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SKU

Size

Availability

Price

Qty

D106412-5g

Available within 4-8 weeks(?)

$19.90

D106412-25g

25g

Available within 4-8 weeks(?)

$57.90

D106412-100g

100g

Available within 4-8 weeks(?)

$205.90

D106412-500g

500g

Available within 4-8 weeks(?)

$923.90

Basic Description

Synonyms	Diphenylphosphoryl azide\|26386-88-9\|Diphenyl azidophosphate\|DPPA\|diphenyl phosphorazidate\|Diphenylphosphonic azide\|Diphenylphosphorazidate\|Phosphorazidic acid, diphenyl ester\|{[azido(phenoxy)phosphoryl]oxy}benzene\|[azido(phenoxy)phosphoryl]oxybenzene\|phos
Specifications & Purity	97%
Storage Temp	Store at 2-8°C,Argon charged
Shipped In	Wet ice

Names and Identifiers

IUPAC Name	[azido(phenoxy)phosphoryl]oxybenzene
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
InChi Key	SORGEQQSQGNZFI-UHFFFAOYSA-N
Canonical SMILES	C1=CC=C(C=C1)OP(=O)(N=[N+]=[N-])OC2=CC=CC=C2
Isomeric SMILES	C1=CC=C(C=C1)OP(=O)(N=[N+]=[N-])OC2=CC=CC=C2
WGK Germany	3
PubChem CID	123414
UN Number	3278
Molecular Weight	275.2
Beilstein	2058967
Reaxy-Rn	2058967

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

14 results found

Lot Number	Certificate Type	Date	Item
G2403385	Certificate of Analysis	Apr 15, 2024	D106412
G2403384	Certificate of Analysis	Apr 15, 2024	D106412
G2403386	Certificate of Analysis	Apr 15, 2024	D106412
G2403387	Certificate of Analysis	Apr 15, 2024	D106412
K2327025	Certificate of Analysis	Nov 07, 2022	D106412
L2206514	Certificate of Analysis	Nov 07, 2022	D106412
L2206515	Certificate of Analysis	Nov 07, 2022	D106412
L2206544	Certificate of Analysis	Nov 07, 2022	D106412
L2206597	Certificate of Analysis	Nov 07, 2022	D106412
F2215376	Certificate of Analysis	Jun 02, 2022	D106412
F2215377	Certificate of Analysis	Jun 02, 2022	D106412
F2215409	Certificate of Analysis	Jun 02, 2022	D106412
J2227151	Certificate of Analysis	Jun 02, 2022	D106412
J2227121	Certificate of Analysis	Aug 11, 2021	D106412

Chemical and Physical Properties

Solubility	Immiscible with water.
Sensitivity	heat sensitive;Moisture sensitive
Refractive Index	1.55-1.552
Flash Point(°F)	233.6 °F
Flash Point(°C)	112°C
Boil Point(°C)	157°C

Safety and Hazards(GHS)

Pictogram(s)	GHS06, GHS07
Signal	Danger
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H301:Toxic if swallowed H311:Toxic in contact with skin H331:Toxic if inhaled H310:Fatal in contact with skin H330:Fatal if inhaled
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P284:[In case of inadequate ventilation] Wear respiratory protection. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P262:Do not get in eyes, on skin, or on clothing. P320:Specific treatment is urgent (see ... on this label). P361+P364:Take off immediately all contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P316:Get emergency medical help immediately. P319:Get medical help if you feel unwell.
WGK Germany	3
Reaxy-Rn	2058967

