Ethyl 2,6-dichlorobenzoate

Base Information

• Chemical Name: Ethyl 2,6-dichlorobenzoate
• CAS No.: 81055-73-4
• Molecular Formula: C9H8Cl2O2
• Molecular Weight: 219.067
• Hs Code.: 2916399090
• European Community (EC) Number: 676-829-2
• DSSTox Substance ID: DTXSID50372062
• Wikidata: Q82159645
• Mol file: 81055-73-4.mol

Synonyms:ethyl 2,6-dichlorobenzoate;81055-73-4;Benzoic acid, 2,6-dichloro-, ethyl ester;ETHYL2,6-DICHLOROBENZOATE;SCHEMBL8493097;DTXSID50372062;HAFAMHIZRCDTSS-UHFFFAOYSA-N;STR08820;MFCD01313702;AKOS008947835;s10899;CS-0455870;FT-0730421

Chemical Property of Ethyl 2,6-dichlorobenzoate

Chemical Property:

• Vapor Pressure: 0.00432mmHg at 25°C
• Refractive Index: 1.537
• Boiling Point: 278.2 °C at 760 mmHg
• Flash Point: 115 °C
• PSA: 26.30000
• Density: 1.305 g/cm³
• LogP: 3.17010
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 217.9901349
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl 2,6-dichlorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=CC=C1Cl)Cl

Technology Process of Ethyl 2,6-dichlorobenzoate

There total 11 articles about Ethyl 2,6-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: 94.0%

Triethyl orthoacetate (78-39-7) + 2,6-dichlorobenzoic acid (50-30-6) → ethyl 2,6-dichlorobenzoate (81055-73-4)

Guidance literature:

In various solvent(s); at 80 ℃; for 2h;

DOI:10.1016/j.tet.2005.09.147

Reference yield: 72.0%

ethyl 2-chlorobenzoate (7335-25-3) → ethyl 2,6-dichlorobenzoate (81055-73-4)

Guidance literature:

With N-chloro-succinimide; trifluorormethanesulfonic acid; palladium diacetate; Selectfluor; In 1,2-dichloro-ethane; at 90 ℃; for 4h; regioselective reaction; Sealed tube;

DOI:10.1002/anie.201300176

Reference yield: 55.0%

benzoic acid ethyl ester (93-89-0,99341-95-4) → ethyl 2,6-dichlorobenzoate (81055-73-4)

Guidance literature:

With sodium persulfate; N-chloro-succinimide; trifluorormethanesulfonic acid; palladium diacetate; In 1,2-dichloro-ethane; at 60 ℃; regioselective reaction; Sealed tube;

DOI:10.1002/anie.201300176

upstream raw materials:

2,6-Dichlorobenzoyl chloride

chloroformic acid ethyl ester

1,3-Dichlorobenzene

ethyl iodide

Downstream raw materials:

(2,6-dichloro-phenyl)-diphenyl-methanol

1,3-Dichlorobenzene

2,6-dichlorobenzoic acid

Refernces

• 1、 Hoque, Md Emdadul,Bisht, Ranjana,Haldar, Chabush,Chattopadhyay, Buddhadeb. "Noncovalent Interactions in Ir-Catalyzed C-H Activation: L-Shaped Ligand for Para-Selective Borylation of Aromatic Esters". . p. 7745 - 7748. Retrieved 2017/06/21.
• 2、 Sun, Xiuyun,Shan, Gang,Sun, Yonghui,Rao, Yu. "Regio- and chemoselective C-H chlorination/bromination of electron-deficient arenes by weak coordination and study of relative directing-group abilities". . p. 4440 - 4444. Retrieved 2013/05/22.