Ethyl 3-nitrobenzoate

Base Information

• Chemical Name: Ethyl 3-nitrobenzoate
• CAS No.: 618-98-4
• Molecular Formula: C9H9NO4
• Molecular Weight: 195.175
• Hs Code.: 2916399090
• European Community (EC) Number: 210-574-6
• NSC Number: 32740,6762
• DSSTox Substance ID: DTXSID0060692
• Nikkaji Number: J44.144I
• Wikidata: Q63409687
• Mol file: 618-98-4.mol

Synonyms:Ethyl 3-nitrobenzoate;618-98-4;Ethyl m-nitrobenzoate;Benzoic acid, 3-nitro-, ethyl ester;m-Nitrobenzoic acid, ethyl ester;Ethyl-m-nitrobenzoate;Benzoic acid, m-nitro-, ethyl ester;NSC 6762;EINECS 210-574-6;NSC 32740;AI3-02745;ETHYL3-NITROBENZOATE;ethyl-3-nitrobenzoate;3-Nitrobenzoic acid ethyl;SCHEMBL3388760;DTXSID0060692;NSC6762;NSC-6762;NSC32740;BBL034667;MFCD00014702;NSC-32740;STK397382;AKOS000313779;AS-57616;CS-0312974;FT-0616241;F71343;AE-641/02550021;J-520893;Q63409687;(1S,3S)-N-BOC-1-AMINOCYCLOPENTANE-3-CARBOXYLICACIDMETHYLESTER;(R)-(-)-2-[2-(Diphenylphosphino)phenyl]-4-phenyl-2-oxazoline, 97%

Chemical Property of Ethyl 3-nitrobenzoate

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 0.00125mmHg at 25°C
• Melting Point: 41 °C
• Refractive Index: 1.544
• Boiling Point: 298.7 °C at 760 mmHg
• Flash Point: 137 °C
• PSA: 72.12000
• Density: 1.253 g/cm³
• LogP: 2.29470
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

99%, ^*data from raw suppliers

Ethyl 3-nitrobenzoate 99% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=CC=C1)[N+](=O)[O-]

Technology Process of Ethyl 3-nitrobenzoate

There total 49 articles about Ethyl 3-nitrobenzoate 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%

ethanol (64-17-5) + 3-nitrobenzoic acid (121-92-6) → ethyl 3-nitrobenzoate (618-98-4)

Guidance literature:

With thionyl chloride; at 80 ℃; for 3.08333h; Cooling with ice;

DOI:10.1016/j.ejmech.2020.113119

Reference yield: 98.0%

ethanol (64-17-5) + m-nitrobenzoic acid chloride (121-90-4) → ethyl 3-nitrobenzoate (618-98-4)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; for 0.166667h;

DOI:10.1081/SCC-120001504

Reference yield: 93.0%

m-iodonitrobenzene (645-00-1) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → ethyl 3-nitrobenzoate (618-98-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 80 ℃; for 6h; under 760.051 Torr;

DOI:10.1016/j.molcata.2014.12.008

upstream raw materials:

Diazoethan

3-nitrobenzoic acid

benzoic acid ethyl ester

3-nitrobenzenecarboximidic acid ethyl ester monohydrochloride

Downstream raw materials:

3-nitro-benzoic acid menthyl ester

3-nitro benzhydroxamic acid

5-(3-nitrophenyl)-1,3,4-oxadiazole-2-thiol

3-(3-nitrophenyl)-3-oxopropionic acid methyl ester

Refernces

• 1、 Tian, Wei,Guo, Jiapeng,Zhang, Qingsen,Fang, Shaoyu,Zhou, Ruolan,Hu, Jian,Wang, Mingping,Zhang, Yuefan,Guo, Jin-Min,Chen, Zhuo,Zhu, Ju,Zheng, Canhui. "The discovery of novel small molecule allosteric activators of aldehyde dehydrogenase 2". . . Retrieved 2020/12/30.
• 2、 Sch?fberger, Wolfgang,Timelthaler, Daniel,Topf, Christoph. "Selective and Additive-Free Hydrogenation of Nitroarenes Mediated by a DMSO-Tagged Molecular Cobalt Corrole Catalyst". supporting information. p. 2114 - 2120. Retrieved 2021/07/22.