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132195

Sigma-Aldrich

Trimethyl phosphate

97%

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

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.)

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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1 of 4

This Item
2410248.2118492730
vibrant-m

132195

Trimethyl phosphate

vibrant-m

241024

Trimethyl phosphate

vibrant-m

8.21184

Trimethyl phosphate

vibrant-m

92730

Trimethyl phosphite

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

refractive index

n20/D 1.395 (lit.)

refractive index

n20/D 1.395 (lit.)

refractive index

-

refractive index

n20/D 1.408 (lit.)

form

liquid

form

liquid

form

liquid

form

liquid

bp

197 °C (lit.)

bp

197 °C (lit.)

bp

197 °C/1013 hPa

bp

111-112 °C (lit.)

mp

−46 °C (lit.)

mp

−46 °C (lit.)

mp

-46 °C

mp

−78 °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

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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Customers Also Viewed

Slide 1 of 5

1 of 5

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
H Tezuka et al.
Mutation research, 157(2-3), 205-213 (1985-08-01)
Dominant lethal and heritable translocation studies were performed in male mice receiving a single intraperitoneal injection of trimethyl phosphate (TMP). The germ cell stage investigated was the spermatid. Methyl methanesulfonate (MMS) was used as a positive control in the latter
Antifertility activity of trimethylphosphate in male rats.
P J Hanna et al.
Experientia, 37(9), 999-1001 (1981-01-01)

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