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MilliporeSigma

240907

Trimethyl phosphite

≥99%, liquid

Synonym(s):

Methyl phosphite, P(OMe)3, Trimethoxyphosphine

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25 G

$48.80

100 G

$112.00

$48.80


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About This Item

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

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Product Name

Trimethyl phosphite, ≥99%

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%

form

liquid

reaction suitability

reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

Quality Level

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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This Item
8.00553733776T84654
assay

≥99%

assay

≥98.0% (GC)

assay

-

assay

97%

reaction suitability

reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

reaction suitability

-

reaction suitability

-

reaction suitability

-

form

liquid

form

liquid

form

solution

form

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

bp

111-112 °C (lit.)

bp

112 °C/1013 hPa

bp

-

bp

360 °C (lit.)

density

1.052 g/mL at 25 °C (lit.)

density

1.05 g/cm3 at 20 °C

density

-

density

1.184 g/mL at 25 °C (lit.)

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.[1]

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.[2]

pictograms

FlameExclamation mark

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

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


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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)
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
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

Related Content

Phosphine Ligand Application Guide

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      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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