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132195

Sigma-Aldrich

Trimethylphosphat

97%

Synonym(e):

TMP

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About This Item

Lineare Formel:
(CH3O)3PO
CAS-Nummer:
512-56-1
Molekulargewicht:
140.07
Beilstein:
1071731
EG-Nummer:
208-144-8
MDL-Nummer:
MFCD00008348
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24847552
NACRES:
NA.22

Qualitätsniveau

200

Assay

97%

Form

liquid

Brechungsindex

n20/D 1.395 (lit.)

bp

197 °C (lit.)

mp (Schmelzpunkt)

−46 °C (lit.)

Dichte

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

InChIKey

WVLBCYQITXONBZ-UHFFFAOYSA-N

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Allgemeine Beschreibung

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

Anwendung

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.

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 1

Flammpunkt (°F)

302.0 °F - closed cup

Flammpunkt (°C)

150 °C - closed cup

Persönliche Schutzausrüstung

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

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Analysenzertifikate (COA)

Lot/Batch Number
MKCQ7593
MKCQ0590
MKCP4616
MKCN7206
MKCN4674

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Hydrolysis of acetyl dimethyl phosphate, a reactive acyl phosphate.
R Kluger et al.
Biochemistry, 11(8), 1544-1546 (1972-04-11)
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)
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
Johannes Bernarding et al.
Journal of the American Chemical Society, 128(3), 714-715 (2006-01-19)
In ultralow magnetic fields, liquid state nuclear magnetic resonance (NMR) spectra of homonuclear spin systems exhibit line widths dominated by their natural lifetime. Chemical shifts become negligible, and heteronuclear NMR spectra show predominantly the electron-mediated field-independent J-coupling. However, weak polarization
Chunhai Ruan et al.
Journal of the American Society for Mass Spectrometry, 19(2), 305-314 (2008-04-15)
Threshold collision-induced dissociation techniques are employed to determine the bond dissociation energies (BDEs) of complexes of alkali metal cations to trimethyl phosphate, TMP. Endothermic loss of the intact TMP ligand is the only dissociation pathway observed for all complexes. Theoretical
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