1-Naphthoxyacetic acid

Base Information

• Chemical Name: 1-Naphthoxyacetic acid
• CAS No.: 2976-75-2
• Molecular Formula: C12H10O3
• Molecular Weight: 202.21
• Hs Code.: 29163990
• European Community (EC) Number: 221-023-4
• NSC Number: 9847
• UNII: 9QI2464POA
• DSSTox Substance ID: DTXSID30183911
• Nikkaji Number: J205.268G
• Wikidata: Q27097509
• Metabolomics Workbench ID: 52388
• ChEMBL ID: CHEMBL1234781
• Mol file: 2976-75-2.mol

Synonyms:1-naphthoxyacetic acid;1-NOA cpd;alpha-naphthoxyacetic acid

Chemical Property of 1-Naphthoxyacetic acid

Chemical Property:

• Appearance/Colour: off-white to brown crystalline powder
• Vapor Pressure: 9.71E-07mmHg at 25°C
• Melting Point: 193-198 °C
• Refractive Index: 1.5430 (estimate)
• Boiling Point: 388.7 °C at 760 mmHg
• Flash Point: 155.8 °C
• PSA: 46.53000
• Density: 1.274 g/cm³
• LogP: 2.30320
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 202.062994177
• Heavy Atom Count: 15
• Complexity: 227

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-NaphthoxyaceticAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2OCC(=O)O
• Uses: 1-Naphthoxyacetic Acid is a derivative of Naphthalene (N345600) and is synthesized from α-naphthol and chloroacetic acid via Williamson synthesis principle. 1-Naphthoxyacetic acid has been used as internal standard in quantitative determination of sulphonamides in meat by capillary electrophoresis with solid-phase extraction method.

Technology Process of 1-Naphthoxyacetic acid

There total 20 articles about 1-Naphthoxyacetic 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: 98.0%

α-naphthol (90-15-3) + chloroacetic acid (79-11-8) → 1-Naphthoxyacetic acid (2976-75-2)

Guidance literature:

With sodium hydroxide; Irradiation;

DOI:10.1080/00397919608003836

Reference yield: 96.0%

(naphthalen-1-yloxy)acetic acid methyl ester (118688-52-1) → 1-Naphthoxyacetic acid (2976-75-2)

Guidance literature:

With toluene-4-sulfonic acid; In water; at 51 - 153 ℃; for 6h; under 3750.38 Torr; Temperature; Autoclave;

Reference yield: 70.0%

glycolic Acid (79-14-1) + 1-Iodonaphthalene (90-14-2) → 1-Naphthoxyacetic acid (2976-75-2)

Guidance literature:

With copper(l) iodide; caesium carbonate; In water; dimethyl sulfoxide; at 120 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jo400702z

upstream raw materials:

sodium naphtholate

ethyl bromoacetate

α-naphthol

chloroacetic acid

Downstream raw materials:

ethyl (1-naphthalenyloxy)acetate

(S)-N-tert-butyl-3-[(2S,3S)-3-[(S)-2-(1-naphthoxyacetyl)aminosuccinamyl]amino-2-hydroxy-4-phenylbutanoyl]pyrrolidine-2-carboxamide

cloquintocet

2-[2-(Naphthalen-1-yloxy)-acetylamino]-3-phenyl-propionic acid

Refernces

• 1、 Hua, Lan,Liu, Minghui,Liu, Yang,Lu, Haigen,Ma, Weinan,Tang, Yefeng,Wang, Gelin,Wang, Leibo,Wu, Chou,Xi, Shuang,Yao, Hong,Zhang, Ruoxi,Zu, Yumeng. "Optimization of NAMPT activators to achieve in vivo neuroprotective efficacy". . . Retrieved 2022/04/07.
• 2、 -. "SELECTIVE NON-CYCLIC NUCLEOTIDE ACTIVATORS FOR THE CAMP SENSOR EPAC1". Page/Page column 00165; 00166; 00198; 00229. . Retrieved 2021/09/26.