Ethyl 3,5-dichlorobenzoate

Base Information

• Chemical Name: Ethyl 3,5-dichlorobenzoate
• CAS No.: 91085-56-2
• Molecular Formula: C9H8Cl2O2
• Molecular Weight: 219.067
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID50371338
• Nikkaji Number: J2.704.590A
• Wikidata: Q72474197
• Mol file: 91085-56-2.mol

Synonyms:ethyl 3,5-dichlorobenzoate;91085-56-2;Benzoic acid, 3,5-dichloro-, ethyl ester;3,5-dichlorobenzoic acid ethyl ester;Ethyl 3,5-Dichloro Benzoate;MFCD00221467;3,5-Dichloro-benzoic acid ethyl ester;INDOLE-3-ACETICACID;SCHEMBL2662880;DTXSID50371338;JRLNLVFPSMDPLU-UHFFFAOYSA-N;AC2308;AKOS008947838;PS-7891;SY047602;CS-0151780;FT-0626010;A843718

Chemical Property of Ethyl 3,5-dichlorobenzoate

Chemical Property:

• Vapor Pressure: 0.00226mmHg at 25°C
• Melting Point: 34-36 °C
• Refractive Index: 1.537
• Boiling Point: 289°Cat760mmHg
• Flash Point: 121.2°C
• PSA: 26.30000
• Density: 1.305g/cm³
• LogP: 3.17010
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• 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:

99% ^*data from raw suppliers

Ethyl3,5-dichlorobenzoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 3,5-dichlorobenzoate

There total 4 articles about Ethyl 3,5-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:

ethanol (64-17-5) + 3,5-dichlorobenzoic acid (51-36-5) → 3,5-dichlorobenzoic acid ethyl ester (91085-56-2)

Guidance literature:

With thionyl chloride;

DOI:10.1002/jhet.1546

Reference yield:

ethanol (64-17-5) + 3,5-dichlorobenzoyl chloride (2905-62-6) → 3,5-dichlorobenzoic acid ethyl ester (91085-56-2)

Guidance literature:

3,5-dichlorobenzoyl chloride; With dmap; In toluene; at 20 ℃; for 2h; Glovebox; Inert atmosphere;

ethanol; With N-ethyl-N,N-diisopropylamine; In toluene; at 20 ℃; for 2h;

DOI:10.1002/chem.201500476

Reference yield:

1-bromo-3,5-dichlorobenzene (19752-55-7) → 3,5-dichlorobenzoic acid ethyl ester (91085-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: benzyltriphenylphosphonium chloride; bis(tri-t-butylphosphine)palladium⁽⁰⁾ / toluene / 24 h / 110 °C / 15201 Torr / Autoclave; Glovebox

2.1: dmap / toluene / 2 h / 20 °C / Glovebox; Inert atmosphere

2.2: 2 h / 20 °C

With dmap; bis(tri-t-butylphosphine)palladium⁽⁰⁾; benzyltriphenylphosphonium chloride; In toluene;

DOI:10.1002/chem.201500476

upstream raw materials:

ethanol

3,5-dichlorobenzoic acid

1-bromo-3,5-dichlorobenzene

3,5-dichlorobenzoyl chloride

Downstream raw materials:

3,5-dichlorobenzoic acid hydrazide

N-[(4Z)-4-[[(6-chloro-3-pyridinyl)methyl]ethylamino]-3-methyl-5-nitro-1,2,3,6-tetrahydropyrimidin-1-yl]-3,5-dichlorobenzamide

ethyl 3-(3,5-dichlorophenyl)-3-oxopropanoate

Refernces

• 1、 Bai, Hangyu,Jiang, Weiqi,Li, Qi,Li, Tian,Ma, Shichuang,Shi, Baojun,Wu, Wenjun. "Design, Synthesis, and Study of the Insecticidal Activity of Novel Steroidal 1,3,4-Oxadiazoles". . p. 11572 - 11581. Retrieved 2021/10/12.
• 2、 Yu, Gang,Chen, Shunhong,He, Feng,Luo, Dexia,Zhang, Yu,Wu, Jian. "Synthesis and bioactivity of sulfide derivatives containing 1,3,4-oxadiazole and pyridine". . p. 1075 - 1085. Retrieved 2019/09/10.