1-Naphthylacetic Acid 4-Nitrophenyl Ester

Base Information

• Chemical Name: 1-Naphthylacetic Acid 4-Nitrophenyl Ester
• CAS No.: 51537-87-2
• Molecular Formula: C18H13NO4
• Molecular Weight: 307.306
• DSSTox Substance ID: DTXSID10428953
• Wikidata: Q82241811
• Mol file: 51537-87-2.mol

Synonyms:51537-87-2;1-Naphthylacetic Acid 4-Nitrophenyl Ester;4-Nitrophenyl 1-Naphthylacetate;(4-nitrophenyl) 2-naphthalen-1-ylacetate;4-Nitrophenyl (naphthalen-1-yl)acetate;DTXSID10428953

Chemical Property of 1-Naphthylacetic Acid 4-Nitrophenyl Ester

Chemical Property:

• Melting Point: 84-88°C
• PSA: 72.12000
• LogP: 4.41930
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 307.08445790
• Heavy Atom Count: 23
• Complexity: 425

Purity/Quality:

99% ^*data from raw suppliers

1-NaphthylaceticAcid4-NitrophenylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2CC(=O)OC3=CC=C(C=C3)[N+](=O)[O-]
• Uses: Intermediate in the preparation of 1-Naphthylacetyl Spermine (N377800).

Technology Process of 1-Naphthylacetic Acid 4-Nitrophenyl Ester

There total 2 articles about 1-Naphthylacetic Acid 4-Nitrophenyl Ester 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: 87.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + naphth-1-yl acetic acid (86-87-3) → p-nitrophenyl 2-(1-naphthyl)ethanoate (51537-87-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 5h;

DOI:10.1002/jccs.200500026

Reference yield:

naphth-1-yl acetic acid (86-87-3) → p-nitrophenyl 2-(1-naphthyl)ethanoate (51537-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 2 h / Reflux

2: triethylamine / dichloromethane / 0 - 20 °C

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1021/ol300676w

Reference yield:

p-nitrophenyl 2-(1-naphthyl)ethanoate (51537-87-2) → 2-naphthaleneethanol (773-99-9)

Guidance literature:

With sodium tetrahydroborate; cetyltrimethylammonim bromide; In water; acetonitrile; at 20 ℃;

DOI:10.1021/ol0481176

upstream raw materials:

4-nitro-phenol

naphth-1-yl acetic acid

Downstream raw materials:

2-naphthaleneethanol