O-Diphenylphosphinylhydroxylamine
- CAS NO.：72804-96-7
- Empirical Formula: C12H12NO2P
- Molecular Weight: 233.2
- MDL number: MFCD12755701
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-12-15 18:09:35
What is O-Diphenylphosphinylhydroxylamine?
Chemical properties
Light yellow or white powder solid
The Uses of O-Diphenylphosphinylhydroxylamine
O-Diphenylphosphinylhydroxylamine is a versatile reactant used in the synthetic preparation of various products such as trans-acylaziridines and aldohydrazones.
The Uses of O-Diphenylphosphinylhydroxylamine
Efficient reagent for direct conversion of aldehydes to nitriles in the presence of alcohol, ketone, ester, or amine functionality.
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.
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.
Properties of O-Diphenylphosphinylhydroxylamine
| 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) |
| form | solid |
| pka | -1.65±0.70(Predicted) |
| 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 |
Safety information for O-Diphenylphosphinylhydroxylamine
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
Computed Descriptors for O-Diphenylphosphinylhydroxylamine
| InChIKey | SJECIYLGISUNRO-UHFFFAOYSA-N |
| SMILES | P(C1=CC=CC=C1)(C1=CC=CC=C1)(ON)=O |
New Products
Mirtazapine Impurity C/Mirtazapine Lactam Impurity Cyclopropane-1,1-dicarboxylic acid [1]Benzothieno[2,3-c]pyridine, 1,7-dichloro-8-methyl- (S)-3-Fluoro-pyrrolidine hydrochloride Cyclobutylamine 1-Bromo-2-Methoxy-3-Nitrobenzene 3-Oxocyclobutane-1-carboxylicacid (4-Bromophenyl)(3,4-dimethoxyphenyl)methanone N-Nitroso hydroxy Cetrizine EP Impurity-A Noradrenaline EP Impurity D/Noradrenaline Methyl Ether Cetirizine EP Impurity A/Cetirizine CBHP Impurity Lantanoprost rc B Clidinium Bromide Impurity 2-chloro-7-cyclopentyl-N,N-dimethylpyrrolo [2,3-d]pyrimidine-6-carbox amide 4-amino-2-fluoro-N- methylbenzamide N-(2-chloropyrimidin-4-yl)-N,2,3- trimethyl-2H- indazol 6-amine 5-Chloro-3- Methyl -1,3-2-benzoxazol-2(3H)-one 4-Bromo-2-fluoro-N-methylbenzamide N-Boc-1,4-butanediamine 4-Dimethylamino pyridine 2-Chlorotrityl Chloride 4-Bromoaniline 5-Bromo-2-chlorobenzoic acid 1,2,3,9-Tetrahydro-4(H)-carbazol-4-oneRelated products of tetrahydrofuran
You may like
-
O-Diphenylphosphinylhydroxylamine 98% CAS 72804-96-7View Details
72804-96-7 -
3-(4-bromo-3-methyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)piperidine-2,6-dione 2304754-51-4 98+View Details
2304754-51-4 -
KT-474 98+View Details
2432994-31-3 -
10442-39-4 98+View Details
10442-39-4 -
2,6-Piperidinedione, 3-hydroxy-1-[(4-methoxyphenyl)methyl]- 98+View Details
2357109-89-6 -
2,3-Difluoro-6-methoxybenzyl Chloride 98+View Details
1073435-67-2 -
2-(6-(benzyloxy)-3,4-dihydronaphthalen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2477812-43-2 98+View Details
2477812-43-2 -
101894-09-1 4-Hydroxy-6-methyl-1-(4-methylphenyl)-2-naphthalenecarboxylic acid 98+View Details
101894-09-1