7438-05-3

Basic information

• Product Name: 1-azidooctane
• Synonyms: 1-Azidooctane; octane, 1-azido-; Octyl azide
• CAS NO: 7438-05-3
• Molecular Formula: C₈H₁₇N₃
• Molecular Weight: 155.2407
• Mol File: 7438-05-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-azidooctane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-azidooctane(7438-05-3)
• EPA Substance Registry System: 1-azidooctane(7438-05-3)

Safety Data

• Hazardous Substances Data: 7438-05-3(Hazardous Substances Data)

Usage

Type of compound

Linear alkyl azide

Structure

A chain of eight carbon atoms with a nitrogeneous azide group attached at one end

Reactivity

Highly reactive due to the azide group

Explosiveness

Highly explosive

Applications

a. Source of nitrogen for various synthesis reactions in organic chemistry
b. Production of polymers
c. Production of pharmaceuticals
d. Production of surfactants

Hazard

Extremely hazardous

Safety precautions

Should be handled with caution to avoid severe burns or injuries upon detonation

Upstream product

• 16156-52-8 n-octyl methanesulfonate 
• 629-27-6 1-Iodooctane 

Downstream Products

• 3007-71-4 N-octylaniline 
• 111-86-4 n-Octylamine 
• 126864-04-8 C₂₆H₃₂NP 
• 59333-62-9 N-octylphthalimide 
• 1120-48-5 n-dioctylamine 
• 853052-50-3 1-octyl-4-phenyl-1H-[1,2,3]triazole 
• 1150-31-8 N-octyl-4-methylbenzenesulfonamide 
• 124-13-0 Octanal 
• 1037582-85-6 C₁₈H₂₄F₃N₃O 
• 1037582-93-6 C₁₇H₂₈F₃N₃O 
• 1037582-89-0 C₂₄H₂₈F₃N₃O 
• 1073242-84-8 1-octyl-4-(3-chlorophenyl)-1H-1,2,3-triazole 
• 1130759-57-7 2-(2,4-difluorophenyl)-1-(1-octyl-1H-1,2,3-triazol-4-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 
• 1190693-15-2 C₂₂H₂₆N₄O₂ 

Relevant articles and documents

Aerobic oxidative transformation of primary azides to nitriles by ruthenium hydroxide catalyst

In the presence of an easily prepared supported ruthenium hydroxide catalyst, Ru(OH)x/Al2O3, various kinds of structurally diverse primary azides including benzylic, allylic, and aliphatic ones could be converted into the corresponding nitriles in moderate to high yields (13 examples, 65-94% yields). The gram-scale (1 g) transformation of benzyl azide efficiently proceeded to give benzonitrile (0.7 g, 90% yield) without any decrease in the performance in comparison with the small-scale (0.5 mmol) transformation. The catalysis was truly heterogeneous, and the retrieved catalyst could be reused for the transformation of benzyl azide without an appreciable loss of its high performance. The present transformation of primary azides to nitriles likely proceeds via sequential reactions of imide formation, followed by dehydrogenation (β-elimination) to produce the corresponding nitriles. The Ru(OH)x/Al2O3 catalyst could be further employed for synthesis of amides in water through the transformation of primary azides (benzylic and aliphatic ones) to nitriles, followed by sequent hydration of the nitriles formed. Additionally, direct one-pot synthesis from alkyl halides and TBAN3 (TBA = tetra-n-butylammonium) could be realized with Ru(OH)x/Al2O3, giving the corresponding nitriles in moderate to high yields (10 examples, 64-84% yields).

Anion nucleophilicity in ionic liquids: A comparison with traditional molecular solvents of different polarity

The nucleophilic reactivity of a homogeneous series of anions (halides, pseudohalides and organic anions) in the ionic liquids [hexmim] [ClO 4] and [hexmim] [PF6] has been measured in their reaction with n-alkyl methanesulfonates, and compared with that found in traditional molecular solvents of different polarity, that is, chlorobenzene, DMSO, and MeOH.

Nonhydrated Anion Transfer from the Aqueous to the Organic Phase: Enhancement of Nucleophilic Reactivity in Phase-Transfer Catalysis

A systematic study of how the nature and concentration of the inorganic salt affect hydration and reactivity of anions transferred into the organic phase under conditions of phase-transfer catalysis (PTC) has been performed.The inorganic salt concentration in the aqueous phase up to saturated solution (= or > 6 M), does not affect the hydration and hence the reactivity of the anion in aliphatic nucleophilic substitutions.On the other hand, in concentrated aqueous alkaline solutions (50percent NaOH or 60percent KOH) unhydrated anions are transferred from the aqueous to the organic phase.The anionic reactivity thus becomes identical with that found under anhydrous homogeneous conditions, the rate enhancement being 13.0, 4.0, 2.6, and 1.4 times for Cl(1-), N3(1-), Br(1-), and I(1-), respectively.The same dehydrating effect was not observed with less concentrated alkaline solutions or with 50percent aqueous NaF.These data show the unique property of OH(1-) in producing conditions of virtually null water activity under PTC conditions.