Tert-butyl 3-nitrobenzoate

Base Information

• Chemical Name: Tert-butyl 3-nitrobenzoate
• CAS No.: 58656-99-8
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID10474798
• Wikidata: Q82304921
• Mol file: 58656-99-8.mol

Synonyms:Tert-butyl 3-nitrobenzoate;58656-99-8;3-nitro-benzoic acid tert-butyl ester;tert-Butyl3-nitrobenzoate;t-butyl 3-nitrobenzoate;Benzoic acid, 3-nitro-,1,1-dimethylethyl ester;SCHEMBL4746148;DTXSID10474798;SFFFYEGVQDWTNQ-UHFFFAOYSA-N;3-Nitrobenzoic acid t-butyl ester;3-Nitro-benzoic acid t-butyl ester;AB1298;MFCD02091504;AKOS013210625;SB37803;BS-28928;CS-0205235;FT-0653924;Benzoic acid,3-nitro-,1,1-dimethylethyl ester;A831968;J-650259

Chemical Property of Tert-butyl 3-nitrobenzoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.531
• Boiling Point: 314.417 °C at 760 mmHg
• Flash Point: 130.242 °C
• PSA: 72.12000
• Density: 1.183 g/cm³
• LogP: 3.07330
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl3-Nitrobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tert-butyl 3-nitrobenzoate

There total 10 articles about Tert-butyl 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: 95.0%

isobutene (115-11-7,15220-85-6) + 3-nitrobenzoic acid (121-92-6) → 3-nitro-benzoic acid t-butyl ester (58656-99-8)

Guidance literature:

With sulfuric acid; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4039(99)01400-8

Reference yield: 90.0%

tert-butyl alcohol (75-65-0) + 3-nitrobenzoic acid (121-92-6) → 3-nitro-benzoic acid t-butyl ester (58656-99-8)

Guidance literature:

With pyridine; p-toluenesulfonyl chloride; at 40 ℃; for 48h;

DOI:10.1002/chem.202003524

Reference yield: 89.0%

methyl 3-nitrobenzoate (618-95-1) + tert-butyl alcohol (75-65-0) → 3-nitro-benzoic acid t-butyl ester (58656-99-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; for 1h;

DOI:10.1039/c39860000695

upstream raw materials:

m-nitrobenzoic acid chloride

tert-butyl alcohol

methyl 3-nitrobenzoate

isobutene

Downstream raw materials:

isobutene

3-nitrobenzoic acid

tert-butyl 3-aminobenzoate

3-nitroso-benzoic acid tert-butyl ester

Refernces

• 1、 Hou, Fei,Wang, Xi-Cun,Quan, Zheng-Jun. "Efficient synthesis of esters through oxone-catalyzed dehydrogenation of carboxylic acids and alcohols". supporting information. p. 9472 - 9476. Retrieved 2019/01/03.
• 2、 Dey, Soumen,Gadakh, Sunita K.,Sudalai. "Titanium superoxide-a stable recyclable heterogeneous catalyst for oxidative esterification of aldehydes with alkylarenes or alcohols using TBHP as an oxidant". . p. 10631 - 10640. Retrieved 2015/11/17.