4-Tert-butyl-2-nitrobenzoic acid

Base Information

• Chemical Name: 4-Tert-butyl-2-nitrobenzoic acid
• CAS No.: 103797-19-9
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• NSC Number: 85294
• DSSTox Substance ID: DTXSID80292749
• Wikidata: Q82031180
• Mol file: 103797-19-9.mol

Synonyms:4-tert-butyl-2-nitrobenzoic acid;103797-19-9;4-TERT-BUTYL-2-NITRO-BENZOIC ACID;Benzoic acid, 4-(1,1-dimethylethyl)-2-nitro-;NSC85294;4-(tert-butyl)-2-nitrobenzoic acid;NCIOpen2_004856;Oprea1_114085;SCHEMBL700691;DTXSID80292749;2-nitro-4-tert-butylbenzoic acid;WVADEHDXGNQZNV-UHFFFAOYSA-N;4-(t-butyl)-2-nitrobenzoic acid;NSC-85294;AKOS015909357;AS-76312;CS-0253248;FT-0701470;D85828;EN300-631699;AE-562/12222042;Z2044822409;Pyrido[4',3':4,5]thieno[2,3-d]pyrimidine,4-chloro-5,6,7,8-tetrahydro-7-methyl-,monohydrochloride

Chemical Property of 4-Tert-butyl-2-nitrobenzoic acid

Chemical Property:

• Vapor Pressure: 3.72E-05mmHg at 25°C
• Melting Point: 138-143 °C(Solv: benzene (71-43-2); hexane (110-54-3))
• Refractive Index: 1.557
• Boiling Point: 338.8 °C at 760 mmHg
• PKA: 2.39±0.25(Predicted)
• Flash Point: 142.7 °C
• PSA: 83.12000
• Density: 1.236 g/cm³
• LogP: 3.11370
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 223.08445790
• Heavy Atom Count: 16
• Complexity: 289

Purity/Quality:

98%Min ^*data from raw suppliers

4-TERT-BUTYL-2-NITRO-BENZOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Tert-butyl-2-nitrobenzoic acid

There total 6 articles about 4-Tert-butyl-2-nitrobenzoic acid 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: 94.0%

4-tert-butyl-2-nitrotoluene (62559-08-4) → 4-(tert-butyl)-2-nitrobenzoic acid (103797-19-9)

Guidance literature:

With pyridine; potassium permanganate; In water; at 98 ℃; for 3h;

Reference yield:

4-tert-butyl-1-ethynyl-2-nitrobenzene (1147530-72-0) → 4-(tert-butyl)-2-nitrobenzoic acid (103797-19-9)

Guidance literature:

With periodic acid; ruthenium trichloride; In tetrachloromethane; water; acetonitrile; for 1.5h;

Reference yield:

4-tert-butyltoluene (98-51-1) → 4-(tert-butyl)-2-nitrobenzoic acid (103797-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HNO₃+H₂SO₄ / 5 - 10 °C

2: permanganate; aqueous pyridine

With pyridine; sulfuric acid; nitric acid; permanganate(VII) ion;

upstream raw materials:

4-tert-butyl-2-nitrotoluene

4-tert-butylbenzyl chloride

4-tert-butyltoluene

4-tert-butyl-1-ethynyl-2-nitrobenzene

Downstream raw materials:

4-tert-butyl-2,5-dinitro-benzoic acid

2-amino-4-(tert-butyl)benzoic acid

Refernces

• 1、 Lou, Yan,Han, Xiaochun,Kuglstatter, Andreas,Kondru, Rama K.,Sweeney, Zachary K.,Soth, Michael,McIntosh, Joel,Litman, Renee,Suh, Judy,Kocer, Buelent,Davis, Dana,Park, Jaehyeon,Frauchiger, Sandra,Dewdney, Nolan,Zecic, Hasim,Taygerly, Joshua P.,Sarma, Keshab,Hong, Junbae,Hill, Ronald J.,Gabriel, Tobias,Goldstein, David M.,Owens, Timothy D.. "Structure-based drug design of RN486, a potent and selective Bruton's tyrosine kinase (BTK) inhibitor, for the treatment of rheumatoid arthritis". . p. 512 - 516. Retrieved 2015/03/03.
• 2、 -. "BTK protein kinase inhibitors". Page/Page column 52. . Retrieved 2009/05/29.