Skip to Content
Merck
All Photos(2)

Key Documents

More Documents

358819

Sigma-Aldrich

Dimethyl trimethylsilyl phosphite

95%

Synonym(s):

Trimethylsilyl dimethyl phosphite

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

About This Item

Linear Formula:
(CH3)3SiOP(OCH3)2
CAS Number:
36198-87-5
Molecular Weight:
182.23
Beilstein:
1849308
EC Number:
252-908-3
MDL number:
MFCD00075439
UNSPSC Code:
12352100
PubChem Substance ID:
24862029
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.410 (lit.)

bp

36-37 °C/11 mmHg (lit.)

density

0.954 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COP(OC)O[Si](C)(C)C

InChI

1S/C5H15O3PSi/c1-6-9(7-2)8-10(3,4)5/h1-5H3

InChI key

HWMXPTIFAGBDIK-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Dimethyl trimethylsilyl phosphite may be used in the preparation of:
  • protected phosphoamino acid, Fmoc-Abu(PO3Me2)-OH, used in Fmoc/solid-phase peptide synthesis
  • phosphoenolpyruvate (PEP) via trimethylsilylation, bromination and Perkow reaction
  • sialyl phosphonate
  • sulfonamide phosphonates

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H226,H314

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

89.6 °F - closed cup

Flash Point(C)

32 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Silyl phosphites. Part 20. A facile synthesis of phosphoenolpyruvate and its analogue utilizing in situ generated trimethylsilyl bromide.
Sekine M, et al.
Journal of the Chemical Society. Perkin Transactions 1, 2509-2513 (1982)
Amberlyst-15-Catalyzed Facile Synthesis of a-Amino Phosphonates.
Sudhakar D, et al.
Synthetic Communications, 41(7), 976-980 (2011)
Synthesis of novel CMP-NeuNAc analogues having a glycosyl phosphonate structure.
Imamura M and Hashimoto H.
Tetrahedron Letters, 37(9), 1451-1454 (1996)
J W Perich
International journal of peptide and protein research, 44(3), 288-294 (1994-09-01)
The synthesis of the two 4-phosphono-2-aminobutanoyl-containing peptides, Leu-Arg-Arg-Val-Abu(P)-Leu-Gly-OH.CF3CO2H and Ile-Val-Pro-Asn-Abu(P)-Val-Glu-Glu-OH.CF3CO2H was accomplished by the use of Fmoc-Abu(PO3Me2)-OH in Fmoc/solid-phase peptide synthesis. The protected phosphoamino acid, Fmoc-Abu(PO3Me2)-OH, was prepared from Boc-Asp-OtBu in seven steps, the formation of the C-P linkage being

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