References

1. L B Weiss,R E Koeppe. (1985-09-01) Semisynthesis of linear gramicidins using diphenyl phosphorazidate (DPPA).. International journal of peptide and protein research, 26 ((3)): (305-310). [PMID:2414241]
2. N Ikota,T Shioiri,S Yamada,S Tachibana. (1980-11-01) Amino acids and peptides. XXXI. Phosphorus in organic synthesis. XVIII. Synthesis of porcine motilin by the solid-phase method using diphenyl phosphorazidate(DPPA) and diethyl phosphorocyanidate(DEPC).. Chemical & pharmaceutical bulletin, 28 ((11)): (3347-3356). [PMID:7214608]
3. H Petite,V Frei,A Huc,D Herbage. (1994-02-01) Use of diphenylphosphorylazide for cross-linking collagen-based biomaterials.. Journal of biomedical materials research, 28 ((2)): (159-165). [PMID:8207026]
4. S Zahedi,R Legrand,G Brunel,A Albert,W Dewé,B Coumans,J P Bernard. (1998-12-16) Evaluation of a diphenylphosphorylazide-crosslinked collagen membrane for guided bone regeneration in mandibular defects in rats.. Journal of periodontology, 69 ((11)): (1238-1246). [PMID:9848533]
5. S Sofuku,A Hoshida,T Shimada,Y Takada,T Takakuwa. (2000-04-05) Synthesis of cyclic oligopeptides containing an Arg-Gly-Asp (RGD) sequence.. Chemical & pharmaceutical bulletin, 47 ((12)): (1799-1801). [PMID:10748723]
6. D Bakoś,E Jorge-Herrero,J Koller. (2001-04-06) Resorption and calcification of chemically modified collagen/hyaluronan hybrid membranes.. Polimery w medycynie, 30 ((3-4)): (57-64). [PMID:11288600]
7. Marcus Baumann,Ian R Baxendale,Steven V Ley,Nikzad Nikbin,Christopher D Smith,Jason P Tierney. (2008-04-19) A modular flow reactor for performing Curtius rearrangements as a continuous flow process.. Organic & biomolecular chemistry, 6 ((9)): (1577-1586). [PMID:18421389]
8. Jess E Jones,Joshua V Ruppel,Guang-Yao Gao,Thomas M Moore,X Peter Zhang. (2008-08-20) Cobalt-catalyzed asymmetric olefin aziridination with diphenylphosphoryl azide.. The Journal of organic chemistry, 73 ((18)): (7260-7265). [PMID:18710285]
9. Shubham Vyas,Sivaramakrishnan Muthukrishnan,Jacek Kubicki,Ryan D McCulla,Gotard Burdzinski,Michel Sliwa,Matthew S Platz,Christopher M Hadad. (2010-11-06) Ultrafast spectroscopy and computational study of the photochemistry of diphenylphosphoryl azide: direct spectroscopic observation of a singlet phosphorylnitrene.. Journal of the American Chemical Society, 132 ((47)): (16796-16804). [PMID:21049999]
10. R Usha,K J Sreeram,A B Mandal. (2013-04-30) Organization of collagen in the presence of diphenyl phosphoryl azide (DPPA): an in vitro study.. Colloids and surfaces. B, Biointerfaces, 109 (121-128). [PMID:23624280]
11. Xiaozhou Fan,Luofu Wang,Yanli Guo,Zhui Tu,Lang Li,Haipeng Tong,Yang Xu,Rui Li,Kejing Fang. (2015-06-26) Ultrasonic Nanobubbles Carrying Anti-PSMA Nanobody: Construction and Application in Prostate Cancer-Targeted Imaging.. PloS one, 10 ((6)): (e0127419-e0127419). [PMID:26111008]
12. Hisato Matsumoto, Yoshinobu Nishimura, Tatsuo Arai,. (2017-07-28) Excited-state intermolecular proton transfer dependent on the substitution pattern of anthracene-diurea compounds involved in fluorescent ON. Organic & biomolecular chemistry, 15 ((31)): ( 6575-6583 ). [PMID:28749512]
13. Tony Velkov,Alejandra Gallardo-Godoy,James D Swarbrick,Mark A T Blaskovich,Alysha G Elliott,Meiling Han,Philip E Thompson,Kade D Roberts,Johnny X Huang,Bernd Becker,Mark S Butler,Lawrence H Lash,Sónia Troeira Henriques,Roger L Nation,Sivashangarie Sivanesan,Marc-Antoine Sani,Frances Separovic,Haydyn Mertens,Dieter Bulach,Torsten Seemann,Jeremy Owen,Jian Li,Matthew A Cooper. (2018-02-06) Structure, Function, and Biosynthetic Origin of Octapeptin Antibiotics Active against Extensively Drug-Resistant Gram-Negative Bacteria.. Cell chemical biology, 25 ((4)): (380-391). [PMID:29396290]
