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Diphenylphosphinic acid

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Diphenylphosphinic acid Basic information

Product Name:
Diphenylphosphinic acid
Synonyms:
  • AURORA KA-1519
  • DIPHENYLPHOSPINIC ACID
  • DIPHENYLPHOSPHINIC ACID
  • DIPHENYLPHOSPHONIC ACID
  • diphenyl-phosphinicaci
  • Hydroxydiphenylphosphine oxide
  • Phosphinic acid, diphenyl-
  • Diphenylphosphine acid
CAS:
1707-03-5
MF:
C12H11O2P
MW:
218.19
EINECS:
216-948-5
Product Categories:
  • Morpholines/Thiomorpholines
  • Organic Building Blocks
  • Phosphonic/Phosphinic Acids
  • Phosphorus Compounds
Mol File:
1707-03-5.mol
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Diphenylphosphinic acid Chemical Properties

Melting point:
193-195 °C(lit.)
Boiling point:
194 °C
Density 
1.25±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
0.1 M NaOH: soluble0.5g/10 mL, clear, colorless
pka
2.30±0.10(Predicted)
form 
Fine Crystalline Solid
color 
White
Water Solubility 
Soluble in water.
BRN 
2804567
CAS DataBase Reference
1707-03-5(CAS DataBase Reference)
NIST Chemistry Reference
Diphenyl phosphinic acid(1707-03-5)
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Safety Information

Risk Statements 
36/37/38
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
SZ5315000
HS Code 
29310095

MSDS

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Diphenylphosphinic acid Usage And Synthesis

Chemical Properties

white fine crystalline solid

Uses

Diphenylphosphinic acid is used as a reagent employed in the synthesis of bidentate ligands and peptide coupling agents.

Definition

ChEBI: Diphenylphosphinic acid is a member of phosphinic acids.

Synthesis Reference(s)

The Journal of Organic Chemistry, 22, p. 1671, 1957 DOI: 10.1021/jo01363a037

General Description

Diphenylphosphinic acid (DPPA, hdpp) is an organophosphinic acid compound. It finds application as a reactive flame-retardant and promoter for palladium catalytic systems. Thermal degradation of DPPA has been studied by thermogravimetric analysis (TGA) method. DPPA reacts with cadmium nitrate in dimethylformamide solvent to afford the one-dimensional coordination polymer catena-poly[[bis(dimethylformamide-κO)cadmium(II)]-bis(μ-diphenylphosphinato-κ(2)O:O′)]. It has been repoted to promote the carbonylation of nitrobenzene and aniline to diphenylurea. Ortho-lithiated DPPA can form mono ortho-functionalized derivatives by electrophilic trapping and biphenyl-2,2′-diylbis(phenylphosphinic acid) by copper catalyzed coupling.

Purification Methods

Recrystallise it from 95% EtOH and dry it under vacuum at room temperature. [see Kosolapoff Organophosphorus Compounds J Wiley, NY, 1950, Kosolapoff and Maier Organic Phosphorus Compounds Wiley-Interscience, NY, 1972-1976, Beilstein 16 IV 1036.]

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