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035952

035952-1g



Diphenylphosphoryl azide


CAS Number: 26386-88-9
   
Molecular Formula: C12H10N3O3P
   
Molecular Weight: 275.21
   
MDL Number: MFCD00001987

Special Handling and Safety: Over 100mls Ground Shipment and all Air Shipments Special DOT packaging Charge $20

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035952-1g
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035952-5g
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035952-10g
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035952-25g
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035952-100g
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035952-500g
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035952-2.5Kg
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Purity:98%
Bp:157°/0.2mm
Density:1.277
Refractive Index:1.552
 
Pictograms:
Signal Word:Danger
Hazard Statements:H301, H311, H315, H319, H331, H335
Precautionary Statements:P280, P301 + P310, P302 + P352, P304 + P340, P305 + P351 + P338, P312, P332 + P313, P337 + P313
UN#:UN3278
Packing Group:II
Hazard Class:6.1
Flash Point:112°
SDS: See MSDS
 
Limited Quantities:100ml (liquid) or 0.5 Kg (solid)
Excepted Quantities:Max Inner Pack (1g or 1ml) and Max Outer Pack (500g or 500ml)

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A convenient reagent in a modified Curtus reaction for synthesis of carbamates under mild condition without isolating potentially explosive carbonyl azide.1 An azide transfer reagent that effects the coupling of N-acylamino acides or peptides with amino acid or peptide esters without racemization.2 Stereospecific synthesis of azide from alcohols without racemization.3,4 Also used for synthesis of acyl azides from the corresponding N-acyl benzotriazoles,5 Cobalt-catalyzed aziridination of alkenes6 and asymmetric olefins7, transformations of quinolin-4-one, pyridin-4-one and quinazolin-4-one derivatives into the 4-azido and 4-amino counterparts8. Use as a reagent recently for crosslinking of collagen biomaterials to increase their resistance to degradation in vivo.9

1. J. Am. Chem. Soc. 1972, 94, 6203.
2. Synlett 2008, 2554.
3. Tetrahedron Lett. 1994, 35, 5081.
4. Org. Synth. 1998, 75, 31.
5. J. Org. Chem. 2007, 72, 5802.
6. J. Org. Chem. 2006, 71, 6655.
7. J. Org. Chem. 2008, 73, 7260.
8. Tetrahedron Lett. 2004, 45, 4241.
9. J. Biomed. Mater. Res. 2003, 67A, 504.

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