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358819

Dimethyl trimethylsilyl phosphite

95%

Synonym(s):

Trimethylsilyl dimethyl phosphite

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About This Item

Linear Formula:
(CH3)3SiOP(OCH3)2
CAS Number:
36198-87-5
Molecular Weight:
182.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24862029
EC Number:
252-908-3
Beilstein/REAXYS Number:
1849308
MDL number:
MFCD00075439
Assay:
95%
Form:
liquid
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Quality Level

200

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

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

signalword

Danger

hcodes

H226,H314

Hazard Classifications

Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

89.6 °F - closed cup

flash_point_c

32 °C - closed cup

ppe

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

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
0000490120
0000490120
0000462942
0000462942
0000135109

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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)
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
Amberlyst-15-Catalyzed Facile Synthesis of a-Amino Phosphonates.
Sudhakar D, et al.
Synthetic Communications, 41(7), 976-980 (2011)
View All Related Papers

Global Trade Item Number

SKUGTIN
358819-10ML04061837656712