14. Amrita Sarkar,Cody Edson,Ding Tian,Tanner D Fink,Katherine Cianciotti,Richard A Gross,Chulsung Bae,R Helen Zha. (2020-09-10) Rapid Synthesis of Silk-Like Polymers Facilitated by Microwave Irradiation and Click Chemistry.. Biomacromolecules, 22 ((1)): (95-105). [PMID:32902261]
15. T Shioiri,Y Hamada. (1988-12-01) [Exploitation of new synthetic reagents and their application to the total synthesis of biologically active natural products].. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 108 ((12)): (1115-1128). [PMID:3074994]
16. T Shioiri,M Murata,Y Hamada. (1987-07-01) New methods and reagents in organic synthesis. 69. A new synthesis of alpha-amino acid and peptide amides of aromatic amines using a modified Curtius reaction with diphenyl phosphorazidate.. Chemical & pharmaceutical bulletin, 35 ((7)): (2698-2704). [PMID:3677226]
17. H Petite,J L Duval,V Frei,N Abdul-Malak,M F Sigot-Luizard,D Herbage. (1995-09-01) Cytocompatibility of calf pericardium treated by glutaraldehyde and by the acyl azide methods in an organotypic culture model.. Biomaterials, 16 ((13)): (1003-1008). [PMID:8580252]
18. E Benqué,S Zahedi,D Brocard,F Oscaby,P Justumus,G Brunel. (1997-08-01) Guided tissue regeneration using a collagen membrane in chronic adult and rapidly progressive periodontitis patients in the treatment of 3-wall intrabony defects.. Journal of clinical periodontology, 24 ((8)): (544-549). [PMID:9266341]
19. E Benqué,S Zahedi,D Brocard,F Oscaby,P Justumus,G Brunel. (1997-08-01) Combined collagen membrane and hydroxyapatite/collagen chondroitin-sulfate spacer placement in the treatment of 2-wall intrabony defects in chronic adult and rapidly progressive periodontitis patients.. Journal of clinical periodontology, 24 ((8)): (550-556). [PMID:9266342]
20. S Roche,M C Ronzière,D Herbage,A M Freyria. (2000-11-21) Native and DPPA cross-linked collagen sponges seeded with fetal bovine epiphyseal chondrocytes used for cartilage tissue engineering.. Biomaterials, 22 ((1)): (9-18). [PMID:11085378]
21. P Calero,E Jorge-Herrero,J Turnay,N Olmo,I López de Silanes,M A Lizarbe,M Martín Maestro,B Arenaz,J L Castillo-Olivares. (2002-07-09) Gelatinases in soft tissue biomaterials. Analysis of different crosslinking agents.. Biomaterials, 23 ((16)): (3473-3478). [PMID:12099291]
22. Charles S Zahedi,S Asghar Miremadi,Gérard Brunel,Eric Rompen,Jean-Pierre Bernard,Edmond Benque. (2003-08-23) Guided tissue regeneration in human Class II furcation defects using a diphenylphosphorylazide-cross-linked collagen membrane: a consecutive case series.. Journal of periodontology, 74 ((7)): (1071-1079). [PMID:12931772]
23. Kenichi Tanaka,Kazushi Kinbara. (2008-05-22) Toward autonomously operating molecular machines driven by transition-metal catalyst.. Molecular bioSystems, 4 ((6)): (512-514). [PMID:18493646]
24. Qiaoya Li,Hongyang Li,Chengjun He,Zhouhong Jing,Changan Liu,Juan Xie,Wenwen Ma,Huisheng Deng. (2017-11-23) The use of 5-fluorouracil-loaded nanobubbles combined with low-frequency ultrasound to treat hepatocellular carcinoma in nude mice.. European journal of medical research, 22 ((1)): (48-48). [PMID:29162156]

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Diphenyl phosphoryl azide - 97%, high purity , CAS No.26386-88-9

Basic Description

Names and Identifiers

Certificates

Certificate of Analysis(COA)

more

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

References

Solution Calculators

Molarity Calculator

Dilution Calculator

Reconstitution Calculator

SKU	Size	Availability	Price
D106412-5g	5g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$19.90
D106412-25g	25g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$57.90
D106412-100g	100g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$205.90
D106412-500g	500g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$923.90