(2-Azidoethyl)benzene

Base Information

• Chemical Name: (2-Azidoethyl)benzene
• CAS No.: 6926-44-9
• Molecular Formula: C8H9 N3
• Molecular Weight: 147.18
• Hs Code.: 2929909090
• NSC Number: 30342
• DSSTox Substance ID: DTXSID30219325
• Nikkaji Number: J282.309H
• Wikidata: Q83096250
• ChEMBL ID: CHEMBL3236136
• Mol file: 6926-44-9.mol

Synonyms:(2-azidoethyl)benzene;Phenethyl azide;6926-44-9;2-azidoethylbenzene;Benzene, (2-azidoethyl)-;Phenethylazide;CCRIS 8032;2-(azidoethyl)benzene;(2-Azido-ethyl)-benzene;CHEMBL3236136;SCHEMBL13460499;DTXSID30219325;DFSGPCZWEQJJID-UHFFFAOYSA-N;NSC30342;NSC 30342;NSC-30342;STL192366;AKOS010631078;EN300-95370;F2157-0470

Chemical Property of (2-Azidoethyl)benzene

Chemical Property:

• Boiling Point: 68 °C(Press: 0.5 Torr)
• PSA: 49.75000
• LogP: 1.99216
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 147.079647300
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

99%min ^*data from raw suppliers

(2-Azidoethyl)benzene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCN=[N+]=[N-]
• Uses: (2-Azidoethyl)benzene is used as a reactant in the preparation of disubstituted triazoles via ruthenium-catalyzed cycloaddition of terminal alkynes with azides.

Technology Process of (2-Azidoethyl)benzene

There total 19 articles about (2-Azidoethyl)benzene 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: 100.0%

1-phenyl-2-bromoethane (103-63-9) → phenethyl azide (6926-44-9)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1021/jm9010669

Reference yield: 96.0%

2-(2-phenylethoxy)tetrahydro-2H-pyran (1927-61-3) → phenethyl azide (6926-44-9)

Guidance literature:

With tetrabutylammoniun azide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; for 21h; Heating;

DOI:10.1080/104265090884292

Reference yield: 95.0%

2-phenylethanol (60-12-8) → phenethyl azide (6926-44-9)

Guidance literature:

With tetrabutylammoniun azide; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2004.02.141

upstream raw materials:

1-phenyl-2-bromoethane

2-phenylethanol

2-phenylethyl tosylate

trifluoroacetic acid 2-phenylethyl ester

Downstream raw materials:

phenethylamine

3-Phenethyl-5-phenyl-3,6-dihydro-[1,2,3]triazolo[4,5-d]pyrimidin-7-one

3-(1-phenethylamino-ethylidene)-dihydro-furan-2-one

8-((1-phenethyl-1H-1,2,3-triazol-5-yl)methyl)-1-phenyl-1,3,8-trispiro[4.5]decan-4-one

Refernces

• 1、 Hennessy, Edward J.,Cornebise, Mark,Gingipalli, Lakshmaiah,Grebe, Tyler,Hande, Sudhir,Hoesch, Valerie,Huynh, Hoan,Throner, Scott,Varnes, Jeffrey,Wu, Ye. "Preparation of highly functionalized 1,5-disubstituted tetrazoles via palladium-catalyzed Suzuki coupling". . p. 1709 - 1713. Retrieved 2017.
• 2、 Awolade, Paul,Cele, Nosipho,Kerru, Nagaraju,Singh, Parvesh. "Synthesis, antimicrobial evaluation, and in silico studies of quinoline—1H-1,2,3-triazole molecular hybrids". . p. 2201 - 2218. Retrieved 2020/06/17.
• 3、 -. "ISOINDOLINE COMPOUND, AND PREPARATION METHOD, PHARMACEUTICAL COMPOSITION, AND APPLICATION OF ISOINDOLINE COMPOUND". Paragraph 0117; 0284-0285. . Retrieved 2021/10/22.