O-Diphenylphosphinylhydroxylamine
- CAS No.
- 72804-96-7
- Chemical Name:
- O-Diphenylphosphinylhydroxylamine
- Synonyms
- (AMinooxy)diphenylphosphine oxide;Azanyl P,P-diphenylphosphinate;O-(diphenylphosphoryl)hydroxylaMine;aMino diphenylphosphinate;diphenylphosphinate;phosphinyL;O-DiphenyL;(AMinooxy)diphenylphosphineoxid;Diphenylphosphinylhydroxylamine;TwoPhenylphosphonichydroxylaMine
- CBNumber:
- CB7219861
- Molecular Formula:
- C12H12NO2P
- Molecular Weight:
- 233.2
- MDL Number:
- MFCD12755701
- MOL File:
- 72804-96-7.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | >140℃ (decomposition) |
|---|---|
| Boiling point | 368.0±25.0 °C(Predicted) |
| Density | 1.25±0.1 g/cm3(Predicted) |
| storage temp. | 2-8°C |
| solubility | DMSO (Slightly), Methanol (Very Slightly, Sonicated) |
| pka | -1.65±0.70(Predicted) |
| form | solid |
| color | white |
| InChI | InChI=1S/C12H12NO2P/c13-15-16(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H,13H2 |
| InChIKey | SJECIYLGISUNRO-UHFFFAOYSA-N |
| SMILES | P(C1=CC=CC=C1)(C1=CC=CC=C1)(ON)=O |
| FDA UNII | 2O9PF20T75 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H319-H312 |
| Precautionary statements | P280-P302+P352-P312-P322-P363-P501-P264-P280-P305+P351+P338-P337+P313P |
| WGK Germany | 3 |
O-Diphenylphosphinylhydroxylamine price More Price(53)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Biosynth | FD44822 | O-Diphenylphosphinylhydroxylamine | 72804-96-7 | 25g | $207.75 | 2026-06-04 | Buy |
| Biosynth | FD44822 | O-Diphenylphosphinylhydroxylamine | 72804-96-7 | 50g | $324.5 | 2026-06-04 | Buy |
| Biosynth | FD44822 | O-Diphenylphosphinylhydroxylamine | 72804-96-7 | 100g | $519 | 2026-06-04 | Buy |
| Biosynth | FD44822 | O-Diphenylphosphinylhydroxylamine | 72804-96-7 | 250g | $780 | 2026-06-04 | Buy |
| Biosynth | FD44822 | O-Diphenylphosphinylhydroxylamine | 72804-96-7 | 500g | $2075 | 2026-06-04 | Buy |
O-Diphenylphosphinylhydroxylamine Chemical Properties, Uses, Production
Chemical Properties
Light yellow or white powder solid
Uses
Efficient reagent for direct conversion of aldehydes to nitriles in the presence of alcohol, ketone, ester, or amine functionality.
Uses
O-Diphenylphosphinylhydroxylamine is a versatile reactant used in the synthetic preparation of various products such as trans-acylaziridines and aldohydrazones.
Synthesis Reference(s)
Tetrahedron Letters, 23, p. 3835, 1982 DOI: 10.1016/S0040-4039(00)87720-5
Description
O-Diphenylphosphinylhydroxylamine (DPPH) is a versatile electrophilic amination reagent that has been used widely for the amination of stable carbanions, Grignard reagents, and π-electron-rich nitrogen heterocycles. Researchers have used DPPH for the aziridination of enones. Compared to other hydroxylamine derivatives typically stored as hydrochloride salts, this activated phosphinyl reagent exhibits good stability and can be stored indefinitely at 0 ℃. This compound in a single step from hydroxylamine hydrochloride and diphenylphosphinic chloride[1].
General Description
O-(Diphenylphosphinyl)hydroxylamine is a general reagent for electrophilic C-amination, which aminates a variety of stable carbanions and Grignard reagents.
