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Diphenylphosphinic acid

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Name

Diphenylphosphinic acid

EINECS 216-948-5
CAS No. 1707-03-5 Density 1.25 g/cm3
PSA 47.11000 LogP 1.90780
Solubility Soluble in water. Melting Point 193-196 °C
Formula C12H11O2P Boiling Point 446.2 °C at 760 mmHg
Molecular Weight 218.192 Flash Point 223.7 °C
Transport Information N/A Appearance white fine crystalline solid
Safety 22-24/25 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 1707-03-5 (Diphenylphosphinic acid) Hazard Symbols N/A
Synonyms

NSC 13583;Phosphinicacid, diphenyl- (6CI,8CI,9CI);Hydroxydiphenylphosphine oxide;

Article Data 230

Diphenylphosphinic acid Specification

The IUPAC name of this chemical is diphenylphosphinic acid. With the CAS registry number 1707-03-5, it is also named as Hydroxydiphenylphosphine oxide; Phosphinic acid, diphenyl-. The product's categories are organic building blocks; phosphonic / phosphinic acids; phosphorus compounds. It is white fine crystalline solid which should be stored in a tightly closed container and in a cool, dry, well-ventilated area away from incompatible substances.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.62; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.41; (4)ACD/LogD (pH 7.4): -1.87; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.602; (13)Molar Refractivity: 59.73 cm3; (14)Molar Volume: 174 cm3; (15)Polarizability: 23.68×10-24 cm3; (16)Surface Tension: 51.3 dyne/cm; (17)Enthalpy of Vaporization: 74.23 kJ/mol; (18)Vapour Pressure: 9.59E-09 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Exact Mass: 218.049666; (21)MonoIsotopic Mass: 218.049666; (22)Topological Polar Surface Area: 37.3; (23)Heavy Atom Count: 15; (24)Complexity: 218.

Preparation of Diphenylphosphinic acid: It can be obtained by the heating of diphenylphosphane oxide with the reagent KOH and solvent aq. ethanol. The reaction time is 4.0 hours. The yield is 100 %. 

Uses of Diphenylphosphinic acid: It is used as a pharmaceutical intermediate. And it is also used in organic synthesis. For example: It reacts with N-(2,2,2-trifluoro-1-trifluoromethyl-ethylidene)-acetamide to get (1-acetamido-1-trifluoromethyl-2,2,2-trifluoroethyl)diphenyl phosphine oxide. This reaction needs solvent diethyl ether at ambient temperature. The yield is 92 %.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. so people should not breathe dust and avoid contact with skin and eyes. Wash thoroughly after handling, remove contaminated clothing and wash before reuse.  

People can use the following data to convert to the molecule structure.
1. SMILES: O=P(O)(c1ccccc1)c2ccccc2;
2. InChI: InChI=1/C12H11O2P/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,(H,13,14).

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 subcutaneous 1gm/kg (1000mg/kg)   Antibiotics and Chemotherapy Vol. 3, Pg. 256, 1953.

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