Ethyl 1-naphthaleneacetate

Base Information

• Chemical Name: Ethyl 1-naphthaleneacetate
• CAS No.: 2122-70-5
• Molecular Formula: C14H14O2
• Molecular Weight: 214.264
• Hs Code.: 2916399090
• European Community (EC) Number: 218-332-1
• NSC Number: 74497
• UNII: 4OV7F7186V
• DSSTox Substance ID: DTXSID3034583
• Nikkaji Number: J85.501D
• Wikidata: Q27260307
• Metabolomics Workbench ID: 45701
• ChEMBL ID: CHEMBL3183469
• Mol file: 2122-70-5.mol

Synonyms:Ethyl 1-naphthaleneacetate;2122-70-5;Ethyl 2-(1-Naphthyl)acetate;Ethyl 1-naphthylacetate;ethyl 2-naphthalen-1-ylacetate;1-Naphthaleneacetic Acid Ethyl Ester;1-Naphthaleneacetic acid, ethyl ester;Ethyl naphthaleneacetate;2-(1-Naphthyl)acetic acid ethyl ester;alpha-Naphthaleneacetic acid, ethyl ester;1-Naphthylacetic acid ethyl ester;ethyl 2-(naphthalen-1-yl)acetate;Caswell No. 589AA;Ethyl (1-Naphthyl)acetate;Ethyl 1-naphthylacetic acid;1-Naphththaleneacetic acid, ethyl ester;DTXSID3034583;4OV7F7186V;EINECS 218-332-1;MFCD00021579;NSC 74497;NSC-74497;EPA Pesticide Chemical Code 056008;BRN 1106730;AI3-02254;1-Naphthyl acetic acid ethyl ester;ETHYL2-(1-NAPHTHYL)ACETATE;ethyl naphthyl acetate;Ethyl 1-Naphthylactetate;Ethyl naphthalene-1-acetate;SCHEMBL845701;UNII-4OV7F7186V;CHEMBL3183469;DTXCID1014583;naphthyl acetic acid ethyl ester;1-Naphthyl acetic acid-ethyl ester;NSC74497;Tox21_301469;naphthalene-1-acetic acid ethyl ester;AKOS004117567;CS-W013170;NCGC00255330-01;AC-28027;AM803506;AS-15949;LS-94322;SY025190;CAS-2122-70-5;NAPHTHALENEACETIC ACID, ETHYL ESTER;(1-NAPHTHYL)ACETIC ACID ETHYL ESTER;FT-0634049;N0554;NAPHTHALENEACETIC ACID ETHYL ESTER, 1-;A815209;Q27260307

Chemical Property of Ethyl 1-naphthaleneacetate

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Vapor Pressure: 0.000147mmHg at 25°C
• Melting Point: 88.5°C
• Refractive Index: 1.585
• Boiling Point: 332.3 °C at 760 mmHg
• Flash Point: 145 °C
• PSA: 26.30000
• Density: 1.11 g/cm³
• LogP: 2.94540
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform, Ethyl Acetate
• XLogP3: 3.4
• 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:

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

1-NaphthaleneaceticAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC=CC2=CC=CC=C21
• Uses: Ethyl 1-naphthaleneacetate is an ester derivative of naphthaleneacetic acid (NAA) used as a growth regulator of trees and shrubs. 1-Naphthaleneacetic Acid Ethyl Ester is an ester derivative of naphthaleneacetic acid (NAA) used as a growth regulator of trees and shrubs.

Technology Process of Ethyl 1-naphthaleneacetate

There total 57 articles about Ethyl 1-naphthaleneacetate 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: 100.0%

naphth-1-yl acetic acid (86-87-3) + ethanol (64-17-5) → ethyl 2-(1-naphthyl)acetate (2122-70-5)

Guidance literature:

With thionyl chloride; for 3.5h; Heating;

DOI:10.1016/S0008-6215(00)00308-6

Reference yield: 98.0%

naphth-1-yl acetic acid (86-87-3) + Triethyl orthoacetate (78-39-7) → ethyl 2-(1-naphthyl)acetate (2122-70-5)

Guidance literature:

In toluene; for 12h; Reflux;

DOI:10.1246/cl.2009.1008

Reference yield: 96.0%

bromo(2-ethoxy-2-oxoethyl)zinc (5764-82-9) + 1-Chloronaphthalene (90-13-1) → ethyl 2-(1-naphthyl)acetate (2122-70-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; C₃₈H₆₂P₂; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.202016048

upstream raw materials:

naphthalen-1-ylacetonitrile

ethanol

naphthalen-1-yl-acetyl chloride

naphthalene

Downstream raw materials:

naphth-1-yl acetic acid

ethyl 2-(1-naphthyl)-2-oxoacetate

2-(naphthalen-1-yl)hydroxamic acid

diethyl 2-(1-naphthyl)malonate

Refernces

• 1、 Davidson, Nicola E.,Rutherford, Trevor J.,Botting, Nigel P.. "Synthesis, analysis and rearrangement of novel unnatural glucosinolates". . p. 295 - 307. Retrieved 2001.
• 2、 Estrada, Carl D.,Ang, Hwee Ting,Vetter, Kim-Marie,Ponich, Ashley A.,Hall, Dennis G.. "Enantioselective Desymmetrization of 2-Aryl-1,3-propanediols by Direct O-Alkylation with a Rationally Designed Chiral Hemiboronic Acid Catalyst That Mitigates Substrate Conformational Poisoning". supporting information. . Retrieved 2021/04/07.
• 3、 Aziz-ur-Rehman,Arif,Abbasi,Siddiqui,Rasool,Shah. "Synthesis and pharmacological screening: Sulfa derivatives of 2-pipecoline-bearing 1,3,4-oxadiazole core". . p. 328 - 339. Retrieved 2017/07/04.