3-Methoxynaphthalen-2-amine

Base Information

• Chemical Name: 3-Methoxynaphthalen-2-amine
• CAS No.: 67291-63-8
• Molecular Formula: C11H11NO
• Molecular Weight: 173.214
• NSC Number: 36215
• DSSTox Substance ID: DTXSID10986482
• Wikidata: Q82974390
• Mol file: 67291-63-8.mol

Synonyms:3-methoxynaphthalen-2-amine;67291-63-8;2-Amino-3-methoxynaphthalene;NSC36215;3-methoxy-2-naphthylamine;(3-methoxy-2-naphthyl)amine;SCHEMBL618477;DTXSID10986482;NSC-36215;CS-0365959;FT-0745488;EN300-97610;A1-11152

Chemical Property of 3-Methoxynaphthalen-2-amine

Chemical Property:

• Vapor Pressure: 0.000138mmHg at 25°C
• Melting Point: 107 °C
• Boiling Point: 333.2°C at 760 mmHg
• PKA: 4.08±0.10(Predicted)
• Flash Point: 170.9°C
• PSA: 35.25000
• Density: 1.156g/cm³
• LogP: 3.01180
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 173.084063974
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-3-methoxynaphthalene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC2=CC=CC=C2C=C1N

Technology Process of 3-Methoxynaphthalen-2-amine

There total 17 articles about 3-Methoxynaphthalen-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: 97.4%

tert-butyl (3-methoxynaphthalen-2-yl)carbamate (1433906-99-0) → 2-amino-3-methoxynaphthalene (67291-63-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1124/mol.113.087502

Reference yield: 85.0%

2-(N-(carbobenzyloxy)amino)-3-methoxynaphthalene (228401-15-8) → 2-amino-3-methoxynaphthalene (67291-63-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethyl acetate; at 20 ℃;

Reference yield: 85.0%

→ 2-amino-3-methoxynaphthalene (67291-63-8)

Guidance literature:

upstream raw materials:

3-nitro-2-naphthyl methyl ether

3-methoxy-[2]naphthoic acid amide

(3-methoxy-[2]naphthyl)-carbamic acid ethyl ester

3-nitro-naphthalen-2-ol

Downstream raw materials:

3-iodo-2-methoxynaphthalene

2-methoxy-3-phenylazo-naphthalene

(Z)-ethyl phenylpyruvate 2-<(3-methoxy-2-naphthyl)hydrazone>

(E)-ethyl phenylpyruvate 2-<(3-methoxy-2-naphthyl)hydrazone>

Refernces

• 1、 Voth, Samantha,Hollett, Joshua W.,Mccubbin, J. Adam. "Transition-metal-free access to primary anilines from boronic acids and a common +NH2 equivalent". . p. 2545 - 2553. Retrieved 2015/03/18.
• 2、 Li, Gong-Qiang,Gao, Hongyin,Keene, Craig,Devonas, Michael,Ess, Daniel H.,Kürti, László. "Organocatalytic aryl-aryl bond formation: An atroposelective [3,3]-rearrangement approach to BINAM derivatives". supporting information. p. 7414 - 7417. Retrieved 2013/06/27.