2-Nitro-4-(trifluoromethyl)benzyl chloride

Base Information

• Chemical Name: 2-Nitro-4-(trifluoromethyl)benzyl chloride
• CAS No.: 225656-59-7
• Molecular Formula: C8H5 Cl F3 N O2
• Molecular Weight: 239.581
• Hs Code.: 2904909090
• European Community (EC) Number: 642-715-6
• DSSTox Substance ID: DTXSID70379694
• Wikidata: Q82169616
• Mol file: 225656-59-7.mol

Synonyms:2-Nitro-4-(trifluoromethyl)benzyl chloride;225656-59-7;1-(chloromethyl)-2-nitro-4-(trifluoromethyl)benzene;MFCD01631694;SCHEMBL1264449;DTXSID70379694;AKOS005257574;AS-65644;FT-0676116;1-chloromethyl-2-nitro-4-trifluoromethylbenzene;1-chloromethyl-2-nitro-4-trifluoromethyl-benzene;EN300-1928733

Chemical Property of 2-Nitro-4-(trifluoromethyl)benzyl chloride

Chemical Property:

• Vapor Pressure: 0.0306mmHg at 25°C
• Melting Point: 42-45℃
• Boiling Point: 252.5°Cat760mmHg
• Flash Point: 106.5°C
• PSA: 45.82000
• Density: 1.474g/cm³
• LogP: 3.87560
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 238.9960906
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

98%min ^*data from raw suppliers

2-Nitro-4-(trifluoromethyl)benzyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(F)(F)F)[N+](=O)[O-])CCl

Technology Process of 2-Nitro-4-(trifluoromethyl)benzyl chloride

There total 2 articles about 2-Nitro-4-(trifluoromethyl)benzyl chloride 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: 85.0%

4-trifluoromethylbenzyl chloride (939-99-1) → 1-(chloromethyl)-2-nitro-4-(trifluoromethyl)benzene (225656-59-7)

Guidance literature:

With sulfuric acid; potassium nitrate; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2016.10.097

Reference yield: 77.0%

dichloromethane (75-09-2) + 3-trifluoromethylnitrobenzene (98-46-4) → 1-(chloromethyl)-2-nitro-4-(trifluoromethyl)benzene (225656-59-7)

Guidance literature:

dichloromethane; With n-butyllithium; In tetrahydrofuran; hexane; at -100 ℃; for 0.333333h; Inert atmosphere;

3-trifluoromethylnitrobenzene; In tetrahydrofuran; hexane; at -100 ℃; for 0.00833333h; Inert atmosphere;

With trifluorormethanesulfonic acid; In tetrahydrofuran; hexane; water; at -100 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01676

Reference yield: 83.0%

1-(chloromethyl)-2-nitro-4-(trifluoromethyl)benzene (225656-59-7) + C25H30O → 5,7-di-tert-butyl-1-(naphthalen-1-yl)-2-[2-nitro-4-(trifluoromethyl)phenyl]spiro[2.5]octa-4,7-dien-6-one

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 25 ℃; for 4h; diastereoselective reaction;

DOI:10.1055/s-0037-1610691

upstream raw materials:

4-trifluoromethylbenzyl chloride

dichloromethane

3-trifluoromethylnitrobenzene

Downstream raw materials:

1-(2-nitro-4-trifluoromethylbenzyl)pyrrolidine

2-nitro-4-trifluoromethylbenzyl acetate

2-(2-nitro-4-(trifluoromethyl)benzylamino)ethanol

Refernces

• 1、 Chen, Xuyun,Yu, Yang,Liao, Ziyang,Li, Hao,Wang, Wei. "Enantioselective synthesis of diarylcyclopropanecarboaldehydes by organocatalysis". supporting information. p. 5742 - 5745. Retrieved 2016/12/03.