Ethyl azide
Molecular Structure and Ionization Energies of Azides: An ab initio Study of Hydrazoic Acid, Methyl Azide and Ethyl Azide". ... Ethyl azide is used for organic synthesis. Campbell, H. C.; Rice, O. K. (1935). "The Explosion of Ethyl Azide". Journal of the ... Ethyl azide (CH3CH2N3) is an explosive compound sensitive to rapid heating, shock or impact. It has exploded when heated to ... Rice, O. K.; Campbell, H. C. (1939). "The Explosion of Ethyl Azide in the Presence of Diethyl Ether". The Journal of Chemical ...
Trifluoromethanesulfonyl azide
... generally converts amines to azides. Tosyl azide Diphenylphosphoryl azide Sulfuryl diazide C. J ... Trifluoromethanesulfonyl azide or triflyl azide CF3SO2N3 is an organic azide used as a reagent in organic synthesis. ... Cavender & V. J. Shiner (1972). "Trifluoromethanesulfonyl azide. Its reaction with alkyl amines to form alkyl azides". The ... Trifluoromethanesulfonyl azide is not commercially available. It is prepared before use by reacting trifluoromethanesulfonic ...
Barium azide
... is an inorganic azide with the formula Ba(N3)2. It is a barium salt of hydrazoic acid. Like most azides, it is ... It is less sensitive to mechanical shock than lead azide. Barium azide may be prepared by reacting sodium azide with a soluble ... Calcium azide Sodium azide Hydrazoic acid Fedoroff, Basil T.; Aaronson, Henry A.; Reese, Earl F.; Sheffield, Oliver E.; Clift, ... The product should be stored submerged in ethanol.[citation needed] Barium azide can be used to make azides of magnesium, ...
Lithium azide
... is the lithium salt of hydrazoic acid. It is an unstable and toxic compound that decomposes into lithium and ... It can be prepared by metathesis reaction between sodium azide and lithium nitrate or lithium sulfate solutions: NaN3 + LiNO3 ... LiN3 + NaNO3 2 NaN3 + Li2SO4 → 2 LiN3 + Na2SO4 It can also be prepared by reacting lithium sulfate with barium azide. Ba(N3)2 ... sodium and strontium azides". Acta Crystallogr. B. 24 (2): 262-269. doi:10.1107/S0567740868002062. Hála, Jiri. "IUPAC-NIST ...
Magnesium azide
... and the azide anions (N−3). Magnesium azide hydrolyzes easily. Like most azides, it is explosive. Patil, K. C.; Nesamani, C.; ... Magnesium azide is an inorganic chemical compound with the formula Mg(N3)2. It is composed of the magnesium cation (Mg2+) ... Pai Verneker, V. R. (6 December 2006). "Synthesis and Characterisation of Metal Hydrazine Nitrate, Azide and Perchlorate ... Azides, Explosive chemicals, All stub articles, Inorganic compound stubs). ...
Phenyl azide
... is an organic compound with the formula C6H5N3. It is one of the prototypical organic azides. It is a pale yellow ... As with many other azides, phenyl azide poses a risk of explosion, so a protective blast shield is recommended during ... In a classic example of click chemistry, phenyl azide and phenylacetylene react to give diphenyl triazole. Phenyl azide reacts ... The structure consists of a linear azide substituent bound to a phenyl group. The C−N=N angle is approximately 120°. It was ...
Tributyltin azide
In some applications, tributyltin azide has been replaced by the less toxic trioctyltin azide and organoaluminium azides. Lower ... Tributyltin azide is synthesized by the salt metathesis reaction of tributyltin chloride and sodium azide. It is a reagent used ... Tri-higher alkyl tin azide and its use, United States Patent 5484955 Saito, S (1989). "Highly nucleophilic tributyltin azide in ... Tributyltin azide is an organotin compound with the formula (C4H9)3SnN3. It is a colorless solid although older samples can ...
Methyl azide
It is a white solid and it is the simplest organic azide. Methyl azide can be prepared by the methylation of sodium azide, for ... Methyl azide is stable at ambient temperature but may explode when heated. Presence of mercury increases the sensitivity to ... Methyl azide might be a potential precursor in the synthesis of prebiotic molecules via nonequilibrium reactions on ... Quinto-Hernandez, A.; Wodtke, A. M.; Bennett, C. J.; Kim, Y. S.; Kaiser, R. I. (2011). "On the Interaction of Methyl Azide ( ...
Acyl azide
Alkyl or aryl acyl chlorides react with sodium azide to give acyl azides. The second major route to azides is from the acyl ... Acyl azides have also been synthesized from various carboxylic acids and sodium azide in presence of triphenylphosphine and ... Another route starts with aliphatic and aromatic aldehydes reacting with iodine azide which is formed from sodium azide and ... These compounds, which are a subclass of organic azides, are generally colorless. Typically acyl azides are generated under ...
