1-Iodonaphthalen-2-amine

Base Information

• Chemical Name: 1-Iodonaphthalen-2-amine
• CAS No.: 90016-93-6
• Molecular Formula: C10H8IN
• Molecular Weight: 269.085
• DSSTox Substance ID: DTXSID60520830
• Nikkaji Number: J1.891.201E
• Wikidata: Q82384961
• Mol file: 90016-93-6.mol

Synonyms:1-IODONAPHTHALEN-2-AMINE;90016-93-6;2-amino-1-iodonaphthalene;SCHEMBL11793408;DTXSID60520830;AB92282;CS-0433547

Chemical Property of 1-Iodonaphthalen-2-amine

Chemical Property:

• Vapor Pressure: 1.67E-05mmHg at 25°C
• Boiling Point: 364.6oC at 760 mmHg
• Flash Point: 174.3oC
• PSA: 26.02000
• Density: 1.819g/cm3
• LogP: 3.60780
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 268.97015
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

97% ^*data from raw suppliers

1-Iodonaphthalen-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2I)N

Technology Process of 1-Iodonaphthalen-2-amine

There total 7 articles about 1-Iodonaphthalen-2-amine 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: 95.0%

naphthalen-2-ylamine (91-59-8) → 2-Amino-1-iodonaphthalene (90016-93-6)

Guidance literature:

With benzyl triethylammonium dichloroiodate; In methanol; dichloromethane; Inert atmosphere;

DOI:10.1002/chem.201002936

Reference yield: 45.0%

naphthalen-2-yl-carbamic acid tert-butyl ester (454713-45-2) → 2-amino-3-iodonaphthalene (116632-14-5) + 2-Amino-1-iodonaphthalene (90016-93-6)

Guidance literature:

naphthalen-2-yl-carbamic acid tert-butyl ester; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -20 ℃; for 2h;

In tetrahydrofuran; pentane; at -78 - 20 ℃; for 3h; regioselective reaction; Further stages;

DOI:10.1080/00397911.2010.528290

Reference yield:

naphthalene-2-carboxylate (93-09-4) → 2-amino-3-iodonaphthalene (116632-14-5) + 2-Amino-1-iodonaphthalene (90016-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diphenyl phosphoryl azide; triethylamine / toluene / 24 h / Molecular sieve; Reflux

2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 2 h / -20 °C

2.2: diiodoethane / 3 h / -78 - 20 °C

With diphenyl phosphoryl azide; tert.-butyl lithium; triethylamine; In tetrahydrofuran; toluene; pentane;

DOI:10.1080/00397911.2010.528290

upstream raw materials:

1-iodo-2-N-acetamidonaphthalene

naphthalen-2-ylamine

2-acetylaminonaphthalene

2-bromonaphthalene

Downstream raw materials:

2-(p-tolyl)naphtho[2,1-d]thiazole

2-phenylnaphtho[2,1-d]thiazole

2-phenyl-3H-benzo(e)indole

12,13-dihydro-7H-dibenzo[a,g]carbazole

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