3,5-Ditert-butyl-2-nitrophenol

Base Information

• Chemical Name: 3,5-Ditert-butyl-2-nitrophenol
• CAS No.: 3114-67-8
• Molecular Formula: C14H21NO3
• Molecular Weight: 251.326
• DSSTox Substance ID: DTXSID00356554
• Wikidata: Q82135954
• Mol file: 3114-67-8.mol

Synonyms:3,5-ditert-butyl-2-nitrophenol;3114-67-8;Oprea1_740964;AE-562/12222827;DTXSID00356554

Chemical Property of 3,5-Ditert-butyl-2-nitrophenol

Chemical Property:

• XLogP3: 5.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 251.15214353
• Heavy Atom Count: 18
• Complexity: 309

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3,5-Ditert-butyl-2-nitrophenol

There total 5 articles about 3,5-Ditert-butyl-2-nitrophenol 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: 45.0%

3,5-Di-tert-butylphenol (1138-52-9) → 2-Nitro-3,5-di-tert-butyl-phenol (3114-67-8)

Guidance literature:

With sulfuric acid; nitric acid; In ethyl acetate; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/chem.201702378

Reference yield:

3,5-di-tert-butyl-6-nitrocyclohexa-2,4-dienone (94037-81-7) → 2-Nitro-3,5-di-tert-butyl-phenol (3114-67-8)

Guidance literature:

In acetic anhydride; at -60 ℃;

Reference yield:

1,3,5-Tri-tert-butylbenzene (1460-02-2) → 2-Nitro-3,5-di-tert-butyl-phenol (3114-67-8)

Guidance literature:

Multi-step reaction with 3 steps

1: (bromination)

2: CuO, Cu, aq. NaOH / 275 °C

3: aq. HNO₃, AcOH / Ambient temperature

With sodium hydroxide; nitric acid; copper; acetic acid; copper(II) oxide;

DOI:10.1139/v63-238

upstream raw materials:

3,5-Di-tert-butylphenol

3,5-di-tert-butyl-6-nitrocyclohexa-2,4-dienone

1,3,5-Tri-tert-butylbenzene

1-bromo-3,5-di-tert-butylbenzene

Downstream raw materials:

2-benzoylamino-3,5-di-tert-butyl-phenol

N-(2,4-Di-tert-butyl-6-methoxy-phenyl)-benzamide

4,6-di-tert-butyl-2-phenyl-benzooxazole

2,4-di-tert-butyl-6-iminocyclohexa-2,4-dienoneine

Refernces

• 1、 Koehne, Ingo,Bachmann, Sebastian,Niklas, Thomas,Herbst-Irmer, Regine,Stalke, Dietmar. "A Novel Bulky Heteroaromatic-Substituted Methanide Mimicking NacNac: Bis(4,6-tert-butylbenzoxazol-2-yl)methanide in s-Block Metal Coordination". . p. 13141 - 13149. Retrieved 2017/09/26.