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Ethyl diphenylphosphinite

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Ethyl diphenylphosphinite Basic information
Product Name:Ethyl diphenylphosphinite
Synonyms:Diphenylethyphosphine;Ethoxydi(phenyl)phosphane;Ethyl Diphenylphos;Ethyl diphenylphosphinite,Diphenylethoxyphosphine;Ethyl diphenylphosphite;Phosphinous acid,P,P-diphenyl-, ethyl ester;EDPP (Ethyl diphenylphosphinite);DiphenyethoxyPhosphine
CAS:719-80-2
MF:C14H15OP
MW:230.24
EINECS:211-951-8
Product Categories:Phosphine Ligands;Synthetic Organic Chemistry;Ligand
Mol File:719-80-2.mol
Ethyl diphenylphosphinite Structure
Ethyl diphenylphosphinite Chemical Properties
Melting point 164-167 °C(Solv: heptane (142-82-5); benzene (71-43-2))
Boiling point 179-180 °C (14 mmHg)
density 1.066 g/mL at 25 °C (lit.)
vapor pressure 0.124-0.35Pa at 20-25℃
refractive index n20/D 1.59(lit.)
Fp >230 °F
storage temp. 2-8°C
solubility Soluble in chloroform.
form clear liquid
Specific Gravity1.066
color Colorless to Light yellow
Sensitive Air & Moisture Sensitive
BRN 1641750
InChI1S/C14H15OP/c1-2-15-16(13-9-5-3-6-10-13)14-11-7-4-8-12-14/h3-12H,2H2,1H3
InChIKeyJCRCPEDXAHDCAJ-UHFFFAOYSA-N
SMILESCCOP(c1ccccc1)c2ccccc2
LogP3.595-5.57 at 25℃
CAS DataBase Reference719-80-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39
WGK Germany 3
RTECS 211-951-8
PackingGroup III
HS Code 29319090
Storage Class10 - Combustible liquids
Hazard ClassificationsAcute Tox. 4 Oral
Aquatic Chronic 3
MSDS Information
ProviderLanguage
Ethyl diphenylphosphinite English
SigmaAldrich English
ACROS English
ALFA English
Ethyl diphenylphosphinite Usage And Synthesis
Chemical Propertiesclear colorless to light yellow liquid
UsesEthyl diphenylphosphinite is used in the synthesis of phosphoramides.
reaction suitabilityreaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
Synthesis
Chlorodiphenylphosphine

1079-66-9

Ethyl diphenylphosphinite

719-80-2

Example 2: 330 g (7.17 mol) of anhydrous ethanol was cooled to -15°C under nitrogen protection. Subsequently, 18 g (1.06 mol) of ammonia was passed at this temperature. Next, 200 g (0.907 mol) of diphenylphosphonium chloride was slowly added dropwise over a period of 1 hour. After the dropwise addition was completed, the reaction mixture was gradually warmed to room temperature with stirring and stirring was continued for 3.5 hours. After completion of the reaction, the mixture was cooled, diafiltrated and the solids were washed with ethanol. The filtrate was treated to ensure that it was free of ethanol and residual ammonia. A small amount of precipitate was removed by filtration through glass material. Finally, purification by thin film distillation at a bath temperature of 140 °C and pressure of 0.3 mbar gave 172 g of ethoxydiphenylphosphine in 83% yield of the theoretical value.

References[1] Patent: US5705669, 1998, A
[2] J. Gen. Chem. USSR (Engl. Transl.), 1961, vol. 31, p. 2214 - 2217
Ethyl diphenylphosphinite Preparation Products And Raw materials
Raw materialsChlorodiphenylphosphine-->Ammonia-->Ethanol
Preparation Products1-methoxy-4-[methyl(phenyl)phosphoryl]benzene-->Diphenylethylphosphine oxide-->(2-hydroxybenzyl)diphenylphosphine oxide
Tag:Ethyl diphenylphosphinite(719-80-2) Related Product Information
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