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Merck

132195

Trimethyl phosphate

97%

Sinónimos:

TMP, TMPA, TMPO

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Fórmula lineal:
(CH3O)3PO
Número CAS:
Peso molecular:
140.07
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-144-8
Beilstein/REAXYS Number:
1071731
MDL number:
Assay:
97%
Form:
liquid
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Quality Level

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

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.


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pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

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

Clase de almacenamiento

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

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)
K Aflatooni et al.
The Journal of chemical physics, 125(5), 054301-054301 (2006-09-01)
Total cross sections for the dissociative electron attachment process are presented for the DNA bases thymine, cytosine, and adenine and for three compounds used as surrogates for the ribose and phosphate groups, tetrahydrofuran, 3-hydroxytetrahydrofuran, and trimethylphosphate, respectively. Cross section magnitudes