Ethyl 2-naphthylacetate

Base Information

• Chemical Name: Ethyl 2-naphthylacetate
• CAS No.: 2876-70-2
• Molecular Formula: C14H14 O2
• Molecular Weight: 214.264
• Hs Code.: 2916399090
• NSC Number: 84214
• DSSTox Substance ID: DTXSID00292625
• Nikkaji Number: J105.217I
• Wikidata: Q82031006
• Mol file: 2876-70-2.mol

Synonyms:ethyl 2-naphthylacetate;2876-70-2;ethyl 2-(naphthalen-2-yl)acetate;2-Naphthaleneacetic acid, ethyl ester;ethyl 2-naphthalen-2-ylacetate;Ethyl (2-naphthyl)acetate;ethyl 2-(2-naphthyl)acetate;Ethyl 2-naphtylacetate;ethyl-2-naphthylacetate;ethyl 2-naphthaleneacetate;SCHEMBL3800271;DTXSID00292625;CAA87670;NSC84214;MFCD00014323;NSC-84214;naphthalene-2-acetic acid ethyl ester;AKOS005766747;AS-9855;Naphthalen-2-ylacetic acid ethyl ester;naphthalen-2-yl-acetic acid ethyl ester;CS-0450621;FT-0634525;EN300-66447;F81635;AN-584/43413325;Z292346008

Chemical Property of Ethyl 2-naphthylacetate

Chemical Property:

• Vapor Pressure: 0.000147mmHg at 25°C
• Boiling Point: 332.3°C at 760 mmHg
• Flash Point: 145°C
• PSA: 26.30000
• Density: 1.11g/cm³
• LogP: 2.94540
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 214.099379685
• Heavy Atom Count: 16
• Complexity: 237

Purity/Quality:

99%min ^*data from raw suppliers

Ethyl2-naphthylacetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC2=CC=CC=C2C=C1

Technology Process of Ethyl 2-naphthylacetate

There total 3 articles about Ethyl 2-naphthylacetate 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: 65.0%

diazoacetic acid ethyl ester (623-73-4) + naphthalene (91-20-3,71998-51-1,72931-45-4) → ethyl 2-(1-naphthyl)acetate (2122-70-5) + ethyl 2-naphthylacetate (2876-70-2) + ethyl 1a,7b-dihydro-1H-cyclopropa[a]naphthalene-1-carboxylate (13612-37-8)

Guidance literature:

With chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; In 1,2-dichloro-ethane; at 60 ℃; for 24h; Inert atmosphere;

DOI:10.3762/bjoc.7.77

Reference yield: 6.0%

ethyl 2-azido-2-(naphthalene-2-yl)acetate (1221966-64-8) → 2-naphthalenecarbonitrile (613-46-7) + ethyl 2-naphthylacetate (2876-70-2)

Guidance literature:

With copper(I) oxide; oxygen; potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 23h; under 760.051 Torr;

DOI:10.1021/ol100522z

Reference yield:

diazoacetic acid ethyl ester (623-73-4) + naphthalene (91-20-3,71998-51-1,72931-45-4) → ethyl 2-(1-naphthyl)acetate (2122-70-5) + ethyl 2-naphthylacetate (2876-70-2)

Guidance literature:

naphthalene; With [Fe(OTf)₂(1-(2-pyridylmethyl)-4,7-dimethyl-1,4,7-triazacyclononane)]; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; In dichloromethane; at 20 ℃; for 0.333333h;

diazoacetic acid ethyl ester; In dichloromethane; at 80 ℃; Overall yield = 42 %;

DOI:10.1002/anie.201601750

upstream raw materials:

ethyl 2-azido-2-(naphthalene-2-yl)acetate

diazoacetic acid ethyl ester

naphthalene

Downstream raw materials:

ethyl 2-naphthylglyoxylate

2-(naphthalen-2-yl)acetohydrazide

Refernces

• 1、 Perez, Pedro J.,Diaz-Requejo, M. Mar,Rivilla, Ivan. "Gold-catalyzed naphthalene functionalization". experimental part. p. 653 - 657. Retrieved 2011/08/03.