2-Azidonaphthalene

Base Information

• Chemical Name: 2-Azidonaphthalene
• CAS No.: 20937-86-4
• Molecular Formula: C10H7N3
• Molecular Weight: 169.186
• Hs Code.: 2929909090
• DSSTox Substance ID: DTXSID20175103
• Nikkaji Number: J83.046A
• Wikidata: Q83045357
• Mol file: 20937-86-4.mol

Synonyms:2-Azidonaphthalene;20937-86-4;Naphthalene, 2-azido-;SCHEMBL17626263;YZZPXUJOEKTGLM-UHFFFAOYSA-;DTXSID20175103;EN300-78371;InChI=1/C10H7N3/c11-13-12-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H

Chemical Property of 2-Azidonaphthalene

Chemical Property:

• Melting Point: 33 °C
• PSA: 49.75000
• LogP: 3.23436
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 169.063997236
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

2-azidonaphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)N=[N+]=[N-]

Technology Process of 2-Azidonaphthalene

There total 19 articles about 2-Azidonaphthalene 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: 98.0%

naphthalen-2-ylamine (91-59-8) → 2-azidonaphthalene (20937-86-4)

Guidance literature:

naphthalen-2-ylamine; With trifluoroacetic acid; sodium nitrite; In water; at 15 ℃; for 0.5h;

With sodium azide; In water; at 15 - 20 ℃; for 1h;

DOI:10.1039/c7pp00187h

Reference yield: 91.0%

naphthalene-2-boronic acid (32316-92-0) → 2-azidonaphthalene (20937-86-4)

Guidance literature:

With sodium azide; In methanol; at 20 ℃; for 20h; Green chemistry;

DOI:10.1002/cctc.201902058

Reference yield:

cis-1-hydroxy-2-azido-1,2-dihydronaphthalene → 2-azidonaphthalene (20937-86-4) + 1-azidonaphthalene (6921-40-0)

Guidance literature:

With perchloric acid; In acetonitrile; at 25 ℃; for 15h;

DOI:10.1021/jo2020483

upstream raw materials:

naphthalen-2-ylamine

methyl 2-naphthyl ketone

naphthalene-2-boronic acid

trans-2-bromo-1,2,3,4-tetrahydronaphthalen-1-ol

Downstream raw materials:

4-methyl-N-(naphthalen-2-yl)benzamide

1-(naphthalene-2-yl)-4-phenyl-1H-1,2,3-triazole

2-{3-[5-methyl-1-(naphthalen-2-yl)-1H-1,2,3-triazol-4-yl]-3-oxo-1-phenylpropyl}malononitrile

4-[5-methyl-1-(naphthalen-2-yl)-1H-1,2,3-triazol-4-yl]-4-oxo-2-phenylbutyronitrile

Refernces

• 1、 Asmara, Anjar P.,Bottomley, Amy L.,Harry, Elizabeth J.,Hiscocks, Hugh G.,Och, Anthony,Payne, Matthew,Ung, Alison T.. "Synthesis and biological evaluation of tetrahydroisoquinoline-derived antibacterial compounds". . . Retrieved 2022/02/07.
• 2、 Clerc, Arnaud,Bénéteau, Valérie,Pale, Patrick,Chassaing, Stefan. "Chan-Lam-type Azidation and One-Pot CuAAC under CuI-Zeolite Catalysis". . p. 2060 - 2065. Retrieved 2020/03/03.