Tert-butyl 3-fluoro-4-nitrobenzoate

Base Information

• Chemical Name: Tert-butyl 3-fluoro-4-nitrobenzoate
• CAS No.: 157665-52-6
• Molecular Formula: C11H12 F N O4
• Molecular Weight: 241.219
• European Community (EC) Number: 855-046-1
• DSSTox Substance ID: DTXSID00440043
• Nikkaji Number: J1.701.630J
• Wikidata: Q82256203
• Mol file: 157665-52-6.mol

Synonyms:TERT-BUTYL 3-FLUORO-4-NITROBENZOATE;157665-52-6;TERT-BUTYL3-FLUORO-4-NITROBENZOATE;SCHEMBL357203;Benzoic acid, 3-fluoro-4-nitro-, 1,1-dimethylethyl ester;DTXSID00440043;CXQXHHIIMBWMCH-UHFFFAOYSA-N;AKOS013153176;BS-49259;CS-0127791;FT-0746069;3-Fluoro-4-nitrobenzoic acid tert-butyl ester;3-fluoro-4-nitro-benzoic acid tert-butyl ester;D96466;EN300-120335;A1-06556

Chemical Property of Tert-butyl 3-fluoro-4-nitrobenzoate

Chemical Property:

• Boiling Point: 337.9±32.0 °C(Predicted)
• PSA: 72.12000
• Density: 1.250±0.06 g/cm3(Predicted)
• LogP: 3.21240
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 241.07503603
• Heavy Atom Count: 17
• Complexity: 308

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl 3-fluoro-4-nitrobenzoate 95% ^*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(=C(C=C1)[N+](=O)[O-])F

Technology Process of Tert-butyl 3-fluoro-4-nitrobenzoate

There total 6 articles about Tert-butyl 3-fluoro-4-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: 93.0%

3-fluoro-4-nitrobenzoic acid (403-21-4) + tert-butyl alcohol (75-65-0) → 3-fluoro-4-nitrobenzoic acid t-butyl ester (157665-52-6)

Guidance literature:

With 1-methyl-1H-imidazole; N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate; In chloroform; at 100 ℃; for 2h;

Reference yield:

tert-Butoxycarbonylpivalat (39982-01-9) + 3-fluoro-4-nitrobenzoic acid (403-21-4) → 3-fluoro-4-nitrobenzoic acid t-butyl ester (157665-52-6)

Guidance literature:

With dmap; In tetrahydrofuran; at 20 - 40 ℃; for 3h;

Reference yield:

3-fluoro-4-nitrobenzoic acid (403-21-4) → 3-fluoro-4-nitrobenzoic acid t-butyl ester (157665-52-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / SOCl₂ / toluene / 3 h / Heating

2: 1.) BuLi / 1.) hexane, 20 deg C, 20 min, 2.) hexane, THF, 22 h

With n-butyllithium; thionyl chloride; In toluene;

DOI:10.1021/jm00041a015

upstream raw materials:

3-fluoro-4-nitrobenzoyl chloride

tert-butyl alcohol

3-fluoro-4-nitrobenzoic acid

2-fluoro-4-methyl-1-nitrobenzene

Downstream raw materials:

4-nitro-3-(2'-amino-imidazol-1'-yl)-benzoic acid t-butyl ester

tert-Butyl 3-hydroxy-4-nitrobenzoate