Skip to Content
Merck
All Photos(1)

Key Documents

92730

Sigma-Aldrich

Trimethyl phosphite

≥97%

Synonym(s):

TMP, Methyl phosphite, P(OMe)3, Trimethoxyphosphine

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3O)3P
CAS Number:
Molecular Weight:
124.08
Beilstein:
956570
MDL number:
UNSPSC Code:
12350000
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.3 (vs air)

Quality Level

vapor pressure

17 mmHg ( 20 °C)

Assay

≥97%

form

liquid

refractive index

n20/D 1.408 (lit.)
n20/D 1.408

bp

111-112 °C (lit.)

mp

−78 °C (lit.)

density

1.052 g/mL at 25 °C (lit.)

storage temp.

2-8°C

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

Application

Trimethyl phosphite is an organophosphorus ester with flame retardant property. It is generally used as a ligand to form coordinate complexes with transition metals.
Some of its other applications include:
  • For N-alkylation of amino-9,10-anthraquinones in imidazolium-based ionic liquids without the use of base and highly polar organic solvents.
  • To synthesize dimethyl phenylphosphonate by reacting with phenyl radical generated by the thermal decomposition of phenylazotriphenylmethane (PAT).
  • To synthesize aryl phosphonates via P-arylation reaction with silyl triflates.

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Flam. Liq. 3 - Muta. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

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

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.

Already Own This Product?

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

Visit the Document Library

Free-radical chemistry of organophosphorus compounds. I. Reactions of phenyl radicals from phenylazotriphenylmethane with trimethyl phosphite.
Fu JJL & Bentrude WG.
Journal of the American Chemical Society, 94(22), 7710-7717 (1972)
Ionic liquids as novel and recyclable reaction media for N-alkylation of amino-9, 10-anthraquinones by trialkyl phosphites.
Yavari I & Kowsari E.
Tetrahedron Letters, 48(21), 3753-3756 (2007)
Mechanistic studies on halo-ligand substitution of five-coordinate trigonal-bipyramidal palladium (II) complexes of tris (2-(diphenylphosphino) ethyl) phosphine with trimethyl phosphite in chloroform at various temperatures and pressures.
Aizawa SI, et al.
Inorganic Chemistry, 35(18), 5163-5167 (1996)
P-Arylation: Arynes to Aryl-Phosphonates,-Phosphinates, and-Phosphine Oxides.
Dhokale RA & Mhaske SB.
Organic Letters, 15(9), 2218-2221 (2013)
Comparative study of trimethyl phosphite and trimethyl phosphate as electrolyte additives in lithium ion batteries.
Yao XL, et al.
Journal of Power Sources, 144(1), 170-175 (2005)

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