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SKU

Size

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Price

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A462939-10ml

10ml

Available within 8-12 weeks(?)

$331.90

A462939-50ml

50ml

Available within 8-12 weeks(?)

$1,321.90

Basic Description

Synonyms	Azidobenzene\|Phenyl azide\|622-37-7\|Phenylazide\|Benzene, azido-\|Benzene, triazo-\|azido-benzene\|2G0EH7N6YB\|NSC-512574\|UNII-2G0EH7N6YB\|NSC 512574\|EINECS 210-730-3\|PHENYL AZIDE [MI]\|CHEMBL3236174\|SCHEMBL13475909\|CTRLRINCMYICJO-UHFFFAOYSA-\|DTXSID30878870\|NSC51
Specifications & Purity	≥95%(HPLC), ~0.5M in 2-methyltetrahydrofuran
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads
Product Description	Description Azidobenzene solution can undergo click reaction with alkyne-functionalized oligomers to formO-ester-functionalized o-phenylenes, a group of aromatic foldamers with a good folding tendency in most solvents.Azidobenzene is an aromatic azide generally used in copper(I)-catalyzed azide-alkyne cycloaddition reactions.Phenylazide in greener solvent, 2-methyltetrahydrofuran (2-MeTHF).2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry

Product Properties

pKa	pKa: 7.46 (Predicted)

Associated Targets

SIRT2 Tchem NAD-dependent protein deacetylase sirtuin-2 0 Activities

Discover Target: SIRT2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

IUPAC Name	azidobenzene
INCHI	InChI=1S/C6H5N3/c7-9-8-6-4-2-1-3-5-6/h1-5H
InChi Key	CTRLRINCMYICJO-UHFFFAOYSA-N
Canonical SMILES	C1=CC=C(C=C1)N=[N+]=[N-]
Isomeric SMILES	C1=CC=C(C=C1)N=[N+]=[N-]
WGK Germany	3
PubChem CID	69319
UN Number	3334
Packing Group	III
Molecular Weight	119.13
Beilstein	742248

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Boil Point(°C)	400.63° C (Predicted)
Melt Point(°C)	-27.5° C

Safety and Hazards(GHS)

Pictogram(s)	GHS08, GHS07, GHS02
Signal	Danger
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H372:Causes damage to organs through prolonged or repeated exposure H241:Heating may cause a fire or explosion
Precautionary Statements	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. P210:Keep away from heat, hot surface, sparks, open flames and other ignition sources. - No smoking. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P501:Dispose of contents/container to ... P240:Ground/bond container and receiving equipment. P264:Wash hands [and …] thoroughly after handling. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P403:Store in a well-ventilated place. P270:Do not eat, drink or smoke when using this product. P362+P364:Take off contaminated clothing and wash it before reuse. P410:Protect from sunlight. P420:Store separately. P234:Keep only in original container. P235:Keep cool. P411:Store at temperatures not exceeding ... °C/...°F. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell.
WGK Germany	3
Class	9

