tert-Butyl azide

Base Information

• Chemical Name: tert-Butyl azide
• CAS No.: 13686-33-4
• Molecular Formula: C4H9 N3
• Molecular Weight: 99.1356
• Hs Code.: 2929909090
• DSSTox Substance ID: DTXSID60159982
• Nikkaji Number: J850.729E
• Wikidata: Q83028358
• Mol file: 13686-33-4.mol

Synonyms:tert-Butyl azide;2-azido-2-methylpropane;13686-33-4;Propane, 2-azido-2-methyl-;tert-Butylazide;t-butyl azide;LCZC2718;DTXSID60159982;POPVVAJDCXHXJR-UHFFFAOYSA-N;EN300-137223

Chemical Property of tert-Butyl azide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 49.75000
• Density: g/cm³
• LogP: 1.54796
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 99.079647300
• Heavy Atom Count: 7
• Complexity: 94

Purity/Quality:

99%, ^*data from raw suppliers

Tert-Butylazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)N=[N+]=[N-]

Technology Process of tert-Butyl azide

There total 2 articles about tert-Butyl 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: 35.0%

Isobutane (75-28-5,40921-86-6) → t-butyl azide (13686-33-4) + tert-butyl alcohol (75-65-0)

Guidance literature:

With tetraphenylporphinatomanganese(III) azide; iodosylbenzene; In water; chlorobenzene; for 12h; Product distribution; other X in catalyst, other oxidants;

DOI:10.1021/jo00167a023

Reference yield: 18.0%

tertiary butyl chloride (507-20-0) → t-butyl azide (13686-33-4) + tert-butyl alcohol (75-65-0)

Guidance literature:

With sodium azide; In water; for 60h; Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00114a036

Reference yield: 100.0%

t-butyl azide (13686-33-4) + 2,2-dimethylpropylidynephosphine (78129-68-7) → 3,5-di-tert-butyl-3H-1,2,3,4-triazaphosphole (116985-74-1)

Guidance literature:

In diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)90292-3

upstream raw materials:

Isobutane

tertiary butyl chloride

Downstream raw materials:

methyl-1 ethylideneamine

1-Amino-2-methyl-propan-2-ol

1,4-Di-tert-butyl-5-(diisopropylamino)-Δ²-tetrazaphospholen

3,5-di-tert-butyl-3H-1,2,3,4-triazaphosphole

Refernces

• 1、 Hill, Craig L.,Smegal, John A.,Henly, Timothy J.. "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". . p. 3277 - 3281. Retrieved 2007/10/02.