19573-22-9

Basic information

• Product Name: azidocyclohexane
• Synonyms: azidocyclohexane;1-Azidocyclohexane;Cyclohexyl azide
• CAS NO: 19573-22-9
• Molecular Formula: C₆H₁₁N₃
• Molecular Weight: 125.17
• Mol File: 19573-22-9.mol
• Article Data: 75

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: azidocyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: azidocyclohexane(19573-22-9)
• EPA Substance Registry System: azidocyclohexane(19573-22-9)

Safety Data

• Hazardous Substances Data: 19573-22-9(Hazardous Substances Data)

Usage

Description

Azidocyclohexane, also known as cyclohexane with an azido group, is an organic compound that features a cyclohexane ring with a nitrogen-based azido group attached. It is a versatile chemical intermediate due to its unique reactivity and structural properties.

Uses

Used in Chemical Synthesis:
Azidocyclohexane is used as a reactant in the preparation of sulfonyl tetrazoles. This application takes advantage of the Huisgen dipolar cycloaddition reaction between azides and toluenesulfonyl cyanide (T631000), which is a key step in the synthesis of various chemical compounds with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, azidocyclohexane can be utilized as a building block for the development of novel drugs, particularly those targeting specific biological pathways or receptors. Its unique reactivity allows for the creation of diverse molecular structures with potential therapeutic properties.
Used in Material Science:
Azidocyclohexane can also be employed in the development of new materials with specific properties, such as improved mechanical strength, chemical resistance, or thermal stability. Its incorporation into polymers or other materials can lead to the creation of advanced materials for various applications, including automotive, aerospace, and electronics industries.

Synthesis Reference(s)

Tetrahedron Letters, 18, p. 1977, 1977 DOI: 10.1016/S0040-4039(01)83657-1

InChI:InChI=1/C6H12N3/c7-9-8-6-4-2-1-3-5-6/h6-7H,1-5H2/q+1

Upstream product

• 108-85-0 1-bromocyclohexane 
• 626-62-0 Cyclohexyl iodide 
• 953-91-3 cyclohexyl tosylate 
• 108-91-8 cyclohexylamine 
• 110-83-8 cyclohexene 
• 110-82-7 cyclohexane 
• 861113-45-3 cyclohexyl brosylate 
• 546-67-8 lead(IV) tetraacetate 
• 110-86-1 pyridine 
• 16156-56-2 cyclohexyl mesylate 
• 1569-69-3 Cyclohexanethiol 
• 108-93-0 cyclohexanol 
• 709-83-1 2-(cyclohexyloxy)tetrahydro-2H-pyran 
• 98-89-5 Cyclohexanecarboxylic acid 

Downstream Products

• 59574-46-8 2-butyl-5-(4-chloro-phenylimino)-4-cyclohexyl-[1,2,4]thiadiazolidin-3-one 
• 10108-56-2 N-butylcyclohexylamine 
• 5459-93-8 N-ethyl-cyclohexanamine 
• 108630-79-1 1-cyclohexyl-5-acetyltetrazole 
• 101-83-7 N-cyclohexyl-cyclohexanamine 
• 1821-36-9 N-phenyl-2-cyclohexylamine 
• 65245-33-2 C₁₃H₁₉N₅ 
• 64724-55-6 8-cyclohexyl-1,2,4,5-tetrakis-trifluoromethyl-(1rH,2tH,4tH,5cH)-3-thia-6,7,8-triaza-tricyclo[3.3.0.0^2,4]oct-6-ene 
• 4998-76-9 cyclohexylamine hydrochloride 
• 108-91-8 cyclohexylamine 
• 791-28-6 Triphenylphosphine oxide 
• 1126-56-3 N-cyclohexylpropanamide 
• 66949-28-8 (cyclohexylimino)triphenylphosphorane 
• 40649-25-0 cyclohexyl-cyclopentyl-amine 

Relevant articles and documents

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A novel and highly selective conversion of alcohols, thiols, and silyl ethers to azides using the triphenylphosphine/2,3-dichloro-5,6- dicyanobenzoquinone(DDQ)/n-Bu4NN3 system

Alcohols, thiols, and silyl ethers are converted into alkyl azides in good to excellent yields by treatment with PPh3/DDQ/n-Bu 4NN3 in CH2Cl2 at room temperature. The method is highly selective for 1°

THE IR AND RAMAN SPECTRA AND CONFORMATIONS OF CYCLOHEXYL AZIDE

Cyclohexyl azide was synthesized and the vibrational spectra recorded in several phases including: liquid at various temperatures, amorphous and crystalline at 90 K and high pressure crystal at ca. 60 kbar.Additional IR spectra were recorded in argon and

A general procedure for carbon isotope labeling of linear urea derivatives with carbon dioxide

Carbon isotope labeling is a traceless technology, which allows tracking the fate of organic compounds either in the environment or in living organisms. This article reports on a general approach to label urea derivatives with all carbon isotopes, including14C and11C, based on a Staudinger aza-Wittig sequence. It provides access to all aliphatic/aromatic urea combinations.

Cyclic Diaryl λ3-Bromanes: A Rapid Access to Molecular Complexity via Cycloaddition Reactions

Biaryls have widespread applications in organic synthesis. However, sequentially polysubstituted biaryls are underdeveloped due to their challenging preparation. Herein, we report the synthesis of dissymetric 2,3,2′,3′,4-substituted biaryls via pericyclic reactions of cyclic diaryl λ3-bromanes. The functional groups tolerance and atom economy allow access to molecular complexity in a single reaction step. Continuous flow protocol has been designed for the scale-up of the reaction, while postfunctionalizations have been developed taking advantage of the residual Br-atom.