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D178454

Sigma-Aldrich

Dimethyl phosphite

98%

Sinónimos:

Dimethoxyphosphine oxide, Dimethyl hydrogen phosphite, Dimethyl hydrogen phosphonate, Dimethyl phosphonate, Hydrogen dimethyl phosphite

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25 G
62,80 €
500 G
85,20 €

62,80 €

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25 G
62,80 €
500 G
85,20 €

About This Item

Fórmula lineal:
(CH3O)2P(O)H
Número de CAS:
868-85-9
Peso molecular:
110.05
Beilstein:
1697490
Número CE:
212-783-8
Número MDL:
MFCD00044633
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24893543
NACRES:
NA.22

62,80 €

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Nivel de calidad

200

Ensayo

98%

Formulario

liquid

impurezas

≤0.5% trimethyl phosphate
≤1% methyl alcohol

índice de refracción

n20/D 1.402 (lit.)

bp

170-171 °C (lit.)

densidad

1.2 g/mL at 25 °C (lit.)

cadena SMILES

[H]P(=O)(OC)OC

InChI

1S/C2H7O3P/c1-4-6(3)5-2/h6H,1-2H3

Clave InChI

HZCDANOFLILNSA-UHFFFAOYSA-N

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Aplicación

Dimethyl phosphite is used in the synthesis of α-aminophosphonates, which are medicinally important phosphorus analogs of amino acids, by treating with an amine and an aldehyde or a ketone.[1][2] It can also be employed in asymmetric hydrophosphonylation of aldehydes to synthesize optically active α-hydroxy phosphonates.[3]
Dimethyl phosphite may be used as an effective alternative to organic tin hydrides as radical reducing agents for organic halides, thionoesters, and isocyanides to form the corresponding hydrocarbons.[4] Radical translocation/cyclization reactions of terminal alkynes to form cyclic phosphonates can also be effectively carried using dimethyl phosphite as a reagent under tin-free condition.[5]

Pictogramas

Health hazardExclamation mark
GHS08,GHS07

Palabra de señalización

Warning

Frases de peligro

H317,H341,H351,H412

Clasificaciones de peligro

Aquatic Chronic 3 - Carc. 2 - Muta. 2 - Skin Sens. 1

Código de clase de almacenamiento

10 - Combustible liquids

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

158.0 °F - closed cup

Punto de inflamabilidad (°C)

70 °C - closed cup

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
BCCL7574
BCCF9422
BCCB1541
BCBW0928
BCBQ7496V

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Microwave-assisted solvent-free and catalyst-free Kabachnik?Fields reactions for α-amino phosphonates.
Mu X J, et al.
Tetrahedron Letters, 47(7), 1125-1127 (2006)
Synthesis of an Optically Active C1?Symmetric Al (salalen) Complex and Its Application to the Catalytic Hydrophosphonylation of Aldehydes.
Saito B and Katsuki T
Angewandte Chemie (International Edition in English), 117(29), 4676-4678 (2005)
Zirconium (IV) compounds as efficient catalysts for synthesis of α-aminophosphonates.
Bhagat S and Chakraborti A K
The Journal of Organic Chemistry, 73(15), 6029-6032 (2008)
Igor Pastirk et al.
Applied optics, 46(19), 4041-4045 (2007-06-16)
Phase-shaped femtosecond laser pulses and mass spectrometry were implemented as a tool for improving molecular identification. We demonstrate that the specific lines in the mass spectra of several chemical warfare simulants are sensitive to the phase characteristics of the incident
A J Gutierrez et al.
Nucleosides, nucleotides & nucleic acids, 20(4-7), 1299-1302 (2001-09-21)
Chlorotrimethylsilane completely dealkylates phosphonate esters at elevated temperature in a sealed reaction vessel. These conditions are tolerated by a variety of functional groups and lead to high conversions of dimethyl, diethyl and diisopropyl phosphonates to their corresponding phosphonic acids.
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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 respuesta

    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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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 respuesta

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      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/449/386/product-dating-information-mk.pdf

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