methylated product in the presence of Ca(OH)2 as a base.

Pictograms

Exclamation markHealth hazard

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Muta. 1B - Skin Irrit. 2

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 1

Flash Point(F)

302.0 °F - closed cup

Flash Point(C)

150 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Customers Also Viewed

Slide 1 of 6

1 of 6

Yongqing Ma et al.
Analytica chimica acta, 786, 47-53 (2013-06-26)
An analytical method for the determination of 14 organophosphorus flame retardants (OPFRs), including halogenated OPFRs, non-halogenated OPFRs and triphenyl phosphine oxide (TPPO) in biological samples was developed using gas chromatography-mass spectrometry (GC/MS). Biological samples were extracted using microwave-assisted extraction (MAE)
Hydrolysis of acetyl dimethyl phosphate, a reactive acyl phosphate.
R Kluger et al.
Biochemistry, 11(8), 1544-1546 (1972-04-11)
R V Banerjee et al.
Biochemistry, 27(25), 9062-9070 (1988-12-13)
The transfer of 17O and/or 18O from (COOH-17O or -18O) enriched substrates to inorganic phosphate (Pi) has been demonstrated for two enzyme-catalyzed reactions involved in folate biosynthesis and glutamylation. COOH-18O-labeled folate, methotrexate, and dihydropteroate, in addition to [17O]-glutamate, were synthesized
Qingguo Meng et al.
Environmental science & technology, 45(7), 3000-3005 (2011-03-03)
Due to the neurotoxicity of organophosphate (OP) pesticides and nerve agents synthesized as military or terror agents, their safe destruction and disposal is of considerable current importance. A representative OP, trimethyl phosphate (TMP), was adsorbed onto NaX zeolite, two mesoporous
K Sundararajan et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 56A(10), 1855-1867 (2000-09-16)
Trimethyl phosphate (TMP) and acetylene were codeposited in nitrogen and argon matrices and adducts of these species were identified using infrared spectroscopy. Formation of the adducts was evidenced by shifts in the vibrational frequencies of the modes involving the TMP

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