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Sigma-Aldrich

Trimethyl phosphite

≥99.999% trace metals basis

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
Beilstein:
956570
EC Number:
204-471-5
MDL number:
MFCD00008350
UNSPSC Code:
12352108
PubChem Substance ID:
24867000
NACRES:
NA.22

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.)

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

Atomic number of base material: 15 Phosphorus

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Supplementary Hazards

EUH014

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

82.4 °F - closed cup

Flash Point(C)

28 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
N Ramanathan et al.
The journal of physical chemistry. A, 116(49), 12014-12023 (2012-11-21)
Trimethyl phosphite (TMPhite) and hydrogen chloride (HCl), when separately codeposited in a N(2) matrix, yielded a hydrogen bonded adduct, which was evidenced by shifts in the vibrational frequencies of the TMPhite and HCl submolecules. The structure and energy of the
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
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
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