13686-33-4

Usage

Uses

Used in Organic Synthesis:
Tert-butyl azide is used as a reagent in organic synthesis for its ability to undergo diazo transfer, which is a key step in the formation of various organic compounds.
Used in Chemical Research:
In chemical research, tert-butyl azide is employed as a valuable tool for studying the properties and reactions of azide compounds, as well as for exploring new synthetic pathways and methodologies.
Used in Huisgen Cycloaddition Reactions:
Tert-butyl azide is used as a reactant in Huisgen cycloaddition reactions, which are a type of 1,3-dipolar cycloaddition involving azides and alkynes. This reaction is widely used in the synthesis of various heterocyclic compounds, including triazoles, which have diverse applications in pharmaceuticals, materials science, and bioconjugation.
Used in Preparation of Azido Compounds:
Tert-butyl azide is utilized as a precursor in the preparation of a variety of azido compounds, which are important intermediates in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Safety and Hazard Management:
Due to its explosive nature and potential hazards, tert-butyl azide is used in the development and implementation of safety protocols and hazard management strategies in chemical laboratories, ensuring the safe handling and disposal of this highly reactive compound.

InChI:InChI=1/C4H9N3/c1-4(2,3)6-7-5/h1-3H3

Upstream product

• 75-28-5 Isobutane 
• 507-20-0 tertiary butyl chloride 

Downstream Products

• 6407-34-7 methyl-1 ethylideneamine 
• 2854-16-2 1-Amino-2-methyl-propan-2-ol 
• 65392-64-5 1,4-Di-tert-butyl-5-(diisopropylamino)-Δ²-tetrazaphospholen 
• 116985-74-1 3,5-di-tert-butyl-3H-1,2,3,4-triazaphosphole 
• 129811-65-0 4-tert-Butyl-5-chloro-4,5-dihydro-1-(2,4,6-tri-tert-butylphenyl)-1H-tetrazaphosphole 
• 17599-59-6 diphenylmethyleneaminotrimethylsilane 
• 108148-89-6 silyl>(trimethylsilyl)diazomethan 
• 119-61-9 benzophenone 
• 108148-83-0 3-tert-Butyl-4,4-dimethyl-5,5-bis(trimethylsilyl)-1,2,3-triaza-4-sila-1-cyclopenten 
• 30006-66-7 bis(trimethylsilyl)diazomethane 
• 108148-43-2 1-tert-Butyl-5,5-dimethyl-4-triphenylsilanyl-4,5-dihydro-1H-[1,2,3,4,5]tetrazasilole 
• 108148-62-5 silyl>(trimethylsilyl)diazomethan 
• 10017-37-5 tert-butylamine hydrochloride 
• 75-05-8 acetonitrile 

Relevant academic research and scientific papers

tert-Butyl Cation Formation in the Hydrolysis of 2-Methyl-2-propanesulfonyl Chloride, the Simplest Tertiary Alkanesulfonyl Chloride

Evidence is presented that only significant reaction of 2-methyl-2-propanesulfonyl chloride (1) (a) in water over the pH range 3.5-13.0 or (b) in methanol-chloroform-d is an ionization to the tert-butyl cation (2) and the chlorosulfite anion (ClSO2(-)), followed by further reactions of these species.The organic products include isobutylene (3), tert-butyl chloride (4a), tert-butyl alcohol (4b), and, at high pH, 2-methyl-2-propanesulfinate anion (6) and small amounts of 2-methyl-2-propanesulfonate anion (5).In the presence of barium chloride the rate of hydrolysis of 1 is constant over the pH range 3.5-12.0.

Catalytic Replacement of Unactivated Alkane Carbon-Hydrogen Bonds with Carbon-X Bonds (X = Nitrogen, Oxygen, Chlorine, Bromine, or Iodine). Coupling of Intermolecular Hydrocarbon Activation by MnIIITPPX Complexes with Phase-Transfer Catalysis

A simple system has been devised to facilitate the first processes for the catalytic replacement of unactivated alkane C-H bonds with C-X bonds, X = nitrogen and iodine.The system also enables alkane C-H bonds to be replaced by C-X bonds, X = chlorine, bromine, and oxygen.The system is composed of two liquid phases and the oxidant iodosylbenzene (iodosobenzene).The alkane substrate, the MnIIITPPX catalyst, and the organic solvent (dichloromethane, chlorobenzene, or other aromatic hydrocarbon) constitute one phase, a saturated aqueous solution of the sodium salt of the anion to be incorporated into the alkane, NaX, X = N3(1-), NCO(1-), I(1-), Br(1-), or Cl(1-), constitutes the second phase, and the sparingly soluble oxidant iodosylbenzene constitutes a third phase.When the two liquid phases and the oxidant iodosylbenzene are stirred under an inert atmosphere, both RX and ROH products are produced catalytically based on MnTPP and in reasonable yield based on iodosylbenzene.The MnTPP moiety functions as a catalyst for C-H bond cleavage and for phase transfer of X(1-) from the aqueous phase to the organic phase where the functionalization chemistry takes place.The oxidant hypochlorite can be used in place of, but is less effective than, iodosylbenzene, and the oxidants hydrogen peroxide, periodate, and persulfate are ineffective.Product distributions obtained from the oxidation of cyclohexane, isobutane, 2,3-dimethylbutane, and tert-butylbenzene are most consistent with a product-determining step that involves transfer of X from manganese to a free alkyl radical intermediate.