Organic Azides

Since the preparation of the first organic azide, phenyl azide, by Peter Griess in 1864, this energy-rich and versatile class of compounds has enjoyed considerable interest. In more recent years, completely new perspectives have emerged, notably the use of organic azides for peptide synthesis, combinatorial synthesis, heterocycle synthesis, and the ligation or modification of biopolymers. The most prominent fields of application today are Huisgen 1,3-dipolar azide-alkyne cycloadditions and different variants of the Staudinger ligation. The azido group can also be used as a protecting group for primary amines, especially in sensitive substrates such as complex carbohydrates or peptide nucleic acids (PNA) and coordination compounds, as azides are stable to alkene metathesis conditions.

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Organic Azides and Azide Sources

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404764 4-Acetamidobenzenesulfonyl azide 97% C8H8N4O3S
771139 (E)-N-(2-Aminoethyl)-4-{2-[4-(3-azidopropoxy)phenyl]diazenyl}benzamide hydrochloride C18H21N7O2 · HCl
900919 Azidoacetic acid NHS ester New C6H6N4O4
276219 1-Azidoadamantane 97% C10H15N3
A1262 8-Azidoadenosine 3′:5′-cyclic monophosphate ~95% C10H11N8O6P
359556 4-Azidoaniline hydrochloride 97% C6H6N4 · HCl
573213 (4S)-4-[(1R)-2-Azido-1-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxolane C14H19N3O3
493406 [3aS-(3aα,4α,5β,7aα)]-5-Azido-7-bromo-3a,4,5,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxol-4-ol 99% C9H12BrN3O3
A2169 3′-Azido-3′-deoxythymidine ≥98% (HPLC) C10H13N5O4
CDS018989 2-azido-1-ethylquinolinium tetrafluoroborate AldrichCPR C11H11BF4N4
L511455 7-Azido-4-Methylcoumarin C10H7N3O2
244546 Azidomethyl phenyl sulfide 95% C7H7N3S
CDS018988 2-azido-1-methylquinolinium tetrafluoroborate AldrichCPR C10H9BF4N4
712256 5-Azidopentanoic acid ≥97.0% C5H9N3O2
A6057 4-Azidophenacyl bromide powder C8H6BrN3O
359564 4-Azidophenyl isothiocyanate 97% C7H4N4S
690104 3-(4-Azidophenyl)propionic acid ≥97.0% (T) C9H9N3O2
762016 3-Azido-1-propanamine 90% C3H8N4
776130 3-Azido-1-propanol ≥96% C3H7N3O
771066 tert-Butyl 2-(4-{[4-(3-azidopropoxy)phenyl]azo}benzamido)ethylcarbamate 95% C23H29N7O4
340138 4-Carboxybenzenesulfonazide 97% C7H5N3O4S
363227 4,4′-Diazido-2,2′-stilbenedisulfonic acid disodium salt hydrate 97% C14H8N6Na2O6S2 · xH2O
31755 7-(Diethylamino)coumarin-3-carbonyl azide BioReagent, suitable for fluorescence, ≥95% (HPLC) C14H14N4O3
E2028 Ethidium bromide monoazide ≥95% (HPLC), solid C21H18BrN5
77213 Ethyl azidoacetate solution ~25% in toluene (NMR) C4H7N3O2
93528 Ethyl azidoacetate solution ~25% in ethanol (NMR) C4H7N3O2
152854 4-Methoxybenzyloxycarbonyl azide 95% C9H9N3O3
R109 Ro 15-4513 solid C15H14N6O3