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Merck
CN

132195

磷酸三甲酯

97%

别名:

TMP, TMPA, TMPO

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线性分子式:
(CH3O)3PO
化学文摘社编号:
分子量:
140.07
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
208-144-8
Beilstein/REAXYS Number:
1071731
MDL number:
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产品名称

磷酸三甲酯, 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

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Application

磷酸三甲酯可用作以下反应的甲基化剂:
  • 酚类化合物的无溶剂o-甲基化反应以合成甲基芳基醚。
  • 在 Ca(OH)2 碱存在的情况下进行芳基/烷基硫醇的S-甲基化反应合成S-甲基化产物。

General description

磷酸三甲酯是一种良好的偶极非质子溶剂,可用作多种有机转化反应中的甲基化剂和酸清除剂。

pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

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

存储类别

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
Miguel Machuqueiro et al.
Journal of inorganic biochemistry, 94(1-2), 193-196 (2003-03-07)
The methyl transfer from trimethyl phosphate to alkyl thiols was investigated in the presence of zinc ions and in the absence of strong base. The chelating thiol N-(2-mercaptoethyl)picolylamine (MEPAH) was methylated by trimethyl phosphate, in MeOH, in the presence of
X Gao et al.
Nucleic acids research, 13(2), 573-584 (1985-01-25)
Thymine residues in an oligodeoxyribonucleotide are subject to methylation at N3 by the internucleotide methyl phosphotriester linkages. This alkylation occurs most rapidly in the presence of a strong base such as DBU, but also takes place, at a much slower
Guilherme Menegon Arantes et al.
The journal of physical chemistry. A, 109(25), 5625-5635 (2006-07-13)
Phosphate esters are important compounds in living systems. Their biological reactions with alcohol and thiol nucleophiles are catalyzed by a large superfamily of phosphatase enzymes. However, very little is known about the intrinsic reactivity of these nucleophiles with phosphorus centers.

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