Synthesis
1499-21-4
72804-96-7
The general procedure for the synthesis of diphenylphosphinic acid hydroxylamine from diphenylphosphinic acid chloride is as follows: to a 5 L four-necked round-bottomed flask (RBF) equipped with an overhead stirrer and a thermocouple are added sequentially (1) a solution of 60.85 grams (1.52 moles, 2.4 eq.) of NaOH dissolved in 180 mL of water, (2) 110.12 grams (1.58 moles, 2.5 eq.) of hydroxylamine- HCl dissolved in a solution of 180 mL of water, and (3) 180 mL of dioxane. The mixture was cooled to 0°C in an ice/acetone bath. Subsequently, 150 g of ice was added and a solution of diphenylphosphinic chloride (150.0 g, 0.634 mol, 1 eq.) dissolved in 180 mL of dioxane pre-cooled to about 10°C was added all at once. During the reaction the mixture becomes very viscous with the formation of a white precipitate and vigorous stirring is required. The internal temperature of the reaction rises to 22°C. After continued stirring for 5 to 10 minutes, the reaction mixture was diluted with 2.5 L of ice water and filtered through a large 15 cm diameter sintered funnel. The filter cake was drained on a glass stock for 1 hour, after which it was transferred back into 5 L of RBF. The solid was suspended in 500 mL of ice-cold 0.25 N NaOH solution with vigorous stirring for 5 to 10 min, filtered again, and washed twice with ice water, followed by drying on a porous filter overnight. The partially dried product was dried in a vacuum oven (50 °C, 0.1 Torr) for 12 h, after which it was well pulverized using a mortar and pestle grinder. Finally, the product was dried in a vacuum oven for another 16 hours to give 122 g (82% yield) of the target product diphenylphosphinoylhydroxylamine as a white powder.
References
[1] J. P. Anselm, J. L. Ferrari. “A New Journal for Organic Synthesis: Organic Preparations and Procedures International.” Journal of Chemical Education 48 5 (1971): 349.
O-Diphenylphosphinylhydroxylamine Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Suzhou Highfine Biotech Co., Ltd | 0512-68417696 13732629933 | fupei@highfine.com | China | 473 | 75 |
| xinxiang runyu material co.,Ltd | 03737759608 15690792173 | sales@runvmat.com | China | 301 | 58 |
| Shijiazhuang Benchu Technology Co., Ltd. | 0311-680150596798-6798 17367983103 | 925646462@qq.com | China | 29 | 58 |
| Nova(Shanghai) Pharmaceutical Co.,Ltd | 21-58226973 18917146209 | Joseph@novapharmas.com | China | 486 | 55 |
| Accela ChemBio Co.,Ltd. | 4000665055 | marketing@accelachem.com | China | 10451 | 58 |
| Henan Vcommend Consultrading Co., Ltd. | 13393721940 | sales@vcommend.com | China | 9957 | 58 |
| Shanghai Send Pharmaceutical Technology Co., Ltd. | +86-021-50266790 18317173152 | sale@shsendpharm.com | China | 197 | 50 |
| Dream Chemical (Tianjin) Co., Ltd | 13116033143 17602663561 | public@dreamchem.cn | China | 961 | 58 |
| SHANGHAI YINGRUI CHEMICAL TECHNOLOGY CO.,LTD. | 21-33585366 13311639313 | sales@shyrchem.com | China | 807 | 55 |
| Creasyn Finechem(Tianjin) Co., Ltd. | 022-83946278 13820372920 | sales@creasyn.com | China | 971 | 68 |
View Latest Price from O-Diphenylphosphinylhydroxylamine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-08-07 | O-Diphenylphosphinylhydroxylamine
72804-96-7
|
$1.00 | 1KG | 99% | 20 tons | Shaanxi Dideu Medichem Co. Ltd | |
 |
2026-08-07 | O-Diphenylphosphinylhydroxylamine
72804-96-7
|
1KG | 98% | 1000kgs | Shaanxi Dideu New Materials Co. Ltd | ||
 |
2025-12-23 | O-Diphenylphosphinylhydroxylamine
72804-96-7
|
1KG | 99%+ | 1000KG | XINXIANG RUNYU MATERIAL CO., LTD. |
-
- O-Diphenylphosphinylhydroxylamine
72804-96-7
- $1.00
- 99%
- Shaanxi Dideu Medichem Co. Ltd
-
- O-Diphenylphosphinylhydroxylamine
72804-96-7
- $0.00
- 98%
- Shaanxi Dideu New Materials Co. Ltd
-
- O-Diphenylphosphinylhydroxylamine
72804-96-7
- 99%+
- XINXIANG RUNYU MATERIAL CO., LTD.
