4-tert-Butyl-2-nitroaniline

Base Information

• Chemical Name: 4-tert-Butyl-2-nitroaniline
• CAS No.: 6310-19-6
• Molecular Formula: C10H14N2O2
• Molecular Weight: 194.233
• Hs Code.: 2921420090
• European Community (EC) Number: 228-632-4
• NSC Number: 43042
• DSSTox Substance ID: DTXSID90212438
• Nikkaji Number: J206.896F
• Wikidata: Q72503814
• Mol file: 6310-19-6.mol

Synonyms:6310-19-6;4-(TERT-BUTYL)-2-NITROANILINE;4-tert-Butyl-2-nitroaniline;4-tert-butyl-2-nitrobenzenamine;2-Nitro-4-tert-butylaniline;Benzenamine, 4-(1,1-dimethylethyl)-2-nitro-;MFCD00066305;EINECS 228-632-4;4-tert-butyl-2-nitrophenylamine;NSC43042;4-TERT-BUTYL-2-NITRO-PHENYLAMINE;Oprea1_571413;4-(t-butyl)-2-nitroaniline;SCHEMBL618684;2-nitro-4-tert-butyl aniline;2-Nitro-4-(tert-Butyl)aniline;DTXSID90212438;CX1292;NSC 43042;NSC-43042;AKOS005216689;CS-W004854;DS-1094;PS-5296;AC-28681;SY018880;A8711;AM20040910;FT-0601015;AA-516/30035008

Chemical Property of 4-tert-Butyl-2-nitroaniline

Chemical Property:

• Vapor Pressure: 0.000969mmHg at 25°C
• Melting Point: 101-104 °C
• Refractive Index: 1.564
• Boiling Point: 302.8 °C at 760 mmHg
• PKA: 0.43±0.10(Predicted)
• Flash Point: 136.9 °C
• PSA: 71.84000
• Density: 1.14 g/cm³
• LogP: 3.57890
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 194.105527694
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99%min ^*data from raw suppliers

4-(tert-Butyl)-2-nitroaniline ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-tert-Butyl-2-nitroaniline

There total 7 articles about 4-tert-Butyl-2-nitroaniline 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: 100.0%

N-(4-(tert-butyl)-2-nitrophenyl)acetamide (40655-37-6) → 4-tert-butyl-2-nitroaniline (6310-19-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 0.25h; Inert atmosphere; Reflux;

DOI:10.1021/ja2063346

Reference yield:

Acetanilid (103-84-4) → 4-tert-butyl-2-nitroaniline (6310-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃ / 1,2-dichloro-ethane

2: (i) HNO₃, H₂SO₄, (ii) KOH

With aluminium trichloride; In 1,2-dichloro-ethane;

DOI:10.1021/ja01010a025

Reference yield:

tert-butylbenzene (253185-03-4,253185-04-5) → 4-tert-butyl-2-nitroaniline (6310-19-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 72 percent / conc. H₂SO₄, conc. HNO₃ / 1 h

2: H₂ / Pd/C / ethanol

3: 2 h / 110 °C

4: fuming nitric acid / 0 - 5 °C

5: 9 M HCl / 0.5 h / Heating

With hydrogenchloride; sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00025a008

upstream raw materials:

4-tert-butylacetanilide

N-(4-(tert-butyl)-2-nitrophenyl)acetamide

tert-butylbenzene

4-tert-butylnitrobenzene

Downstream raw materials:

4-(tert-butyl)-N-methyl-2-nitroaniline

5-(1,1-dimethylethyl)-1,3-dihydrobenzimidazol-2-one

(S)-benzyl-4-(2-benzylamino)-3-tert-butylphenylamino-3-(tert-butyxoycarbonylamino)-4-oxobutanoate

N-1-benzyl-4-tert-butylbenzene-1,2-diamine

Refernces

• 1、 Frantz, Derik K.,Linden, Anthony,Baldridge, Kim K.,Siegel, Jay S.. "Molecular spur gears comprising triptycene rotators and bibenzimidazole-based stators". . p. 1528 - 1535. Retrieved 2012/03/10.
• 2、 Kuhler,Fryklund,Bergman,Weilitz,Lee,Larsson. "Structure-activity relationship of omeprazole and analogues as Helicobacter pylori urease inhibitors". . p. 4906 - 4916. Retrieved 2007/10/03.