Cyclohexane, azido-

Base Information

• Chemical Name: Cyclohexane, azido-
• CAS No.: 19573-22-9
• Molecular Formula: C6H11 N3
• Molecular Weight: 125.173
• Hs Code.: 2929909090
• NSC Number: 30398
• DSSTox Substance ID: DTXSID9074014
• Nikkaji Number: J100.537E
• Wikidata: Q82002555
• Mol file: 19573-22-9.mol

Synonyms:Azidocyclohexane;Cyclohexane, azido-;Cyclohexyl azide;19573-22-9;azido-cyclohexane;DTXSID9074014;SCHEMBL14015255;cyclohexylazide;NSC30398;NSC 30398;NSC-30398;AKOS010633152;EN300-80012;F79492;A903546;F1907-3365

Chemical Property of Cyclohexane, azido-

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 49.75000
• Density: g/cm³
• LogP: 2.08216
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 125.095297364
• Heavy Atom Count: 9
• Complexity: 120

Purity/Quality:

98% ^*data from raw suppliers

AZIDOCYCLOHEXANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)N=[N+]=[N-]
• Uses: Azido-cyclohexane is used as a reactant in the preparation of sulfonyl tetrazoles via Huisgen dipolar cycloaddition of azides and toluenesulfonyl cyanide(T631000).

Technology Process of Cyclohexane, azido-

There total 27 articles about Cyclohexane, azido- 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: 91.0%

1-bromocyclohexane (108-85-0) → cyclohexyl azide (19573-22-9)

Guidance literature:

With trimethylsilylazide; tetrabutyl ammonium fluoride; In tetrahydrofuran; at 70 ℃; for 8h;

DOI:10.1055/s-1995-3928

Reference yield: 88.0%

cyclohexanol (108-93-0) → cyclohexyl azide (19573-22-9)

Guidance literature:

With tetrabutylammoniun azide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1016/j.tetlet.2004.02.141

Reference yield: 85.0%

cyclohexylamine (108-91-8,157973-60-9) → cyclohexyl azide (19573-22-9)

Guidance literature:

With 2-azido-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium hexafluorophosphate (V); triethylamine; In dichloromethane; at 30 ℃; for 0.5h; Solvent; Inert atmosphere;

DOI:10.1039/c4ob00515e

upstream raw materials:

1-bromocyclohexane

Cyclohexyl iodide

cyclohexyl tosylate

cyclohexylamine

Downstream raw materials:

N-butylcyclohexylamine

(cyclohexylimino)triphenylphosphorane

N-cyclohexyl-cyclohexanamine

formaldehyd

Refernces

• 1、 Lieber et al.. "-". . p. 238. Retrieved 1957.
• 2、 Zhu, Yuchao,Li, Xinyao,Wang, Xiaoyang,Huang, Xiaoqiang,Shen, Tao,Zhang, Yiqun,Sun, Xiang,Zou, Miancheng,Song, Song,Jiao, Ning. "Silver-Catalyzed Decarboxylative Azidation of Aliphatic Carboxylic Acids". . p. 4702 - 4705. Retrieved 2015.
• 3、 Steinheimer,T.R. et al.. "-". . p. 325 - 326. Retrieved 1971.
• 4、 Proietti, Giampiero,Prathap, Kaniraj Jeya,Ye, Xinchen,Olsson, Richard T.,Dinér, Peter. "Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions". supporting information. p. 133 - 146. Retrieved 2021/11/04.
• 5、 Ruyonga, Mulinde R.,Samoshin, Vyacheslav V.. "Conformational energy (A-value) of the 4-phenyl-1,2,3-triazolyl group". . p. 609 - 611. Retrieved 2021/11/09.