Lead(II) azide
Lead azide reacts with copper, zinc, cadmium, or alloys containing these metals to form other azides. For example, copper azide ... Lead(II) azide Pb(N3)2 is an inorganic compound. More so than other azides, Pb(N3)2 is explosive. It is used in detonators to ... Lead(II) azide is prepared by the reaction of sodium azide and lead(II) nitrate in aqueous solution. Lead(II) acetate can also ... RD-1333 lead azide (MIL-DTL-46225), a version of lead azide with sodium carboxymethyl cellulose as a precipitating agent, was ...
4-Chlorophenyl azide
... is an aryl azide. This is a benzene ring with an azide group and a chloride ion connected in the para ... The azide on 4-chlorophenyl azide acts as an electron withdrawing group since the azide has a partial positive charge that is ... Aryl azides such as 4-chlorophenyl azide are important in click chemistry. 4-chlorophenyl azide is versatile in joining ... 4-Chlorophenyl azide is an organic aryl azide compound with the chemical formula C6H4ClN3. The geometry between the nitrogen ...
N-Propyl azide
... is an organic compound with the formula CH3CH2CH2N3. A white solid, it is a simple organic azide. n-Propyl azide ... Edward J. Kaufmann, Richard C. Thompson (1977). "Reduction of organic azides by chromium(II) in aqueous solution". Journal of ... Stefan Bräse (Editor), Klaus Banert (Co-Editor); Organic Azides: Syntheses and Applications; 2010 John Wiley and Sons; ISBN 978 ...
Iron(III) azide
... , also called ferric azide, is a chemical compound with the formula Fe(N3)3. It is an extremely explosive, ... azide can also be formed by pulse irradiation[vague] of a mixture of iron(II) perchlorate, sodium azide, and hydrogen peroxide ... This compound is prepared by the reaction of sodium azide and iron(III) sulfate in methanol: 6 NaN3 + Fe2(SO4)3 → 2 Fe(N3)3 + 3 ... George V. Buxton; Igor Janovský (1976). "Mechanism of the oxidation of iron(II) by the azide radical". Journal of the Chemical ...
Copper(II) azide
... is a medium density explosive with the molecular formula Cu(N3)2. Copper azide is very explosive and is too ... Copper azide can be prepared by a metathesis reaction between water-soluble sources of Cu2+ and azide ions. (Spectator ions ... Azides, Copper(II) compounds, Explosive chemicals, All stub articles, Inorganic compound stubs). ...
Imidazole-1-sulfonyl azide
... is an organic azide compound that can be used as an alternative to trifluoromethanesulfonyl azide. ... Like trifluoromethanesulfonyl azide, this compound generally converts primary amines or ammonium salts to azides when catalyzed ... As with all organic azides, this compound is potentially explosive both in use and in preparation. The hydrochloride salt was ... Imidazole-1-sulfonyl Azide Hydrochloride". Organic Letters. 9 (19): 3797-3800. doi:10.1021/ol701581g. PMID 17713918. E. D. ...
Azide-alkyne Huisgen cycloaddition
The azide-alkyne Huisgen cycloaddition is a 1,3-dipolar cycloaddition between an azide and a terminal or internal alkyne to ... The azide displaces one ligand to generate a copper-azide-acetylide complex. At this point cyclization takes place. This is ... With a stopper molecule such as phenyl azide, well-defined phenyl end-groups are obtained. The copper-mediated azide-alkyne ... Curiously, pre-formed silver acetylides do not react with azides; however, silver acetylides do react with azides under ...
Transition metal azide complex
... es are coordination complexes containing one or more azide (N3−) ligands. Azide is a pseudohalide ... In some cases, trimethylsilyl azide is employed as the azide source. Heating and, in some cases, UV radiation often cause azide ... Co(NH3)5N3]2+ + NO+ + H2O → [Co(NH3)5(H2O)]3+ + N2O + N2 Metal complexes of organic azides are intermediates in the azide- ... Fehlhammer, Wolf Peter; Beck, Wolfgang (2013). "Azide Chemistry - an Inorganic Perspective, Part I Metal Azides: Overview, ...
2,4,6-Triisopropylbenzenesulfonyl azide
... (trisyl azide) is an organic chemical used as a reagent to supply azide for ... Introduction of an azide on the α carbon of carboxylic acid derivative using trisyl azide is an efficient alternative to ... Subsequent reduction converts the α-azide to an α-amine. "2,4,6-Triisopropylbenzenesulfonyl azide". pubchem.ncbi.nlm.nih.gov. ... Evans, David A.; Britton, Thomas C. (1987). "Electrophilic azide transfer to chiral enolates. A general approach to the ...
