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Merck
CN

132195

Trimethyl phosphate

97%

Synonym(s):

TMP, TMPA, TMPO

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About This Item

Linear Formula:
(CH3O)3PO
CAS Number:
512-56-1
Molecular Weight:
140.07
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24847552
EC Number:
208-144-8
Beilstein/REAXYS Number:
1071731
MDL number:
MFCD00008348

Key Documents

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Product Name

Trimethyl phosphate, 97%

InChI key

WVLBCYQITXONBZ-UHFFFAOYSA-N

InChI

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

SMILES string

COP(=O)(OC)OC

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

Quality Level

200

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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.

General description

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

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

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ6727
MKCZ6726
WXBF3947V
WXBF3386V
MKCS5368

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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
J Pfeuffer et al.
Magma (New York, N.Y.), 8(2), 98-108 (1999-08-24)
The diffusion-weighted signal attenuation of water in rat brain was measured with pulsed-field gradient nuclear magnetic resonance methods in a single voxel under in vivo and global ischemic conditions. The diffusion-attenuated water signal was observed in vivo at b values
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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