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 C6H6N4O4
276219 1-Azidoadamantane 97% C10H15N3
359556 4-Azidoaniline hydrochloride 97% C6H6N4 · HCl
909491 4-Azidobenzoic acid ≥97% C7H5N3O2
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
244546 Azidomethyl phenyl sulfide 95% C7H7N3S
712256 5-Azidopentanoic acid ≥97.0% C5H9N3O2
690104 3-(4-Azidophenyl)propionic acid ≥97.0% (T) C9H9N3O2
762016 3-Azido-1-propanamine ≥95% C3H8N4
776130 3-Azido-1-propanol ≥96% C3H7N3O
900891 Azo biotin-azide C33H45N9O7S
900912 Biotin picolyl azide C27H42N8O7S
771066 tert-Butyl 2-(4-{[4-(3-azidopropoxy)phenyl]azo}benzamido)ethylcarbamate 95% C23H29N7O4
340138 4-Carboxybenzenesulfonazide 97% C7H5N3O4S
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