Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

240907

Sigma-Aldrich

Trimethyl phosphite

≥99%

Synonym(s):

Methyl phosphite, P(OMe)3, Trimethoxyphosphine

Sign Into View Organizational & Contract Pricing
All Photos(2)

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:
24854442
NACRES:
NA.22

vapor density

4.3 (vs air)

Quality Level

200

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

Looking for similar products? Visit Product Comparison Guide

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
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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCM5684
BCCJ4640
BCCG9674
BCCG1632
BCCF7329

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service