3-Amino-2-naphthoic acid

Base Information

• Chemical Name: 3-Amino-2-naphthoic acid
• CAS No.: 5959-52-4
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• Hs Code.: 29224999
• European Community (EC) Number: 227-726-2
• NSC Number: 37061
• UNII: IV5Z0PHL5D
• DSSTox Substance ID: DTXSID8064066
• Nikkaji Number: J34.619E
• Wikidata: Q27280916
• ChEMBL ID: CHEMBL1935084
• Mol file: 5959-52-4.mol

Synonyms:3-AMINO-2-NAPHTHOIC ACID;5959-52-4;3-aminonaphthalene-2-carboxylic acid;3-Aminoisonaphthoic acid;2-Amino-3-naphthoic acid;2-Naphthalenecarboxylic acid, 3-amino-;2-Amino-3-carboxynaphthalene;3-Amino-2-naphthalenecarboxylic acid;2-Naphthoic acid, 3-amino-;MFCD00004115;beta-Naphthylamine-3-carboxylic Acid;EINECS 227-726-2;UNII-IV5Z0PHL5D;NSC 37061;IV5Z0PHL5D;BRN 0744099;CHEMBL1935084;2-Aminonaphthalene-3-carboxylic acid;NSC-37061;3-amino-naphthalene-2-carboxylic acid;3-azanylnaphthalene-2-carboxylic acid;3-14-00-01341 (Beilstein Handbook Reference);3-amino-2-naphthoic;3-amino-2 napthoic acid;3-amino-2-napthoic acid;cis-3-HEXENYLFORMATE;3-amino-2-naphthalic acid;3-Amino-2-naphthoric acid;Oprea1_749540;WLN: L66J CZ DVQ;BIDD:GT0648;SCHEMBL197490;3-AMINO-2-NAPHTHOICACID;DTXSID8064066;CHEBI:177018;HMS1786G14;AMY25160;NSC37061;BDBM50360482;GEO-00178;STK372686;AKOS000120491;CS-W005148;3-AMINO-2-NAPHTHOIC ACID [MI];DS-12509;LS-95344;SY049342;FT-0614936;EN300-17260;F20401;3-Amino-2-naphthoic acid, technical grade, 80%;A937149;AO-801/41077418;3-Amino-2-naphthoic acid, technical, >=80% (NT);J-660035;W-200451;Q27280916;Z56899208;F2191-0021;NYE

Chemical Property of 3-Amino-2-naphthoic acid

Chemical Property:

• Appearance/Colour: yellow-green to green powder
• Vapor Pressure: 1.3E-06mmHg at 25°C
• Melting Point: 212-215 °C (dec.)(lit.)
• Refractive Index: 1.4900 (estimate)
• Boiling Point: 384.9 °C at 760 mmHg
• PKA: 2.20±0.30(Predicted)
• Flash Point: 186.6 °C
• PSA: 63.32000
• Density: 1.352 g/cm³
• LogP: 2.70140
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Soluble in alcohol and ether. Insoluble in water.
• XLogP3: 2.6
• 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:

99% ^*data from raw suppliers

β-Naphthylamine-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C=C(C(=CC2=C1)C(=O)O)N
• Uses: 3-Amino-2-naphthoic acid, is an unnatural aromatic amino acid, that can be used for the manufacture of more complex compounds. It can be utilized for the synthesis of novel acronycine/duocarmycin hybrid natural product. 3-Amino-2-naphthoic acid is a dyes analytical reagent which is used as an intermediate for organic synthesis.

Technology Process of 3-Amino-2-naphthoic acid

There total 10 articles about 3-Amino-2-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: 99.0%

3-(tert-butoxycarbonylamino)naphthalene-2-carboxylic acid (887242-59-3) → 2-Amino-3-naphthoic acid (5959-52-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 24h;

Reference yield: 87.5%

3-Hydroxy-2-naphthoic acid (92-70-6) → 2-Amino-3-naphthoic acid (5959-52-4)

Guidance literature:

With ammonium hydroxide; zinc(II) chloride; at 195 ℃; for 72h; under 10351 - 20477 Torr; Autoclave;

Reference yield:

benzisatin (5810-96-8) → 2-Amino-3-naphthoic acid (5959-52-4)

Guidance literature:

With potassium hydroxide; potassium chloride; dihydrogen peroxide; at 20 ℃;

DOI:10.1021/jm00105a034

upstream raw materials:

3-Hydroxy-2-naphthoic acid

benzisatin

N-(α-Oximino-acetyl)-β-naphthylamin

naphthalen-2-ylamine

Downstream raw materials:

3-((4-methylphenyl)sulfonamido)-2-naphthoic acid

2H-naphth<2,3-d><3,1>oxazine-2,4(1H)-dione

5,12-dihydro-5,12<1',2'>-benzenonaphthacene

Dibenzotriptycen

Refernces

• 1、 Fierz,Tobler. "-". . p. 557,559. Retrieved 1922.
• 2、 -. "A 3 - amino -2 - naphthalene armor acid compound preparation process (by machine translation)". Paragraph 0035. . Retrieved 2019/06/27.
• 3、 Tietze, Lutz F.,Heins, Arne,Reiner, Johannes R.,Duefert, Svenia-C.,Schuberth, Ingrid. "Synthesis and biological evaluation of a novel acronycine/duocarmycin hybrid natural product". . p. 425 - 433. Retrieved 2013/08/23.