CAS No.26386-88-9,Diphenylphosphoryl azide Suppliers

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Basic Information

Molecular Structure:
CAS No.:	26386-88-9
Name:	Diphenylphosphoryl azide
Article Data:	21

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

Synthetic route

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 26386-88-9
diphenyl phosphoryl azide

Conditions

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%

: 4712-55-4
diphenyl hydrogen phosphite

: 26386-88-9
diphenyl phosphoryl azide

Conditions

Conditions	Yield
With tetrachloromethane; sodium azide; triethylamine In acetonitrile at 20℃; for 0.5h; Atherton-Todd reaction;	76%

: 108-95-2
phenol

phosphorous oxychloride: phosphorous oxychloride

: 26386-88-9
diphenyl phosphoryl azide

Conditions

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

: 108-95-2
phenol

: 26386-88-9
diphenyl phosphoryl azide

Conditions

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

: 2015-56-7
diphenylphosphoroamidate

: 26386-88-9
diphenyl phosphoryl azide

Conditions

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

: 362-75-4
2',3'-isopropylidene adenosine

: 78111-39-4
5'-diphenylphosphate-5'-deoxy-2',3'-isopropylidene adenosine

Conditions

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℃;

: 313653-11-1
(S)-2-((R)-2-Methyl-pentyl)-succinic Acid 4-tert-butyl Ester

: 26386-88-9
diphenyl phosphoryl azide

: C14H25NO3

Conditions

Conditions	Yield
With triethylamine In tert-butyl methyl ether at 45℃; Curtius rearrangement;	100%

: 26386-88-9
diphenyl phosphoryl azide

: 57719-76-3
ent-11α,15α-Dihydroxykaur-16-en-19-oic acid

: 1391633-67-2
4α-isocyanato-11β,15β-dihydroxykaur-16-ene

Conditions

Conditions	Yield
With triethylamine at 20 - 90℃; for 1.5h; Curtius Rearrangement;	100%

: 937-31-5
(4-Nitrophenyl)acetylene

: 26386-88-9
diphenyl phosphoryl azide

: 108-18-9
diisopropylamine

: N1,N1-diisopropyl-N2-(diphenylphosphoryl)-2-(4-nitrophenyl)acetamidine

Conditions

Conditions	Yield
With copper(l) iodide In tetrahydrofuran at 25℃; for 12h;	99%
With copper(l) iodide In tetrahydrofuran at 20℃; Inert atmosphere;

...Expand

: 5894-65-5
N-t-butylbenzamide

: 26386-88-9
diphenyl phosphoryl azide

: diphenyl (2-(tert-butylcarbamoyl)phenyl)phosphoramidate

Conditions

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%

Raw Materials

2524-64-3

4712-55-4

108-95-2

Downstream Products

18107-18-1

2015-56-7

826-55-1

492-37-5

Total:159 Page 1 of 5 1 2 3 4 5 Next>>

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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;