8-Amino-1-naphthoic acid

Base Information

• Chemical Name: 8-Amino-1-naphthoic acid
• CAS No.: 129-02-2
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• DSSTox Substance ID: DTXSID20355064
• Nikkaji Number: J27.857B
• Wikidata: Q72439873
• Mol file: 129-02-2.mol

Synonyms:8-Amino-1-naphthoic acid;129-02-2;8-aminonaphthalene-1-carboxylic acid;1-AMINO-8-NAPHTHOIC ACID;Enamine_000809;8-Amino-1-naphthoicacid;Oprea1_403111;Oprea1_453256;SCHEMBL689822;DTXSID20355064;HMS1396E17;1-Aminonaphthalene-8-carboxylic acid;1-Naphthalenecarboxylicacid,8-amino-;8-amino-1-naphthalenecarboxylic acid;MFCD00578722;8-azanylnaphthalene-1-carboxylic acid;AKOS001028396;SY273201;TS-02627;CS-0270578;FT-0712732;EN300-02320;A805891

Chemical Property of 8-Amino-1-naphthoic acid

Chemical Property:

• Appearance/Colour: needle-like crystals.
• Boiling Point: 447.5 °C at 760 mmHg
• PKA: 1.67±0.10(Predicted)
• Flash Point: 224.5 °C
• PSA: 63.32000
• Density: 1.352 g/cm³
• LogP: 2.70140
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

98%Min ^*data from raw suppliers

8-Amino-1-naphthoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)C(=O)O)C(=CC=C2)N

Technology Process of 8-Amino-1-naphthoic acid

There total 15 articles about 8-Amino-1-naphthoic acid 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: 74.0%

N-(8-cyanonaphthalen-1-yl)picolinamide → 8-amino-[1]naphthoic acid (129-02-2)

Guidance literature:

With potassium hydroxide; Reflux;

DOI:10.1002/aoc.3489

Reference yield: 73.0%

1,8-Naphthalimide (81-83-4) → 8-amino-[1]naphthoic acid (129-02-2)

Guidance literature:

With trichloroisocyanuric acid; sodium hydroxide; In water; at 0 ℃; for 1.5h; Reflux;

DOI:10.1016/j.tetlet.2021.153422

Reference yield:

8-cyano-naphthalene-1-sulfonic acid (83-20-5) + water (7732-18-5) → 1,8-naphtholactam (130-00-7) + 8-amino-[1]naphthoic acid (129-02-2)

Guidance literature:

at 150 - 200 ℃; Bei laengerem Schmelzen;

upstream raw materials:

1,8-naphtholactam

8-nitro-1-naphthalenecarboxylic acid

8-cyano-naphthalene-1-sulfonic acid

1-Naphthyl isocyanate

Downstream raw materials:

1,8-naphtholactam

8-iodo-1-naphthoic acid

1-benzoyl-1H-benz[cd]indol-2-one

6-nitrobenzindol-2(1H)-one

Refernces

• 1、 Wang, Lulu,Yang, Minxin,Liu, Xiaochong,Song, He,Han, Lu,Chu, Wenyi,Sun, Zhizhong. "Pd-catalyzed direct C-H cyanation of picolinamides via bidentate chelation assistance". . p. 680 - 683. Retrieved 2016.