Ethyl 2-chlorobenzoate

Base Information

• Chemical Name: Ethyl 2-chlorobenzoate
• CAS No.: 7335-25-3
• Molecular Formula: C9H9 Cl O2
• Molecular Weight: 184.622
• Hs Code.: 2916399090
• European Community (EC) Number: 230-842-6
• DSSTox Substance ID: DTXSID60223596
• Nikkaji Number: J212.333I
• Wikidata: Q83102057
• Mol file: 7335-25-3.mol

Synonyms:Ethyl 2-chlorobenzoate;7335-25-3;2-Chlorobenzoic Acid Ethyl Ester;Benzoic acid, 2-chloro-, ethyl ester;Ethyl O-chlorobenzoate;Ethyl-2-chlorobenzoate;2-chloro-benzoic acid ethyl ester;EINECS 230-842-6;MFCD00016338;AI3-21791;ethyl 2-chloranylbenzoate;SCHEMBL406428;DTXSID60223596;2-Chlorobenzoic acid, ethyl ester;AC8527;AKOS004911153;Benzoic acid, o-chloro-, ethyl ester;CS-W016986;DS-4847;SY048209;C1671;FT-0611914;EN300-49166;A837802;W-104455

Chemical Property of Ethyl 2-chlorobenzoate

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: 0.0318mmHg at 25°C
• Refractive Index: n20/D 1.523(lit.)
• Boiling Point: 241-243°C(lit.)
• Flash Point: >230°F
• PSA: 26.30000
• Density: 1.18g/mLat 25°C(lit.)
• LogP: 2.51670
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

98% ^*data from raw suppliers

Ethyl 2-Chlorobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-chlorobenzoate

There total 33 articles about Ethyl 2-chlorobenzoate 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: 98.0%

ethyl iodide (75-03-6) + ortho-chlorobenzoic acid (118-91-2) → ethyl 2-chlorobenzoate (7335-25-3)

Guidance literature:

With caesium carbonate; In acetonitrile; for 1.5h; Heating;

DOI:10.1080/00304949609356558

Reference yield: 97.0%

boron trifluoride diethyl etherate (109-63-7) + ortho-chlorobenzoic acid (118-91-2) → ethyl 2-chlorobenzoate (7335-25-3)

Guidance literature:

at 120 ℃; for 4h;

DOI:10.4314/bcse.v32i2.16

Reference yield: 94.0%

ethyl trifluoroacetate, (383-63-1) + 1-(2-chlorophenyl)-pentan-1-one (42916-70-1) → 1,1,1-trifluoro-2-hexanone (360-34-9) + ethyl 2-chlorobenzoate (7335-25-3)

Guidance literature:

ethyl trifluoroacetate,; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

1-(2-chlorophenyl)-pentan-1-one; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere; Schlenk technique; Reflux;

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2014.05.017

upstream raw materials:

ethanol

o-chlorobenzoyl chloride

ortho-chlorobenzoic acid

ethyl bromide

Downstream raw materials:

1,2-bis-(2-chloro-phenyl)-1,2-diphenyl-ethane-1,2-diol

o-chlorotriphenylmethanol

2-(2-chlorophenyl)-1-pyrroline

2-(2-chlorophenyl)pyrrolidine

Refernces

• 1、 -. "Pleuromutilin derivative with 1, 3, 4-oxadiazole side chain and preparation and application thereof". Paragraph 0055-0056; 0070; 0090; 0092; 0095; 0103. . Retrieved 2021/07/24.
• 2、 El-Adl, Khaled,El-Helby, Abdel-Ghany A.,Ayyad, Rezk R.,Mahdy, Hazem A.,Khalifa, Mohamed M.,Elnagar, Hamdy A.,Mehany, Ahmed B.M.,Metwaly, Ahmed M.,Elhendawy, Mostafa A.,Radwan, Mohamed M.,ElSohly, Mahmoud A.,Eissa, Ibrahim H.. "Design, synthesis, and anti-proliferative evaluation of new quinazolin-4(3H)-ones as potential VEGFR-2 inhibitors". . . Retrieved 2020/11/24.