Homoleptic azido compounds
Salt metathesis between an azide salt like sodium azide or silver azide and the metal chloride is how a lot of the earlier ... The neutral binary V(IV) azide as well as V(III), V(IV), and V(V) azido ions are known. Similar to the neutral Ti(IV) azide, V( ... Lead azide is one of the most prevalent homoleptic azides owing to its ubiquitous use as a primary explosive. Uniquely it is ... The four azide halides FN3, ClN3, BrN3, and IN3 have all been made, and all contain purely covalent azide-halide bonds making ...
Thionyl chloride
"4-Dodecylbenzenesulfonyl azides". Organic Syntheses.; Collective Volume, vol. 9, p. 400 Hogan, P. J.; Cox, B. G. (2009). " ...
Sulfinyl nitrene
... s can be generated from the unstable sulfinyl azides (R-SON3). However this reaction easily results in ... Methoxysulfinyl nitrene (CH3OS(O)N) was also produced by decomposing the azide. Sulfinyl nitrenes are distinct from sulfonyl ... Maricich, Tom J.; Hoffman, Virgil L. (December 1974). "Chemistry of benzenesulfinyl azides. Reactions with sulfoxides". Journal ... "Convergence of mechanisms between sulfinyl azide and N-alkoxysulfinamide reactions". Tetrahedron Letters. 18 (11): 983-986. doi ...
Stieglitz rearrangement
When subjecting the azide to a Brønsted acid, the protonation of the azide activates the basal nitrogen and lowers the bond ... The Stieglitz rearrangement of azides generally profits from a protonic or thermal activation, which can also be combined. In ... An alternative way for the production of protonated organic azides is the nuclophilic addition of hydrazoic acid to a ... Stieglitz rearrangements can also proceed on organic azides with molecular nitrogen as a good leaving group. Those reactions ...
Banert cascade
A (3,3)Sigmatropic reaction takes place between the azide and the alkyne to the allenyl azide. This allene rearranges to the ... Banert, Klaus (May 1989). "Reactions of Unsaturated Azides, 6. Synthesis of 1,2,3‐Triazoles from Propargyl Azides by ... In the first step an azido compound is formed in situ in a nucleophilic displacement of chloride by the azide ion. ... The reaction sequence concludes with nucleophilic attack of a second azide ion on this alkene with more double bond ...
Forasartan
Discovery and development of angiotensin receptor blockers Bräse, Stefan; Banert, Klaus (2010). Organic Azides: Syntheses and ...
List of inorganic compounds
"Barium azide". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-11-22. PubChem. "Barium carbonate". pubchem.ncbi.nlm.nih.gov. Retrieved ... "Ammonium azide". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-11-22. PubChem. "Ammonium bicarbonate". pubchem.ncbi.nlm.nih.gov. ... azide - Pb(N3)2 Lead(II) bromide - PbBr2 Lead(II) carbonate - Pb(CO3) Lead(II) chloride - PbCl2 Lead(II) fluoride - PbF2 Lead( ... azide - Cu(N3)2 Copper(II) borate - Cu3(BO3)2 Copper(II) carbonate - CuCO3 Copper(II) chloride - CuCl2 Copper(II) hydroxide - ...
Trimethylsilyl chloride
ISBN 978-0-470-13260-9. {{cite book}}: ,journal= ignored (help) L. Birkofer and P. Wegner (1970). "Trimethylsilyl azide". ... trimethylsilyl azide, and trimethylsilyl trifluoromethanesulfonate (TMSOTf). These compounds are produced by a salt metathesis ...
Azidotetrazolate
The azidotetrazolate ion can be made from cyanogen bromide and sodium azide in water: BrCN + 2NaN3 → N4CN3− + Na+ + NaBr ... Marsh, F. D. (September 1972). "Cyanogen azide". The Journal of Organic Chemistry. 37 (19): 2966-2969. doi:10.1021/jo00984a012 ...
Wallace Carothers
In this paper he measured physical properties of phenyl isocyanate and of diazobenzene-imide (now known as phenyl azide). The ... D. L. Fishel, personal conversations with C. Marvel and A. Pardee (1959). "PHENYL AZIDE , 622-37-7". www.chemicalbook.com. ...
Sodium nitrite
In the laboratory, sodium nitrite can be used to destroy excess sodium azide. 2 NaN 3 + 2 NaNO 2 + 4 H + ⟶ 3 N 2 + 2 NO + 4 Na ... ISBN 978-0-471-23896-6. "Sodium Azide". Hazardous Waste Management. Northeastern University. March 2003. Archived from the ...
Curtius rearrangement
The acyl azide is usually made from the reaction of acid chlorides or anhydrides with sodium azide or trimethylsilyl azide. ... Acyl azides are also obtained from treating acylhydrazines with nitrous acid. Alternatively, the acyl azide can be formed by ... Hydrazide und Azide organischer Säuren I. Abhandlung" [Hydrazides and azides of organic acids I. paper]. Journal für Praktische ... Heating the azide in ethanol yields the ethyl carbamate via the Curtius rearrangement. Acid hydrolysis yields the amine from ...