2-(4-Nitrophenoxy)ethanol

Base Information

• Chemical Name: 2-(4-Nitrophenoxy)ethanol
• CAS No.: 16365-27-8
• Molecular Formula: C8H9 N O4
• Molecular Weight: 183.164
• Hs Code.: 2909499000
• European Community (EC) Number: 240-422-4
• NSC Number: 47172,30512
• UNII: CWC6X7XX9X
• DSSTox Substance ID: DTXSID5066037
• Nikkaji Number: J31.147B
• Wikidata: Q72494744
• Mol file: 16365-27-8.mol

Synonyms:2-(4-Nitrophenoxy)ethanol;16365-27-8;2-(p-Nitrophenoxy)ethanol;2-(4-nitrophenoxy)ethan-1-ol;p-Nitrophenoxyethanol;Ethanol, 2-(4-nitrophenoxy)-;Ethanol, 2-(p-nitrophenoxy)-;beta-Hydroxyethyl p-nitrophenyl ether;2-(4-nitrophenoxy)-1-ethanol;4-nitro-(2-Hydroxyethoxy)benzene;EINECS 240-422-4;NSC 30512;NSC-30512;.beta.-Hydroxyethyl p-nitrophenyl ether;AI3-19441;CWC6X7XX9X;2-(4-nitrophenoxyl)ethanol;Oprea1_450408;SCHEMBL56460;beta-(4-nitrophenoxy)ethanol;2-(4-nitro-phenoxy)-ethanol;p-nitrophenol hydroxyethyl ether;2-[(4-Nitrophenyl)oxy]ethanol;DTXSID5066037;AMY23952;NSC30512;NSC47172;1-(2-hydroxyethoxy)-4-nitrobenzene;BBL002420;MFCD00017031;NSC-47172;STK387568;1-(2-hydroxyethoxy)-4-nitro-benzene;AKOS000296372;VS-01067;CS-0107549;FT-0608915;EN300-304141;2-(4-Nitrophenoxy)ethanol, >=97.0% (HPLC);A882557;W-110429;Z71183286

Chemical Property of 2-(4-Nitrophenoxy)ethanol

Chemical Property:

• Vapor Pressure: 7.79E-06mmHg at 25°C
• Melting Point: 82-85 °C
• Boiling Point: 182°C 11mm
• PKA: 13.93±0.10(Predicted)
• Flash Point: 172°C
• PSA: 75.28000
• Density: 1.314g/cm³
• LogP: 1.48910
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 183.05315777
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

2-(4-Nitrophenoxy)ethanol ≥97.0% (HPLC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])OCCO
• Uses: 2-(p-Nitrophenoxy)ethanol is used in preparation of inimer containing azobenzene group for polymerization of N-isopropylacrylamid.

Technology Process of 2-(4-Nitrophenoxy)ethanol

There total 23 articles about 2-(4-Nitrophenoxy)ethanol 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%

4-nitrophenoxyethyl tetrahydro-2H-pyran-2-yl ether (445283-41-0) → 2-(4-nitrophenoxy)ethanol (16365-27-8)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; at 23 ℃; for 16h;

DOI:10.1016/j.bmc.2019.02.039

Reference yield: 98.0%

[1,3]-dioxolan-2-one (96-49-1) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 2-(4-nitrophenoxy)ethanol (16365-27-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide; at 170 ℃; for 21h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201900287

Reference yield: 97.2%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 2-bromoethanol (540-51-2) → 2-(4-nitrophenoxy)ethanol (16365-27-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 12h;

DOI:10.1016/j.bmc.2019.04.024

upstream raw materials:

oxirane

4-nitro-phenol

ethanol

sodium ethanolate

Downstream raw materials:

1-(2-chloroethoxy)-4-nitrobenzene

1-(2,4-dinitro-phenoxy)-2-nitryloxy-ethane

2-(4-aminophenoxy)ethanol

1-benzoyloxy-2-(4-nitro-phenoxy)-ethane

Refernces

• 1、 Luo, Guoshun,Chen, Mingqi,Lyu, Weiting,Zhao, Ruheng,Xu, Qian,You, Qidong,Xiang, Hua. "Design, synthesis, biological evaluation and molecular docking studies of novel 3-aryl-4-anilino-2H-chromen-2-one derivatives targeting ERα as anti-breast cancer agents". . p. 2668 - 2673. Retrieved 2017.
• 2、 -. "COMPOUNDS TARGETING RNA-BINDING PROTEINS OR RNA-MODIFYING PROTEINS". Page/Page column 103; 104. . Retrieved 2021/09/11.
• 3、 Kao, Shih-Chieh,Lin, Yi-Ching,Ryu, Ilhyong,Wu, Yen-Ku. "Revisiting Hydroxyalkylation of Phenols with Cyclic Carbonates". supporting information. p. 3639 - 3644. Retrieved 2019/07/10.