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Merck

240907

Sigma-Aldrich

Trimethyl phosphite

≥99%

Sinónimos:

Methyl phosphite, P(OMe)3, Trimethoxyphosphine

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About This Item

Fórmula lineal:
(CH3O)3P
Número de CAS:
Peso molecular:
124.08
Beilstein/REAXYS Number:
956570
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.3 (vs air)

Quality Level

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.)

SMILES string

COP(OC)OC

InChI

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

InChI key

CYTQBVOFDCPGCX-UHFFFAOYSA-N

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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.

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.

pictograms

FlameExclamation mark

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

Storage Class

3 - Flammable liquids

wgk_germany

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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An efficient protocol for the amidation of carboxylic acids promoted by trimethyl phosphite and iodine
Luo QL, et al.
European Journal of Organic Chemistry (2011)
Allyliridium phosphite complexes. Synthesis and chemistry
Muetterties EL, et al.
Organometallics, 1(12), 1562-1567 (1982)
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
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
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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