Diphenylphosphinic acid CAS 1707-03-5

Introduction:Basic information about Diphenylphosphinic acid CAS 1707-03-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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

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
pka2.30±0.10(Predicted)
form Fine Crystalline Solid
color White
Water Solubility Soluble in water.
BRN 2804567
InChIInChI=1S/C12H11O2P/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H,13,14)
InChIKeyBEQVQKJCLJBTKZ-UHFFFAOYSA-N
SMILESP(C1=CC=CC=C1)(C1=CC=CC=C1)(O)=O
CAS DataBase Reference1707-03-5(CAS DataBase Reference)
NIST Chemistry ReferenceDiphenyl phosphinic acid(1707-03-5)

Safety Information

Risk Statements 36/37/38
Safety Statements 22-24/25
WGK Germany 3
RTECS SZ5315000
HS Code 29310095
Storage Class11 - Combustible Solids

Diphenylphosphinic acid Usage And Synthesis

Chemical Propertieswhite fine crystalline solid
UsesDiphenylphosphinic acid is used as a reagent employed in the synthesis of bidentate ligands and peptide coupling agents.
DefinitionChEBI: 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 DescriptionDiphenylphosphinic 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.
SynthesisDiphenylphosphinic acid can be synthesized as follows: synthesis of 2-[(4R/S)-4,5-dihydro-4-R-2-oxazolinyl] phenol and 2-[(4R/S)-4,5-dihydro-4-R-2-oxazolinyl] aniline respectively with diphenyl phosphonyl chloride [(Ph) 2POCl] in dry toluene and triethylamine solution, reacted two days, with the reaction solution heat filtering, with the solvent evaporate to dryness, with sherwood oil/methylene dichloride (1: 9) column chromatography for separation, the last component point of volatilization obtains diphenylphosphinic acid crystal naturally with Rotary Evaporators.
Purification MethodsRecrystallise 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.]

Diphenylphosphinic acid Preparation Products And Raw materials

Preparation Products2-METHYL-1-PHENYL-1-BUTENE-->1-diphenylphosphoryloxy-4-nitro-benzene-->(2-Aminoethyl)diphenylphosphine oxide
Diphenylphosphine CAS 829-85-6
Diphenylphosphinic Chloride CAS 1499-21-4
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