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Merck
CN

431249

Trimethyl phosphite

≥99.999% trace metals basis, liquid

Synonym(s):

Methyl phosphite, P(OMe)3, Trimethoxyphosphine

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About This Item

Linear Formula:
(CH3O)3P
CAS Number:
121-45-9
Molecular Weight:
124.08
NACRES:
NA.22
PubChem Substance ID:
24867000
UNSPSC Code:
12352108
EC Number:
204-471-5
MDL number:
MFCD00008350
Beilstein/REAXYS Number:
956570

Key Documents

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Product Name

Trimethyl phosphite, ≥99.999% trace metals basis

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

≥99.999% trace metals basis

form

liquid

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: ligand

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.)

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General description

Atomic number of base material: 15 Phosphorus

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

Storage Class

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV6224
MKCK9685
MKCF8486
MKBZ0781V
MKBR5165V

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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
Shinichi Yamabe et al.
The journal of physical chemistry. A, 114(43), 11699-11707 (2010-10-15)
Density functional theory calculations of the title reaction, P(OCH₃)₃ + (H₂O)(n) in CH₃CN, were conducted, where n is the number of water molecules. Two routes, the routes suggested by (A) Aksnes and (B) Arbuzov, were traced with various n values.
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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