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132195

Sigma-Aldrich

Trimethyl phosphate

97%

Sinónimos:

TMP, TMPA, TMPO

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About This Item

Fórmula lineal:
(CH3O)3PO
Número de CAS:
512-56-1
Peso molecular:
140.07
Beilstein/REAXYS Number:
1071731
EC Number:
208-144-8
MDL number:
MFCD00008348
UNSPSC Code:
12352100
PubChem Substance ID:
24847552
NACRES:
NA.22

Quality Level

200

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.)

functional group

phosphate

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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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

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 1

flash_point_f

302.0 °F - closed cup

flash_point_c

150 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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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
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
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
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