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Merck

240907

Trimethyl phosphite

≥99%, liquid

Sinónimos:

Methyl phosphite, P(OMe)3, Trimethoxyphosphine

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Fórmula lineal:
(CH3O)3P
Número CAS:
121-45-9
Peso molecular:
124.08
NACRES:
NA.22
PubChem Substance ID:
24854442
UNSPSC Code:
12352108
EC Number:
204-471-5
MDL number:
MFCD00008350
Beilstein/REAXYS Number:
956570

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Nombre del producto

Trimethyl phosphite, ≥99%

InChI key

CYTQBVOFDCPGCX-UHFFFAOYSA-N

InChI

1S/C3H9O3P/c1-4-7(5-2)6-3/h1-3H3

SMILES string

COP(OC)OC

vapor density

4.3 (vs air)

vapor pressure

17 mmHg ( 20 °C)

assay

≥99%

form

liquid

reaction suitability

reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

refractive index

n20/D 1.408 (lit.)

bp

111-112 °C (lit.)

mp

−78 °C (lit.)

density

1.052 g/mL at 25 °C (lit.)

Quality Level

200

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Application

Trimethyl phosphite can be used as a ligand in the synthesis of allyliridium phosphite complexes by direct reaction with allyliridium 1,5-cyclooctadiene complex.

General description

Trimethyl phosphite is an organophosphorus compound commonly used as a polymerization catalyst, coating additive, and as an intermediate in the synthesis of flame retardants. In addition, it is also used as an activating reagent in amide formation.

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

supp_hazards

EUH014

Clase de almacenamiento

3 - Flammable liquids

wgk

WGK 1

flash_point_f

82.4 °F - closed cup

flash_point_c

28 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
BCCG9674
BCCG1632
BCCF7329
BCCF0637
BCCC6411

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D H Barton et al.
Bioorganic & medicinal chemistry, 2(4), 259-266 (1994-04-01)
In harmony with our studies on the activation of hydrocarbons by Gif chemistry, we have, in the first part of this paper, studied the mechanism of the lipoxygenase enzymes using soybean lipoxygenase as a model. We have shown with trimethyl
Bangwei Ding et al.
Journal of the American Chemical Society, 125(11), 3248-3259 (2003-03-13)
Trimethyl phosphite, (MeO)(3)P, is introduced as an efficient and selective trap in oxiranylcarbinyl radical (2) systems, formed from haloepoxides 8-13 under thermal AIBN/n-Bu(3)SnH conditions at about 80 degrees C. Initially, the transformations of 8-13, in the absence of phosphite, to
M A Mehlman et al.
Toxicology and applied pharmacology, 72(1), 119-123 (1984-01-01)
Trimethyl phosphite (TMP) is an organophosphorus alkylating agent used primarily in the synthesis of organophosphate compounds. To evaluate teratogenic potential, TMP was administered by gavage to pregnant rats at rates of 16, 49, or 164 mg/kg/day, on gestation Days 6
Tian-lin Zhang et al.
Guang pu xue yu guang pu fen xi = Guang pu, 24(11), 1334-1337 (2005-03-15)
The reactions of unsaturated chloride polyether polyol with trimethyl phosphite have been studied by FTIR, which was prepared by copolymerization of ethanediol, allyl glycidyl ether and epoxychloropropane. The experimental results showed that the reaction included ester-exchange reaction, ester-exchange polymerization and
D Vaughan Griffiths et al.
Organic & biomolecular chemistry, 6(3), 577-585 (2008-01-26)
Dialkyl heteroaroylphosphonates based on thiophene, pyrrole or furan have been prepared and their reactions with trimethyl phosphite investigated. Deoxygenation of the carbonyl groups in these heteroaroylphosphonates occurs to give carbene intermediates, which then undergo further reaction. In the case of
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