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About This Item
Linear Formula:
(C2H5O)2P(O)CH(F)CO2C2H5
CAS Number:
Molecular Weight:
242.18
Beilstein:
1912161
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22
Assay
96%
form
liquid
reaction suitability
reaction type: C-C Bond Formation
refractive index
n20/D 1.425 (lit.)
bp
75 °C/0.01 mmHg (lit.)
density
1.194 g/mL at 25 °C (lit.)
SMILES string
CCOC(=O)C(F)P(=O)(OCC)OCC
InChI
1S/C8H16FO5P/c1-4-12-8(10)7(9)15(11,13-5-2)14-6-3/h7H,4-6H2,1-3H3
InChI key
FVPISMANESAJQZ-UHFFFAOYSA-N
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Application
Reactant for:
- Diels-Alder reactions
- Biosynthesis of terpene
- Stereoselective synthesis of unsaturated esters, fluorides and nitriles from the reactions of aldehydes and ketones using Wadsworth-Emmons phosphonates
- Synthesis of quinolones
- Horner-Wadsworth-Emmons asymmetric hydration
- Addition reactions and the subsequent application to click chemistry
- Asymmetric intermolecular Stetter reactions
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
163.4 °F - closed cup
Flash Point(C)
73 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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P W Collins et al.
Journal of medicinal chemistry, 30(11), 1952-1955 (1987-11-01)
A 4-fluoro analogue of enisoprost was prepared and evaluated for gastric antisecretory and mucosal protective activity in animals. The synthesis centered upon cuprate chemistry but also involved a Wittig reaction to produce a cis fluoro olefinic moiety, a furan rearrangement/isomerization
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