Ethyl 4-hydroxy-3-nitrobenzoate

Base Information

• Chemical Name: Ethyl 4-hydroxy-3-nitrobenzoate
• CAS No.: 19013-10-6
• Molecular Formula: C9H9NO5
• Molecular Weight: 211.174
• Hs Code.: 2918290000
• European Community (EC) Number: 242-751-9
• DSSTox Substance ID: DTXSID90172487
• Nikkaji Number: J224.831J
• Mol file: 19013-10-6.mol

Synonyms:Ethyl 4-hydroxy-3-nitrobenzoate;19013-10-6;benzoic acid, 4-hydroxy-3-nitro-, ethyl ester;EINECS 242-751-9;SCHEMBL2965278;ethyl 3-nitro-4-hydroxybenzoate;DTXSID90172487;Ethyl-4-Hydroxy-3-Nitro Benzoate;MFCD00016999;STL365608;AKOS000369779;AS-8523;3-Nitro-4-hydroxybenzoic acid ethyl ester;4-Hydroxy-3-nitro-benzoic acid ethyl ester;CS-0116977;FT-0626090;A813393

Chemical Property of Ethyl 4-hydroxy-3-nitrobenzoate

Chemical Property:

• Vapor Pressure: 0.000138mmHg at 25°C
• Melting Point: 69-71 °C
• Refractive Index: 1.577
• Boiling Point: 323.5 °C at 760 mmHg
• Flash Point: 149.5 °C
• PSA: 92.35000
• Density: 1.37 g/cm³
• LogP: 2.00030
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 211.04807239
• Heavy Atom Count: 15
• Complexity: 249

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl4-Hydroxy-3-nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 4-hydroxy-3-nitrobenzoate

There total 9 articles about Ethyl 4-hydroxy-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: 97.0%

ethanol (64-17-5) + 3-nitro-4-hydroxybenzoic acid (616-82-0) → ethyl 4-hydroxy-3-nitrobenzoate (19013-10-6)

Guidance literature:

With sulfuric acid; for 72h; Reflux;

DOI:10.1021/jo1009849

Reference yield: 65.0%

ethyl 4-chloro-3-nitrobenzoate (16588-16-2) → ethyl 4-hydroxy-3-nitrobenzoate (19013-10-6)

Guidance literature:

With potassium phosphate; tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 50 ℃; for 22h;

DOI:10.1016/j.tetlet.2006.11.036

Reference yield:

→ ethyl 4-hydroxy-3-nitrobenzoate (19013-10-6) + 3-nitro-4-hydroxybenzoic acid (616-82-0)

Guidance literature:

upstream raw materials:

Ethyl 4-hydroxybenzoate

3-nitro-4-hydroxybenzoic acid

ethanol

ethyl 4-chloro-3-nitrobenzoate

Downstream raw materials:

ethyl 4-hydroxy-3,5-dinitrobenzoate

ethyl 3-amino-4-hydroxybenzoate

ethyl 4-(2-bromoethoxy)-3-nitrobenzoate

4-octyloxy-3-nitro benzoic acid ethyl ester

Refernces

• 1、 Lin, Andrew J. S.,Russell, Cecilia C.,Baker, Jennifer R.,Frailey, Shelby L.,Sakoff, Jennette A.,McCluskey, Adam. "A facile hybrid 'flow and batch' access to substituted 3,4-dihydro-2: H -benzo [b] [1,4]oxazinones". . p. 8732 - 8742. Retrieved 2016/10/03.
• 2、 Yin, Siyuan,Zhou, Liliang,Lin, Jinsheng,Xue, Lingjing,Zhang, Can. "Design, synthesis and biological activities of novel oxazolo[4,5- g ]quinazolin-2(1H)-one derivatives as EGFR inhibitors". . p. 462 - 475. Retrieved 2016/01/09.