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| CAS No.: | 26386-88-9 |
|---|---|
| Name: | Diphenylphosphoryl azide |
| Article Data: | 21 |
| Molecular Structure: | |
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|
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| Formula: | C12H10N3O3P |
| Molecular Weight: | 275.203 |
| Synonyms: | Azidodiphenoxyoxophosphorane;DPPA;Diphenyl azidophosphate;Diphenyl phosphorazidate;Diphenylphosphorazide;O,O-Diphenylphosphoryl azide;Phosphoric aciddiphenyl ester azide;Diphenylphosphoryl azide; |
| EINECS: | 247-644-0 |
| Density: | 1.277 g/mL at 25 °C(lit.) |
| Boiling Point: | 157°C0.17mm Hg(lit.) |
| Flash Point: | >230°F |
| Solubility: | insoluble in water |
| Appearance: | colourless or faintly yellow liquid |
| Hazard Symbols: |
 T
|
| Risk Codes: | 23/24/25-36/37/38 |
| Safety: | 26-36/37/39-45 |
| Transport Information: | UN 3278 6.1/PG 2 |
| PSA: | 95.09000 |
| LogP: | 4.01556 |
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chlorophosphoric acid diphenyl ester
- 26386-88-9
diphenyl phosphoryl azide
| Conditions | Yield |
|---|---|
| With sodium azide In acetone at 25℃; for 4h; | 96% |
| With alkali metal azide at 60℃; for 0.0166667h; Microwave irradiation; neat (no solvent); | 95% |
| With sodium azide In water; acetone for 3h; Ambient temperature; | 90% |
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diphenyl hydrogen phosphite
- 26386-88-9
diphenyl phosphoryl azide
| Conditions | Yield |
|---|---|
| With tetrachloromethane; sodium azide; triethylamine In acetonitrile at 20℃; for 0.5h; Atherton-Todd reaction; | 76% |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 40 percent / POCl3 / 2 h / 180 °C 2: 90 percent / NaN3 / acetone; H2O / 3 h / Ambient temperature View Scheme |
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phenol
- 26386-88-9
diphenyl phosphoryl azide
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: triethylamine; trichlorophosphate / dichloromethane / 5 h / 20 °C 2: sodium azide / acetone / 10 h / 25 °C View Scheme | |
| Multi-step reaction with 2 steps 1: magnesium chloride; trichlorophosphate / 24 h / 100 °C / Inert atmosphere 2: sodium azide / acetonitrile / 12 h / 0 - 25 °C / Inert atmosphere View Scheme |
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diphenylphosphoroamidate
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diphenyl phosphoryl azide
| Conditions | Yield |
|---|---|
| Stage #1: diphenylphosphoroamidate With sulfuric acid In 1,4-dioxane at -15℃; for 0.0833333h; Stage #2: With sodium nitrite In 1,4-dioxane for 0.5h; Stage #3: With sodium azide In 1,4-dioxane |
- 26386-88-9
diphenyl phosphoryl azide
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2',3'-isopropylidene adenosine
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5'-diphenylphosphate-5'-deoxy-2',3'-isopropylidene adenosine
| Conditions | Yield |
|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane at 20℃; for 3h; | 100% |
| With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane at 20℃; |
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(S)-2-((R)-2-Methyl-pentyl)-succinic Acid 4-tert-butyl Ester
- 26386-88-9
diphenyl phosphoryl azide
| Conditions | Yield |
|---|---|
| With triethylamine In tert-butyl methyl ether at 45℃; Curtius rearrangement; | 100% |
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diphenyl phosphoryl azide
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| Conditions | Yield |
|---|---|
| With triethylamine at 20 - 90℃; for 1.5h; Curtius Rearrangement; | 100% |
| Conditions | Yield |
|---|---|
| With copper(l) iodide In tetrahydrofuran at 25℃; for 12h; | 99% |
| With copper(l) iodide In tetrahydrofuran at 20℃; Inert atmosphere; |
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N-t-butylbenzamide
- 26386-88-9
diphenyl phosphoryl azide
| Conditions | Yield |
|---|---|
| With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium acetate; silver(I) triflimide In 1,2-dichloro-ethane at 60℃; under 760.051 Torr; for 24h; Reagent/catalyst; | 99% |
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Specification
The Diphenylphosphoryl azide, with the CAS registry number 26386-88-9, is also known as Phosphoric acid diphenyl ester azide; DPPA. It belongs to the product categories of Esterification;Coupling Reactions (Peptide Synthesis);Peptide Synthesis;Synthetic Organic Chemistry.This chemical's molecular formula is C12H10N3O3P and molecular weight is 275.20. Its EINECS number is 247-644-0. What's more,Its systematic name is Diphenyl azidophosphate.It is Colorless to yellow liquid, Stable,Incompatible with acids, strong oxidizing agents. And it is insoluble in the water.
Physical properties about Diphenylphosphoryl azide are:
(1)ACD/LogP: 2.995; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.00; (4)ACD/LogD (pH 7.4): 3.00; (5)ACD/BCF (pH 5.5): 111.29; (6)ACD/BCF (pH 7.4): 111.29; (7)ACD/KOC (pH 5.5): 1015.00; (8)ACD/KOC (pH 7.4): 1015.00; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5.
Safety Information of Diphenylphosphoryl azide:
The Diphenylphosphoryl azide is toxic by inhalation, in contact with skin and if swallowed .It is irritating to eyes, respiratory system and skin.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.When you use it,wear suitable protective clothing, gloves and eye/face protection.In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
You can still convert the following datas into molecular structure:
(1)SMILES:c1ccc(cc1)OP(=O)(N=[N+]=[N-])Oc2ccccc2;
(2)Std. InChI:InChI=1S/C12H10N3O3P/c13-14-15-19(16,17-11-7-3-1-4-8-11)18-12-9-5-2-6-10-12/h1-10H;
(3)Std. InChIKey:SORGEQQSQGNZFI-UHFFFAOYSA-N;