Ethyl 2-chloro-6-fluorobenzoate

Base Information

• Chemical Name: Ethyl 2-chloro-6-fluorobenzoate
• CAS No.: 773134-56-8
• Molecular Formula: C9H8ClFO2
• Molecular Weight: 202.613
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID10655969
• Wikidata: Q82570381
• Mol file: 773134-56-8.mol

Synonyms:Ethyl 2-chloro-6-fluorobenzoate;773134-56-8;Ethyl 2-chloro-6-fluoro-benzoat;2-CHLORO-6-FLUOROBENZOIC ACID ETHYL ESTER;Ethyl2-chloro-6-fluorobenzoate;SCHEMBL1671664;DTXSID10655969;GRVKHBFLUGAABX-UHFFFAOYSA-N;YFB13456;MFCD06204285;AKOS008947977;MB03694;AS-60726;CS-0455713;FT-0763609;D95814

Chemical Property of Ethyl 2-chloro-6-fluorobenzoate

Chemical Property:

• Boiling Point: 252.1±25.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.266±0.06 g/cm3(Predicted)
• LogP: 2.65580
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 202.0196853
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-6-fluorobenzoicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-chloro-6-fluorobenzoate

There total 1 articles about Ethyl 2-chloro-6-fluorobenzoate 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: 52.0%

2-fluoro-benzoic acid ethyl ester (443-26-5) → ethyl 2-chloro-6-fluorobenzoate (773134-56-8)

Guidance literature:

With sodium persulfate; N-chloro-succinimide; trifluorormethanesulfonic acid; palladium diacetate; In 1,2-dichloro-ethane; at 90 ℃; for 1.5h; regioselective reaction; Sealed tube;

DOI:10.1002/anie.201300176

Reference yield:

ethyl 2-chloro-6-fluorobenzoate (773134-56-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → ethyl 6-chloro-2-fluoro-3-formylbenzoate (1294496-84-6)

Guidance literature:

ethyl 2-chloro-6-fluorobenzoate; With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 2.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 2h;

Reference yield:

ethyl 2-chloro-6-fluorobenzoate (773134-56-8) → ethyl 6-chloro-2-fluoro-3-((hydroxyimino)methyl)benzoate (1294496-85-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; hexane / 2.5 h / -78 °C

1.2: 2 h / -78 - 0 °C

2.1: hydroxylamine / water; methanol / 1.5 h / 55 °C

With n-butyllithium; hydroxylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; water;

upstream raw materials:

2-fluoro-benzoic acid ethyl ester

Downstream raw materials:

ethyl 6-chloro-2-fluoro-3-((hydroxyimino)methyl)benzoate

ethyl 3-(aminomethyl)-6-chloro-2-fluorobenzoate

ethyl 6-chloro-2-fluoro-3-((pivalamido)methyl)benzoate

6-chloro-2-fluoro-3-((pivalamido)methyl)benzoic acid