132195
Trimethyl phosphate
97%
Synonym(s):
TMP, TMPA, TMPO
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About This Item
Linear Formula:
(CH3O)3PO
CAS Number:
Molecular Weight:
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
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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signalword
Danger
hcodes
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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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