1-(1,1-Difluoroethyl)-4-nitrobenzene

Base Information

• Chemical Name: 1-(1,1-Difluoroethyl)-4-nitrobenzene
• CAS No.: 32471-55-9
• Molecular Formula: C8H7F2NO2
• Molecular Weight: 187.14300
• Hs Code.: 2904909090
• European Community (EC) Number: 691-576-8
• DSSTox Substance ID: DTXSID00476963
• Nikkaji Number: J403.356F
• Wikidata: Q82308946
• Mol file: 32471-55-9.mol

Synonyms:1-(1,1-difluoroethyl)-4-nitrobenzene;32471-55-9;1-(1,1-difluoro-ethyl)-4-nitro-benzene;MFCD00034014;SCHEMBL2320664;AMY5982;DTXSID00476963;GTHBDVVJLJWNPL-UHFFFAOYSA-N;AKOS005258086;SB36595;1-(1,1-difluoroethyl)-4-nitro-benzene;CS-0068827;FT-0686161;EN300-233418;A875610;Z1255356175

Chemical Property of 1-(1,1-Difluoroethyl)-4-nitrobenzene

Chemical Property:

• Vapor Pressure: 0.033mmHg at 25°C
• Boiling Point: 250.92oC at 760 mmHg
• Flash Point: 120.761oC
• PSA: 45.82000
• Density: 1.283g/cm3
• LogP: 3.22970
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 187.04448479
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

98%min ^*data from raw suppliers

1-(1,1-Difluoroethyl)-4-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 1-(1,1-Difluoroethyl)-4-nitrobenzene

There total 11 articles about 1-(1,1-Difluoroethyl)-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: 91.0%

(4-nitrophenyl)ethanone (100-19-6) → 1-(1,1-difluoroethyl)-4-nitrobenzene (32471-55-9)

Guidance literature:

With sulfur tetrafluoride; hydrogen fluoride; at 20 ℃; for 16h; Autoclave;

DOI:10.1021/acs.joc.1c01518

Reference yield: 63.0%

(4-nitrophenyl)(2,4,6-trimethylphenyl)iodonium trifluoromethanesulfonate (1146127-11-8) + (1,1-difluoroethyl)trimethylsilane (115134-88-8) → 1-(1,1-difluoroethyl)-4-nitrobenzene (32471-55-9)

Guidance literature:

(1,1-difluoroethyl)trimethylsilane; With potassium tert-butylate; triethylamine tris(hydrogen fluoride); copper(l) chloride; In N,N-dimethyl-formamide; at 0 ℃;

(4-nitrophenyl)(2,4,6-trimethylphenyl)iodonium trifluoromethanesulfonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;

DOI:10.1002/asia.201600577

Reference yield: 60.0%

p-nitroacetophenone methylhydrazone (133932-54-4) → 1-(1,1-difluoroethyl)-4-nitrobenzene (32471-55-9) + 1-(1,1-Difluoro-2-iodo-ethyl)-4-nitro-benzene (133932-41-9)

Guidance literature:

With iodine monofluoride; In chloroform; for 1h;

DOI:10.1021/jo00015a024

upstream raw materials:

(4-nitrophenyl)ethanone

p-nitroacetophenone methylhydrazone

p-Nitroacetophenone semicarbazone

1-(4-nitrophenyl)ethanone hydrazone

Downstream raw materials:

1-Aethoxy-2-p-nitrophenylaethylen

Refernces

• 1、 Li, Xinjin,Zhao, Jingwei,Wang, Yunze,Rong, Jian,Hu, Mingyou,Chen, Dingben,Xiao, Pan,Ni, Chuanfa,Wang, Limin,Hu, Jinbo. "Copper-Mediated Aromatic 1,1-Difluoroethylation with (1,1-Difluoroethyl)trimethylsilane (TMSCF2CH3)". . p. 1789 - 1792. Retrieved 2016/07/07.
• 2、 -. "Process for the production of fluorinated organic compounds and fluorinating agents". . . Retrieved 2008/06/13.