Hydrazoic acid

Base Information

• Chemical Name: Hydrazoic acid
• CAS No.: 7782-79-8
• Deprecated CAS: 127229-27-0,57077-96-0,227798-96-1
• Molecular Formula: HN₃
• Molecular Weight: 43.028
• European Community (EC) Number: 231-965-8
• UNII: 6P5C4D5D7I
• DSSTox Substance ID: DTXSID20884425
• Nikkaji Number: J2.255.096I
• Wikipedia: Hydrazoic acid
• Wikidata: Q408925,Q1661369
• ChEMBL ID: CHEMBL186537
• Mol file: 7782-79-8.mol

Synonyms:hydrazoic acid

Chemical Property of Hydrazoic acid

Chemical Property:

• Melting Point: -80oC
• Boiling Point: 37oC
• PKA: 4.72(at 25℃)
• PSA: 61.24000
• Density: 1.09(25/4oC)
• LogP: 0.42796
• Water Solubility.: very soluble H2O [HAW93]
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 43.017047045
• Heavy Atom Count: 3
• Complexity: 23

Purity/Quality:

HYDRAZOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Dangerous explosion risk when shocked or heated. Strong irritant to eyes and mucous membranes. TLV: CL 0.1 ppm (vapor)
• Hazard Codes: Dangerous explosion risk when shocked or heated. Strong irritant to eyes and mucous membranes. TLV: CL 0.1 ppm (vapor)

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Explosives
• Canonical SMILES: N=[N+]=[N-]
• Description: Hydrazoic acid or hydrogen azide is a dangerous explosion risk when shocked or heated. It is the gas-forming agent in many air bag systems in automobiles and escape chutes in airplanes.
• Physical properties: Colorless, volatile liquid; pungent disagreeable odor; density 1.09 g/mL;solidifies at -80°C; boils at 37°C; highly soluble in water; soluble in alkalies,alcohol and ether; pKa4.6 at 25°C.
• Uses: Industrially in preparation of heavy metal azides for shell detonators. Hydrazoic acid is used in making heavymetal azides for detonators. It forms readilywhen sodium azide reacts with acid orhydrazine is mixed with nitrous acid.

Technology Process of Hydrazoic acid

There total 161 articles about Hydrazoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

silver(I) azide (13863-88-2) → hydrogen azide (7782-79-8) + silver (7440-22-4)

Guidance literature:

In toluene; byproducts: N2; High Pressure; AgN3 loaded into reactor with solvent, pressurized to 1 atm with N2, heated to 130°C and held overnight, then raised to 200°C and held for 1 d; filtration, washing, drying under vac.;

DOI:10.1016/S0025-5408(02)01028-0

Reference yield: 6.0%

sodium azide + NOSO2OH → hydrogen azide (7782-79-8) + dinitrogen trioxide (10544-73-7,96607-26-0) + nitrosyl azide (62316-46-5) + Nitrogen dioxide (10102-44-0) + dinitrogen monoxide (10024-97-2)

Guidance literature:

With sulfuric acid; byproducts: N2; addition of NOSO2OH in concd. H2SO4 at -195.8°C, next handle from -30 to -35°C for 8-24 h;

DOI:10.1021/ja01550a004

Reference yield: 5.0%

sodium azide + nitric acid (7697-37-2,78989-43-2) → hydrogen azide (7782-79-8) + dinitrogen trioxide (10544-73-7,96607-26-0) + nitrosyl azide (62316-46-5) + Nitrogen dioxide (10102-44-0) + dinitrogen monoxide (10024-97-2)

Guidance literature:

With sulfuric acid; byproducts: N2; addition of 1:1 mixture of HNO3 - H2SO4 at -195.8°C, next handle from -30 to -35°C for 8-24 h;

DOI:10.1021/ja01550a004

upstream raw materials:

water

nitric acid

hydrogen fluoride

iron(III) chloride

Downstream raw materials:

azide radical

copper(II) azide

trans-1,2-difluorodiazine

imino radical

Refernces

NEW BRIDGEHEAD-SUBSTITUTED 1-(ARYLSULFONYL)BICYCLO<1.1.0>BUTANES AND SOME NOVEL ADDITION REACTIONS OF THE BICYCLIC SYSTEM

10.1016/S0040-4020(01)80112-5

This research focuses on the synthesis and study of new 3-substituted bicyclobutanes derived from sulfones, with the aim of utilizing these compounds as precursors for highly substituted and functionalized cyclobutane derivatives. The study explores various addition reactions involving the central bond of the bicyclobutane system, including reactions with hydrazoic acid, cyanocuprate reagents, phenylselenol, and others, to introduce additional functional groups. The research concludes that these reactions are of wide scope and can be used to transform 3-allylated bicyclobutane derivatives into 1-(arylsulfonyl)bicyclo[2.1.1]hexanes through a sequence of cyclobutane formation, epoxidation, and intramolecular cyclization. Key chemicals used in the process include sulfones 1-7, various nucleophiles for addition reactions, and reagents for transformations such as epoxidation and cyclization. The study provides detailed procedures, yields, and physical properties of the synthesized compounds, along with their 'H NMR and other analytical data, highlighting the versatility and potential applications of these bicyclobutane derivatives in organic synthesis.