Ethyl 2,5-dichlorobenzoate

Base Information

• Chemical Name: Ethyl 2,5-dichlorobenzoate
• CAS No.: 35112-27-7
• Molecular Formula: C9H8Cl2O2
• Molecular Weight: 219.067
• Hs Code.: 29163990
• European Community (EC) Number: 252-373-6
• DSSTox Substance ID: DTXSID00188610
• Nikkaji Number: J289.908F
• Wikidata: Q72474200
• Mol file: 35112-27-7.mol

Synonyms:Ethyl 2,5-dichlorobenzoate;35112-27-7;2,5-Dichlorobenzoic acid ethyl ester;Ethyl-2,5-dichlorobenzoate;Benzoic acid, 2,5-dichloro-, ethyl ester;EINECS 252-373-6;SCHEMBL11225504;JSZYWIKNIZKJAN-UHFFFAOYSA-;DTXSID00188610;MFCD00013636;AKOS008947798;CS-W009518;AS-58766;D2566;FT-0610305;A822574;J-520675

Chemical Property of Ethyl 2,5-dichlorobenzoate

Chemical Property:

• Vapor Pressure: 0.00357mmHg at 25°C
• Refractive Index: 1.5360
• Boiling Point: 281.4 °C at 760 mmHg
• Flash Point: 116.8 °C
• PSA: 26.30000
• Density: 1.305 g/cm³
• LogP: 3.17010
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 217.9901349
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

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

Ethyl 2,5-dichlorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/38:Irritating to eyes and skin.
• Hazard Codes: R36/38:Irritating to eyes and skin.
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-60-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=CC(=C1)Cl)Cl

Technology Process of Ethyl 2,5-dichlorobenzoate

There total 2 articles about Ethyl 2,5-dichlorobenzoate 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: 88.0%

C15H21Cl2MgN + chloroformic acid ethyl ester (541-41-3) → ethyl 2,5-dichlorobenzoate (35112-27-7)

Guidance literature:

C₁₅H₂₁Cl₂MgN; With zinc(II) chloride; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

chloroformic acid ethyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 3h; Inert atmosphere;

DOI:10.1002/adsc.201300185

Reference yield: 70.0%

3-chloro-benzoic acid ethyl ester (1128-76-3) → ethyl 2,5-dichlorobenzoate (35112-27-7)

Guidance literature:

With sodium persulfate; N-chloro-succinimide; trifluorormethanesulfonic acid; palladium diacetate; In 1,2-dichloro-ethane; at 90 ℃; for 5h; regioselective reaction; Sealed tube;

DOI:10.1002/anie.201300176

Reference yield: 56.0%

ethyl 2,5-dichlorobenzoate (35112-27-7) + trimethylsulphonium hydroxide (17287-03-5) → methyl 2,5-dichlorobenzoate (2905-69-3,1242336-94-2)

Guidance literature:

In ethyl acetate; at 20 ℃; for 2h;

DOI:10.1016/S0045-6535(97)00205-1

upstream raw materials:

3-chloro-benzoic acid ethyl ester

chloroformic acid ethyl ester

Downstream raw materials:

1-(2,5-Dichlorophenyl)-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione

1-(5-Chloro-2-ethoxyphenyl)-3-(1,2,3,4-tetrahydro-1-oxo-2-naphthalenyl)-1,3-propanedione

methyl 2,5-dichlorobenzoate

5-chloro-2-cyano-benzoic acid ethyl ester

Refernces

• 1、 Unsinn, Andreas,Rohbogner, Christoph J.,Knochel, Paul. "Directed magnesiation of polyhaloaromatics using the tetramethylpiperidylmagnesium reagents TMP2Mg×2 LiCl and TMPMgCl×LiCl". supporting information. p. 1553 - 1560. Retrieved 2013/06/27.