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Key Documents

343560

Sigma-Aldrich

Diisopropyl (ethoxycarbonylmethyl)phosphonate

95%

Synonym(s):

Ethyl (diisopropyl phosphono)acetate

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About This Item

Linear Formula:
C2H5O2CCH2P(O)[OCH(CH3)2]2
CAS Number:
Molecular Weight:
252.24
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

assay

95%

form

liquid

reaction suitability

reaction type: C-C Bond Formation

refractive index

n20/D 1.427 (lit.)

bp

142-143 °C/11 mmHg (lit.)

density

1.06 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)CP(=O)(OC(C)C)OC(C)C

InChI

1S/C10H21O5P/c1-6-13-10(11)7-16(12,14-8(2)3)15-9(4)5/h8-9H,6-7H2,1-5H3

InChI key

YZEWJYIDAAGEHA-UHFFFAOYSA-N

Application

Reactant for:
  • Preparation of spiroimine ring fragment of spirolides via stereoselective intermolecular Diels-Alder and aza-Wittig cyclization
  • Katsuki-Sharpless epoxidation reaction
  • Preparation of nine-membered diallylic sulfonamides as chiral building blocks
  • Alpha-phosphono lactams for subsequent Wadsworth-Emmons olefination, and Suzuki coupling reactions to yield diverse pyrrolidinone compounds
  • Synthesis of galactosylceramide analog that induces Th1-biased responses in human (NKT) cells
  • Stereoselective total synthesis of the ionophore antibiotic zincophorin (M144255)

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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