2-Nitro-1-(pentafluorophenyl)ethanol

Base Information

• Chemical Name: 2-Nitro-1-(pentafluorophenyl)ethanol
• CAS No.: 19282-52-1
• Molecular Formula: C8H4 F5 N O3
• Molecular Weight: 0
• Hs Code.: 2906299090
• NSC Number: 115746
• DSSTox Substance ID: DTXSID20297379
• Mol file: 19282-52-1.mol

Synonyms:19282-52-1;2-nitro-1-(pentafluorophenyl)ethanol;2-Nitro-1-(pentafluorophenyl)ethan-1-ol;2-nitro-1-(2,3,4,5,6-pentafluorophenyl)ethanol;2,3,5,6-PENTAFLUORO-ALPHA-(NITROMETHYL)BENZYL ALCOHOL;Benzenemethanol, 2,3,4,5,6-pentafluoro-alpha-(nitromethyl)-;NSC115746;SCHEMBL8472523;DTXSID20297379;1-pentafluorophenyl-2-nitroethanol;AKOS024342543;NSC-115746;2,3,4,5,6-Pentafluoro-a-(nitromethyl)benzenemethanol;2-nitro-1-(2,3,4,5,6-pentafluorophenyl)ethan-1-ol;2,3,4,5,6-PENTAFLUORO-ALPHA-(NITRO-METHYL)BENZYL ALCOHOL

Chemical Property of 2-Nitro-1-(pentafluorophenyl)ethanol

Chemical Property:

• Vapor Pressure: 0.00206mmHg at 25°C
• Boiling Point: 278.3°Cat760mmHg
• Flash Point: 122.1°C
• PSA: 66.05000
• Density: 1.665g/cm³
• LogP: 2.21540
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 257.01113380
• Heavy Atom Count: 17
• Complexity: 273

Purity/Quality:

99%min ^*data from raw suppliers

2,3,4,5,6-PENTAFLUORO-ALPHA-(NITRO-METHYL)BENZYL ALCOHOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C1=C(C(=C(C(=C1F)F)F)F)F)O)[N+](=O)[O-]

Technology Process of 2-Nitro-1-(pentafluorophenyl)ethanol

There total 1 articles about 2-Nitro-1-(pentafluorophenyl)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: 68.0%

nitromethane (75-52-5) + perfluorobenzaldehyde (653-37-2) → 2-nitro-1-(perfluorophenyl)ethanol (19282-52-1)

Guidance literature:

With C₄₀H₄₉AgN₅O₈S₂⁽¹⁺⁾*BF₄^(1-); caesium carbonate; In dichloromethane; at 30 ℃; for 12h; Inert atmosphere; Molecular sieve; Schlenk technique;

DOI:10.1039/c6ra22231e

Reference yield:

2-nitro-1-(perfluorophenyl)ethanol (19282-52-1) → (E)-1,2,3,4,5-pentafluoro-6-(2-nitrovinyl)benzene (207605-39-8)

Guidance literature:

With methanesulfonyl chloride; triethylamine; In dichloromethane; at -20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201100260

Reference yield:

2-nitro-1-(perfluorophenyl)ethanol (19282-52-1) → 1,2,3,4,5-pentafluoro-6-(2-nitroethyl)benzene (1312540-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: methanesulfonyl chloride; triethylamine / dichloromethane / 1 h / -20 °C / Inert atmosphere

2: sodium tetrahydroborate; silica gel / chloroform; isopropyl alcohol / 15.5 h / Inert atmosphere

With sodium tetrahydroborate; silica gel; methanesulfonyl chloride; triethylamine; In dichloromethane; chloroform; isopropyl alcohol;

DOI:10.1002/anie.201100260

upstream raw materials:

nitromethane

perfluorobenzaldehyde

Downstream raw materials:

2-amino-1-(pentafluorophenyl)ethanol

2,3,4,5,6-Pentafluor-β-nitro-styrol

1,2,3,4,5-pentafluoro-6-(2-nitroethyl)benzene

3-(perfluorobenzyl)isoxazole-4-carbaldehyde

Refernces

• 1、 Burkhard, Johannes A.,Tchitchanov, Boris H.,Carreira, Erick M.. "Cascade formation of isoxazoles: Facile base-mediated rearrangement of substituted oxetanes". supporting information; experimental part. p. 5379 - 5382. Retrieved 2011/07/08.