4-Nitrobenzylfluoride

Base Information

• Chemical Name: 4-Nitrobenzylfluoride
• CAS No.: 500-11-8
• Molecular Formula: C7H6FNO2
• Molecular Weight: 155.129
• Hs Code.: 2904990090
• European Community (EC) Number: 828-281-2
• DSSTox Substance ID: DTXSID60446329
• Nikkaji Number: J726.767C
• Wikidata: Q82264948
• Mol file: 500-11-8.mol

Synonyms:4-NITROBENZYLFLUORIDE;1-(fluoromethyl)-4-nitrobenzene;500-11-8;4-nitrobenzyl fluoride;4-Nitrobenzal fluoride;p-fluoromethylnitrobenzene;alpha-Fluoro-4-nitrotoluene;SCHEMBL5728423;DTXSID60446329;CJFHTFLZNPFBKF-UHFFFAOYSA-N;1-(fluoro-methyl)-4-nitro-benzene;AMY41393;MFCD28990107;AKOS037655346;PS-10585;EN300-1662423

Chemical Property of 4-Nitrobenzylfluoride

Chemical Property:

• Melting Point: 38.5 °C
• Boiling Point: 110-115 °C(Press: 18 Torr)
• PSA: 45.82000
• Density: 1.260±0.06 g/cm3(Predicted)
• LogP: 2.58750
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 155.03825660
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98%Min ^*data from raw suppliers

4-Nitrobenzylfluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1CF)[N+](=O)[O-]
• Uses: 4-Nitrobenzyl fluoride is used in the investigation of electrostatic interaction between reacting fragments as origin of SN2 benzylic effect.

Technology Process of 4-Nitrobenzylfluoride

There total 32 articles about 4-Nitrobenzylfluoride 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%

1-bromomethyl-4-nitro-benzene (100-11-8) → 4-nitrobenzyl fluoride (500-11-8)

Guidance literature:

With potassium fluoride; tetrabutylammomium bromide; In acetonitrile; at 80 ℃; for 20h;

DOI:10.1055/s-0037-1610651

Reference yield: 87.0%

1-methyl-4-nitrobenzene (99-99-0) → 4-nitrobenzyl fluoride (500-11-8)

Guidance literature:

With dipotassium peroxodisulfate; Selectfluor; In water; acetonitrile; at 80 ℃; for 12h; Sealed tube;

DOI:10.1039/c4ob02418d

Reference yield: 85.0%

4-nitrobenzyl chloride (619-73-8) → 4-nitrobenzyl fluoride (500-11-8)

Guidance literature:

With 1,3-bis(2,6-diisopropylphenyl)-2-fluoroimidazolium tetrafluoroborate; cesium fluoride; In toluene; at 23 ℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.6b03086

upstream raw materials:

benzyl fluoride

1-bromomethyl-4-nitro-benzene

4-nitrobenzyl chloride

hexafluoropropene-diethylamine adduct

Downstream raw materials:

4-nitrobenzyl acetate

α-bromo-α-fluoro-4-nitrotoluene

4-nitrobenzyl chloride

4-nitrobenzyl iodide

Refernces

• 1、 Fei, Zhongbo,Hu, Jinbo,Li, Wei,Liu, Qinghe,Ni, Chuanfa,Wang, Xiu,Zhou, Min. "Deoxyfluorination of alcohols with aryl fluorosulfonates". supporting information. p. 8170 - 8173. Retrieved 2021/08/23.
• 2、 Bode, Bela E.,Chabbra, Sonia,Champion, Sue,Dawson, Daniel M.,Sood, D. Eilidh,Sutherland, Andrew,Watson, Allan J. B.. "Deoxyfluorination with CuF2: Enabled by Using a Lewis Base Activating Group". supporting information. p. 8460 - 8463. Retrieved 2020/04/10.