Tetrabutylammonium azide

Base Information

• Chemical Name: Tetrabutylammonium azide
• CAS No.: 993-22-6
• Molecular Formula: C16H36N4
• Molecular Weight: 284.489
• Hs Code.: 29239000
• European Community (EC) Number: 619-423-2
• DSSTox Substance ID: DTXSID1061360
• Mol file: 993-22-6.mol

Synonyms:1-Butanaminium, N,N,N-tributyl-;1-Butanaminium, N,N,N-tributyl-, azide;tetrabutylazanium azide;tetrabutylazanium;

Chemical Property of Tetrabutylammonium azide

Chemical Property:

• Appearance/Colour: White to Yellow
• Melting Point: 84-88oC
• PSA: 37.39000
• LogP: 5.32246
• Storage Temp.: Refrigerator
• Sensitive.: Hygroscopic
• Water Solubility.: Soluble in water
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 284.29399717
• Heavy Atom Count: 20
• Complexity: 132

Purity/Quality:

98% ^*data from raw suppliers

Tetrabutylammonium azide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N T
• Hazard Codes: T,N
• Statements: 11-50/53-36/37/38-32-25
• Safety Statements: 15-36/37/39-45-61-60-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC[N+](CCCC)(CCCC)CCCC.[N-]=[N+]=[N-]
• Uses: Tetrabutylammonium azide can be used as a reagent for the synthesis of: Heteroarylannulated bicyclic morpholinesCyanimide-based inhibitors of cathepsin CTrimethylene carbonateAerobic oxidative transformation of primary azides to nitrilesSubstitution reactions at tetracoordinate boronIt is also used as a catalyst for cyclic carbonate formation.

Technology Process of Tetrabutylammonium azide

There total 7 articles about Tetrabutylammonium azide 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: 99.0%

Tetra-n-butylammonium hydroxide → tetrabutylammoniun azide (993-22-6)

Guidance literature:

With sodium azide; In dichloromethane; water;

DOI:10.1055/s-1984-30826

Reference yield: 98.0%

tetrabutylammonium sulfate (2472-88-0) → tetrabutylammoniun azide (993-22-6)

Guidance literature:

With sodium azide; In water; for 20h;

DOI:10.1021/om401126m

Reference yield: 96.0%

tetra(n-butyl)ammonium hydroxide (2052-49-5) → tetrabutylammoniun azide (993-22-6)

Guidance literature:

With sodium azide; In dichloromethane; water;

DOI:10.1039/c4ob00537f

upstream raw materials:

tetra(n-butyl)ammonium hydroxide

tetra(n-butyl)ammonium hydrogensulfate

tetrabutylammonium sulfate

tetrabutylammomium bromide

Downstream raw materials:

CH₃SC₁₂H₈B(N₃)C₁₀H₆B(C₆H₂(CH₃)3)2

Refernces

• 1、 Shalibor, Abdolrahman,Modarresi-Alam, Ali Reza. "A Green and Simple Process for Preparation of Tetraalkylammonium Azide with Excellent Environmental Factor: Comparison of Batch and Flow Column Reactor". . p. 1753 - 1760. Retrieved 2018.
• 2、 Alder, Catherine M.,Ballantyne, George,Cresswell, Alexander J.,Cunningham, William B.,Edwards, Lee J.,Grayson, Matthew N.,Kinsella, Anna G.,McKay, Blandine S. J.,Mules, Tom,Ryder, Alison S. H.,Turner-Dore, Jacob. "Photocatalytic α-Tertiary Amine Synthesis via C?H Alkylation of Unmasked Primary Amines". supporting information. p. 14986 - 14991. Retrieved 2020/06/20.