1-(tert-Butoxy)-4-nitrobenzene

Base Information

• Chemical Name: 1-(tert-Butoxy)-4-nitrobenzene
• CAS No.: 2109-72-0
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID70449225
• Nikkaji Number: J722.315C
• Wikidata: Q82268625
• Mol file: 2109-72-0.mol

Synonyms:1-(tert-Butoxy)-4-nitrobenzene;2109-72-0;1-TERT-BUTOXY-4-NITROBENZENE;1-[(2-methylpropan-2-yl)oxy]-4-nitrobenzene;p-t-butoxynitrobenzene;1-Nitro-4-tert-butoxybenzene;SCHEMBL2733042;DTXSID70449225;WQGIOEFHXBODQW-UHFFFAOYSA-N;CAA10972;AB3279;MFCD03094683;AKOS006277503;BS-22065;CS-0209158;FT-0703073;EN300-85381;Z1198161504

Chemical Property of 1-(tert-Butoxy)-4-nitrobenzene

Chemical Property:

• PSA: 55.05000
• LogP: 3.29530
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

95% ^*data from raw suppliers

1-tert-Butoxy-4-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of 1-(tert-Butoxy)-4-nitrobenzene

There total 32 articles about 1-(tert-Butoxy)-4-nitrobenzene 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: 98.0%

para-nitrophenyl bromide (586-78-7) + sodium t-butanolate (865-48-5) → 4-tert-butoxy-1-nitrobenzene (2109-72-0)

Guidance literature:

With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 20 ℃; for 9h;

DOI:10.1021/ja002543e

Reference yield: 95.0%

4-Fluoronitrobenzene (350-46-9,178603-76-4) + tert-butyl alcohol (75-65-0) → 4-tert-butoxy-1-nitrobenzene (2109-72-0)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at 0 - 23 ℃; for 2h;

DOI:10.1021/jo981647t

Reference yield: 94.0%

potassium tert-butylate (865-47-4) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → 4-tert-butoxy-1-nitrobenzene (2109-72-0)

Guidance literature:

In tetrahydrofuran; at 0 - 23 ℃; for 2h;

DOI:10.1021/jo981647t

upstream raw materials:

4-Fluoronitrobenzene

tert-butyl alcohol

4-nitro-phenol

tert-Butyl 2,2,2-trichloroacetimidate

Downstream raw materials:

3-(4-tert-Butoxy-phenyl)-2-chloro-propionic acid ethyl ester

1-azido-4-(tert-butoxy)benzene

ester p-nitrophenolique de la N-(fluorenylmethyloxycarbonyl)-L-threonine

2-nitro-5-tert-butoxyphenol

Refernces

• 1、 Makosza, Mieczyslaw,Sypniewski, Michal. "Oxidative versus Vicarious Nucleophilic Substitution of Hydrogen in the Reaction of Dithiane Derivatives with Nitroarenes". . p. 4913 - 4920. Retrieved 1994.
• 2、 Nilova, Aleksandra,Metze, Bryan,Stuart, David R.. "Aryl(TMP)iodonium Tosylate Reagents as a Strategic Entry Point to Diverse Aryl Intermediates: Selective Access to Arynes". . p. 4813 - 4817. Retrieved 2021/06/28.
• 3、 Ando, Shin,Tsuzaki, Marina,Ishizuka, Tadao. "Aryl Ether Syntheses via Aromatic Substitution Proceeding under Mild Conditions". . p. 11181 - 11189. Retrieved 2020/10/12.