Diphenylphosphinic acid

Base Information

• Chemical Name: Diphenylphosphinic acid
• CAS No.: 1707-03-5
• Molecular Formula: C12H11O2P
• Molecular Weight: 218.192
• Hs Code.: 29310095
• European Community (EC) Number: 216-948-5
• NSC Number: 13583
• UNII: 3R2HB96RZT
• DSSTox Substance ID: DTXSID70168929
• Nikkaji Number: J142.921C
• Wikidata: Q27117287
• Metabolomics Workbench ID: 55699
• Mol file: 1707-03-5.mol

Synonyms:Diphenylphosphinic acid;1707-03-5;PHOSPHINIC ACID, DIPHENYL-;Hydroxydiphenylphosphine oxide;C12H11O2P;EINECS 216-948-5;NSC 13583;BRN 2804567;3R2HB96RZT;MFCD00002132;NSC-13583;NSC13583;diphenyl phosphinic acid;diphenyl-phosphinic acid;di(phenyl)phosphinic acid;UNII-3R2HB96RZT;P,P-Diphenylphosphinic Acid;DiphenylphosphinsA currencyure;SCHEMBL191567;SCHEMBL9917195;BEQVQKJCLJBTKZ-UHFFFAOYSA-;CHEBI:37832;DTXSID70168929;HMS1577E07;C12-H11-O2-P;STL454948;AKOS004906773;CS-W014805;AC-13461;Diphenylphosphinic acid, >=98.0% (T);SY018987;LS-106187;D3627;FT-0625282;EN300-243384;A811225;W-107884;Q27117287

Chemical Property of Diphenylphosphinic acid

Chemical Property:

• Appearance/Colour: white fine crystalline solid
• Vapor Pressure: 9.59E-09mmHg at 25°C
• Melting Point: 193-196 °C
• Refractive Index: 1.602
• Boiling Point: 446.2 °C at 760 mmHg
• PKA: 2.30±0.10(Predicted)
• Flash Point: 223.7 °C
• PSA: 47.11000
• Density: 1.25 g/cm³
• LogP: 1.90780
• Storage Temp.: Store below +30°C.
• Solubility.: 0.1 M NaOH: soluble0.5g/10 mL, clear, colorless
• Water Solubility.: Soluble in water.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 218.04966659
• Heavy Atom Count: 15
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

Diphenylphosphinic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)P(=O)(C2=CC=CC=C2)O
• Uses: Diphenylphosphinic acid is used as a reagent employed in the synthesis of bidentate ligands and peptide coupling agents.

Technology Process of Diphenylphosphinic acid

There total 318 articles about Diphenylphosphinic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

N-tert-butyl-O-diphenylphosphinylhydroxylamine (79239-25-1) → methyl-1 ethylideneamine (6407-34-7,19885-74-6) + diphenyl-phosphinic acid (1707-03-5)

Guidance literature:

In chloroform; for 12h; Heating;

DOI:10.1055/s-1988-27749

Reference yield: 90.0%

N,N-dibenzyl-O-diphenylphosphinylhydroxylamine (102269-11-4) → diphenyl-phosphinic acid (1707-03-5) + N-benzylidene benzylamine (780-25-6)

Guidance literature:

In chloroform; for 3h; Heating;

DOI:10.1055/s-1988-27749 DOI:10.1055/s-1988-27750

Reference yield: 50.0%

chloro-diphenylphosphine (1079-66-9,74391-44-9) → diphenyl-phosphinic acid (1707-03-5) + tetraphenylphosphonium bromide (2751-90-8) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

With bromobenzene; water; nickel dibromide; at 200 ℃; for 24h;

DOI:10.1016/S0022-328X(00)85905-7

upstream raw materials:

1-piperidinylphosphorous dichloride

P,P-dichlorophenylphosphine oxide

piperidin-1-yl-phosphonic acid dichloride

diethyl ether

Downstream raw materials:

bis-(3-nitrophenyl)phosphinic acid

dicyclohexylphosphinic acid

diphenyl(p-tolyl)phosphine oxide

benzyldiphenylphosphine oxide

Refernces

• 1、 Royen,Hill. "". . p. 112,120. Retrieved 1936.
• 2、 Eichelberger,Stille. "". . p. 1840. Retrieved 1971.
• 3、 Katagiri, Kosuke,Yamamoto, Yukina,Takahata, Yuui,Kishibe,Fujimoto. "Photoreaction of anthracenyl phosphine oxides: Usual reversible photo- and heat-induced emission switching, and unusual oxidative P&C bond cleavage". . p. 2026 - 2029. Retrieved 2019.
• 4、 Nugao et al.. "". . p. 1885. Retrieved 1970.
• 5、 Gu, Jiapei,Zhang, Feifan,Zheng, Ziman,Li, Xiangqian,Deng, Runxuan,Zhou, Zhan,Ma, Lufang,Liu, Wanqiang,Wang, Qianming. "Establishment of a new molecular model for mercury determination verified by single crystal X-ray diffraction, spectroscopic analysis and biological potentials". . p. 87 - 91. Retrieved 2021.
• 6、 Luckenbach. "". . p. 2015. Retrieved 1976.
• 7、 Albanese,Landini,Maia. "Dramatic effect of the metal cation in dealkylation reactions of phosphinic esters promoted by complexes of polyether ligands with metal iodides". . p. 3249 - 3252. Retrieved 2001.
• 8、 Romanova,Sinyashin,Yusupova,Kovalenko,Efremov,Badeev,Vandyukova,Arakelyan. "Addition of diphenylphosphinoyl azide to [60]fullerene". . p. 2144 - 2148. Retrieved 1999.
• 9、 Chen, Jinquan,Feng, Enduo,Liu, Yangyi,Liu, Yuandong,Liu, Zhichao,Mei, Yuxiao,Tian, Yang,Zhang, Sanjun,Zhang, Zhonghui,Zheng, Tingting. "Raman Fiber Photometry for Understanding Mitochondrial Superoxide Burst and Extracellular Calcium Ion Influx upon Acute Hypoxia in the Brain of Freely Moving Animals". supporting information. . Retrieved 2022/03/03.
• 10、 Ash, Jeffrey,Cordero, Paula,Huang, Hai,Kang, Jun Yong. "Selective hydrolysis of phosphorus(v) compounds to form organophosphorus monoacids". . p. 6007 - 6014. Retrieved 2021/07/21.