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92730

Sigma-Aldrich

Trimethyl phosphite

≥97%

Synonym(s):

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

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About This Item

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

Pricing and availability is not currently available.

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

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This Item
850330P850325C850367C
10:0 PC 1,2-didecanoyl-sn-glycero-3-phosphocholine, powder

850325P

10:0 PC

11:0 PC 1,2-diundecanoyl-sn-glycero-3-phosphocholine, powder

850330P

11:0 PC

10:0 PC 1,2-didecanoyl-sn-glycero-3-phosphocholine, chloroform

850325C

10:0 PC

19:0 PC 1,2-dinonadecanoyl-sn-glycero-3-phosphocholine, chloroform

850367C

19:0 PC

manufacturer/tradename

Avanti Research - A Croda Brand 850325P

manufacturer/tradename

Avanti Research - A Croda Brand 850330P

manufacturer/tradename

Avanti Research - A Croda Brand 850325C

manufacturer/tradename

Avanti Research - A Croda Brand 850367C

shipped in

dry ice

shipped in

dry ice

shipped in

dry ice

shipped in

dry ice

form

powder

form

powder

form

liquid

form

liquid

packaging

pkg of 1 × 200 mg (850325P-200mg), pkg of 1 × 25 mg (850325P-25mg)

packaging

pkg of 1 × 25 mg (850330P-25mg), pkg of 1 × 500 mg (850330P-500mg)

packaging

pkg of 1 × 2.5 mL (850325C-25mg), pkg of 2 × 4 mL (850325C-200mg)

packaging

pkg of 1 × 2.5 mL (850367C-25mg)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Application

Trimethyl phosphite is an organophosphorus ester[1] with flame retardant property.[2] It is generally used as a ligand to form coordinate complexes with transition metals.[3][4]
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.[5]
  • To synthesize dimethyl phenylphosphonate by reacting with phenyl radical generated by the thermal decomposition of phenylazotriphenylmethane (PAT).[1]
  • To synthesize aryl phosphonates via P-arylation reaction with silyl triflates.[6]

signalword

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

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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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)
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)
P-Arylation: Arynes to Aryl-Phosphonates,-Phosphinates, and-Phosphine Oxides.
Dhokale RA & Mhaske SB.
Organic Letters, 15(9), 2218-2221 (2013)
The chemistry of cyclopentadienyl-ruthenium and-osmium complexes. 1. The preparation and substitution reactions of (. eta. 4-cycloocta-1, 5-diene)(. eta. 5-cyclopentadienyl) haloruthenium (II) complexes. Versatile new synthetic precursors to open-face cyclopentadienylruthenium (II) chemistry.
Albers MO, et al.
Organometallics, 5(11), 2199-2205 (1986)
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)

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