4-(1-Adamantyl)-2-nitrophenol

Base Information

• Chemical Name: 4-(1-Adamantyl)-2-nitrophenol
• CAS No.: 1459-49-0
• Molecular Formula: C₁₆H₁₉NO₂
• Molecular Weight: 257.332
• DSSTox Substance ID: DTXSID20387921
• Wikidata: Q72495238
• Mol file: 1459-49-0.mol

Synonyms:4-(1-adamantyl)-2-nitrophenol;4-(adamantan-1-yl)-2-nitrophenol;32599-84-1;1-(p-Nitrophenyl)adamantane;Oprea1_692755;SCHEMBL6623185;DTXSID20387921;MFCD01321115;AKOS001483033;CS-0212890

Chemical Property of 4-(1-Adamantyl)-2-nitrophenol

Chemical Property:

• Melting Point: 129-130℃
• Density: 1.224±0.06 g/cm3 (20 oC 760 Torr)
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 273.13649347
• Heavy Atom Count: 20
• Complexity: 375

Purity/Quality:

98%min ^*data from raw suppliers

1-(4-nitrophenyl)adamantane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CC3CC1CC(C2)(C3)C4=CC(=C(C=C4)O)[N+](=O)[O-]

Technology Process of 4-(1-Adamantyl)-2-nitrophenol

There total 7 articles about 4-(1-Adamantyl)-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: 51.0%

1-phenyladamantane (780-68-7) → 1-(4-nitrophenyl)adamantane (1459-49-0)

Guidance literature:

With nitric acid; acetic anhydride; at 10 ℃; for 3h;

Reference yield:

adamantane (281-23-2) → 1-(4-nitrophenyl)adamantane (1459-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: FeCl₃ / bentonite

2: HNO₃; AcOH

With nitric acid; iron(III) chloride; acetic acid; bentonite;

DOI:10.1021/ja069131b

Reference yield:

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1-(4-nitrophenyl)adamantane (1459-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: FeCl₃ / bentonite

2: HNO₃; AcOH

With nitric acid; iron(III) chloride; acetic acid; bentonite;

DOI:10.1021/ja069131b

upstream raw materials:

1-phenyladamantane

para-dinitrobenzene

1-Adamantanecarboxylic acid

adamantane

Downstream raw materials:

3-(p-Nitro-phenyl)-1-chlor-adamantan

4-(tricyclo[3.3.1.1^3,7]dec-1-yl)aniline

3-Brom-1-<4-nitro-phenyl>-adamantan

1-Nitrooxy-3-(4-nitro-phenyl)-adamantane

Refernces

• 1、 Fukaminato, Tuyoshi,Umemoto, Tohru,Iwata, Yasuhide,Yokojima, Satoshi,Yoneyama, Mitsuru,Nakamura, Shinichiro,Irie, Masahiro. "Photochromism of diarylethene single molecules in polymer matrices". . p. 5932 - 5938. Retrieved 2008/02/04.
• 2、 Lednicer,Heyd,Emmert,et al.. "Hypobetalipoproteinemic agents. II. Compounds related to 4-(1- adamantyloxy)aniline". . p. 69 - 77. Retrieved 2007/10/06.