2-Ethoxy-1-naphthoic acid

Base Information

• Chemical Name: 2-Ethoxy-1-naphthoic acid
• CAS No.: 2224-00-2
• Molecular Formula: C13H12O3
• Molecular Weight: 216.236
• Hs Code.: 38220090
• European Community (EC) Number: 218-745-7
• DSSTox Substance ID: DTXSID9062277
• Nikkaji Number: J299.182I
• Wikidata: Q72471847
• Mol file: 2224-00-2.mol

Synonyms:2-Ethoxy-1-naphthoic acid;2224-00-2;2-ethoxynaphthalene-1-carboxylic acid;2-ethoxynaphthoic acid;1-Naphthalenecarboxylic acid, 2-ethoxy-;EINECS 218-745-7;timtec-bb sbb005771;MFCD00004008;2-ethoxynaphtoic acid, 98%;2-ethyloxy-1-naphthalenecarboxylic acid;SCHEMBL503962;1-Naphthoic acid, 2-ethoxy-;DTXSID9062277;2-Ethoxy-1-naphthoic acid, 97%;AMY40300;BBL035839;STL432188;AKOS009156547;2-ethoxy-naphthalene-1-carboxylic acid;TS-03085;4-TRIFLUOROMETHYL-N-METHYLANILINE97;E0486;FT-0612196;EN300-697490;F20366;A816040;F2191-0038;1-{(1S,2R)-1-[(11bR)-8,9,10,11,12,13,14,15-Octahydrodinaphtho[2,1-d:1,2-f][1,3,2]dioxaphosphepin-4-yloxy]-1-phenylpropan-2-yl}-3-phenylurea, min. 97%

Chemical Property of 2-Ethoxy-1-naphthoic acid

Chemical Property:

• Appearance/Colour: white to pale brown crystalline powder
• Vapor Pressure: 4.49E-07mmHg at 25°C
• Melting Point: 141-145 °C
• Refractive Index: 1.5090 (estimate)
• Boiling Point: 398.7 °C at 760 mmHg
• PKA: 3.13±0.10(Predicted)
• Flash Point: 156.2 °C
• PSA: 46.53000
• Density: 1.1652 (rough estimate)
• LogP: 2.93670
• Solubility.: Methanol
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 216.078644241
• Heavy Atom Count: 16
• Complexity: 252

Purity/Quality:

2-Ethoxynaphthalene-1-carboxylicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C2=CC=CC=C2C=C1)C(=O)O
• Uses: 2-Ethoxynaphthalene-1-carboxylic Acid is used in the synthesis of various antistaphylococcic penicillins.

Technology Process of 2-Ethoxy-1-naphthoic acid

There total 10 articles about 2-Ethoxy-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: 95.0%

8-(2-chloro-1-hydroxyethyl)-7-ethoxynaphthalen-1-ol → 2-ethoxy-1-naphthaloic acid (2224-00-2)

Guidance literature:

With nickel(II) fluoride; 2-Benzyloxyethanol; at 46 ℃; for 0.666667h; Temperature;

Reference yield:

2-ethoxynaphthalenyl-1-carbonyl chloride (55150-29-3) + sodium glycinate (6000-44-8) → 2-ethoxy-1-naphthaloic acid (2224-00-2) + N-(2-ethoxy-1-naphthoyl)glycine

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; Overall yield = 42 %Spectr.; Inert atmosphere;

DOI:10.1002/chem.201700110

Reference yield:

2-ethoxynaphthalene (93-18-5) → 2-ethoxy-1-naphthaloic acid (2224-00-2)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃ / diethyl ether

2: aq. KOH / Heating

With potassium hydroxide; aluminium trichloride; In diethyl ether;

upstream raw materials:

1-(2-ethoxy-[1]naphthyl)-3-phenyl-propenone

methylammonium carbonate

2-Aethoxy-naphthoyl-⁽¹⁾-cyanid

pyridine

Refernces

• 1、 -. "Second grade chromene penicillin sodium pharmaceutical intermediate 2 - ethoxy group naphthalene formic acid (by machine translation)". Paragraph 0014; 0016-0027. . Retrieved 2018/07/30.