References

1. S Chen,J C Shih,Q P Xu. (1985-09-01) Inhibition of monoamine oxidase by phenyl azides.. Journal of neurochemistry, 45 ((3)): (940-945). [PMID:4031869]
2. M Zofall,B Bartholomew. (2000-11-01) Two novel dATP analogs for DNA photoaffinity labeling.. Nucleic acids research, 28 ((21)): (4382-4390). [PMID:11058139]
3. Azmi Naqvi,Pradip Nahar. (2004-03-23) Photochemical immobilization of proteins on microwave-synthesized photoreactive polymers.. Analytical biochemistry, 327 ((1)): (68-73). [PMID:15033512]
4. Emily J Borda,Snorri Th Sigurdsson. (2005-02-22) Investigation of Mg2+- and temperature-dependent folding of the hairpin ribozyme by photo-crosslinking: effects of photo-crosslinker tether length and chemistry.. Nucleic acids research, 33 ((3)): (1058-1068). [PMID:15722480]
5. Mary S Rizk,Xiaofeng Shi,Matthew S Platz. (2006-01-13) Lifetimes and reactivities of some 1,2-didehydroazepines commonly used in photoaffinity labeling experiments in aqueous solutions.. Biochemistry, 45 ((2)): (543-551). [PMID:16401083]
6. Yutaka Sadakane,Yasumaru Hatanaka. (2006-03-04) Photochemical fishing approaches for identifying target proteins and elucidating the structure of a ligand-binding region using carbene-generating photoreactive probes.. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 22 ((2)): (209-218). [PMID:16512410]
7. Li Liu,Mingdi Yan. (2006-08-15) A general approach to the covalent immobilization of single polymers.. Angewandte Chemie (International ed. in English), 45 ((37)): (6207-6210). [PMID:16906617]
8. Laëtitia Renaudie,Christine Le Narvor,Emmanuel Lepleux,Philippe Roger. (2007-02-13) Functionalization of poly(ethylene terephthalate) fibers by photografting of a carbohydrate derivatized with a phenyl azide group.. Biomacromolecules, 8 ((2)): (679-685). [PMID:17291092]
9. Luís M T Frija,I D Reva,A Gómez-Zavaglia,M L S Cristiano,R Fausto. (2007-03-29) Photochemistry and vibrational spectra of matrix-isolated 5-ethoxy-1-phenyl-1H-tetrazole.. The journal of physical chemistry. A, 111 ((15)): (2879-2888). [PMID:17388403]
10. Jin Wang,Jacek Kubicki,Matthew S Platz. (2007-08-28) An ultrafast study of phenyl azide: the direct observation of phenylnitrenium ion.. Organic letters, 9 ((20)): (3973-3976). [PMID:17718577]
11. Richard Wombacher,Andres Jäschke. (2008-06-12) Probing the active site of a diels-alderase ribozyme by photoaffinity cross-linking.. Journal of the American Chemical Society, 130 ((27)): (8594-8595). [PMID:18543913]
12. Andrew L Hook,Helmut Thissen,Nicolas H Voelcker. (2009-01-23) Advanced substrate fabrication for cell microarrays.. Biomacromolecules, 10 ((3)): (573-579). [PMID:19159278]
13. Jacob Gubbens,Eelco Ruijter,Laurence E V de Fays,J Mirjam A Damen,Ben de Kruijff,Monique Slijper,Dirk T S Rijkers,Rob M J Liskamp,Anton I P M de Kroon. (2009-01-28) Photocrosslinking and click chemistry enable the specific detection of proteins interacting with phospholipids at the membrane interface.. Chemistry & biology, 16 ((1)): (3-14). [PMID:19171301]
14. Sameer A Al-Bataineh,Reto Luginbuehl,Marcus Textor,Mingdi Yan. (2009-07-01) Covalent immobilization of antibacterial furanones via photochemical activation of perfluorophenylazide.. Langmuir : the ACS journal of surfaces and colloids, 25 ((13)): (7432-7437). [PMID:19563228]
15. Yoshihiro Ito,Nozomi Moritsugu,Takahisa Matsue,Kiyomi Mitsukoshi,Hirohito Ayame,Norihiko Okochi,Hideshi Hattori,Hideo Tashiro,Sakura Sato,Motohiro Ebisawa. (2012-08-28) An automated multiplex specific IgE assay system using a photoimmobilized microarray.. Journal of biotechnology, 161 ((4)): (414-421). [PMID:22921501]
16. Pascal Viel,Justine Walter,Sophie Bellon,Thomas Berthelot. (2013-01-16) Versatile and nondestructive photochemical process for biomolecule immobilization.. Langmuir : the ACS journal of surfaces and colloids, 29 ((6)): (2075-2082). [PMID:23317333]
17. Atif Sarwar,Haliza Katas,Siti Noradila Samsudin,Noraziah Mohamad Zin. (2015-05-01) Regioselective Sequential Modification of Chitosan via Azide-Alkyne Click Reaction: Synthesis, Characterization, and Antimicrobial Activity of Chitosan Derivatives and Nanoparticles.. PloS one, 10 ((4)): (e0123084-e0123084). [PMID:25928293]
18. D Wild. (1992-03-01) Mutagenic activity of arylnitrenium ions from arylazides--induction of sister chromatid exchange in mammalian (V79 Chinese hamster) cells.. Chemico-biological interactions, 82 ((1)): (123-132). [PMID:1547513]
19. C Malaveille,G Brun,G Kolar,H Bartsch. (1982-04-01) Mutagenic and alkylating activities of 3-methyl-1-phenyltriazenes and their possible role as carcinogenic metabolites of the parent dimethyl compounds.. Cancer research, 42 ((4)): (1446-1453). [PMID:7060018]
20. P Nahar,N M Wali,R P Gandhi. (2001-07-11) Light-induced activation of an inert surface for covalent immobilization of a protein ligand.. Analytical biochemistry, 294 ((2)): (148-153). [PMID:11444810]
21. Manabu Mizutani,Steven C Arnold,Takehisa Matsuda. (2002-07-09) Liquid, phenylazide-end-capped copolymers of epsilon-caprolactone and trimethylene carbonate: preparation, photocuring characteristics, and surface layering.. Biomacromolecules, 3 ((4)): (668-675). [PMID:12099809]
22. David Evrard,François Lambert,Clotilde Policar,Véronique Balland,Benoît Limoges. (2008-09-10) Electrochemical functionalization of carbon surfaces by aromatic azide or alkyne molecules: a versatile platform for click chemistry.. Chemistry (Weinheim an der Bergstrasse, Germany), 14 ((30)): (9286-9291). [PMID:18780382]

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Azidobenzene solution - ~0.5M in 2-methyltetrahydrofuran, ≥95.0% (HPLC), high purity , CAS No.622-37-7