2,4-Dinitrobenzyl chloride

Base Information

• Chemical Name: 2,4-Dinitrobenzyl chloride
• CAS No.: 610-57-1
• Molecular Formula: C7H5ClN2O4
• Molecular Weight: 216.581
• Hs Code.: 2904909090
• European Community (EC) Number: 210-230-5
• DSSTox Substance ID: DTXSID70209861
• Nikkaji Number: J134.583D
• Wikidata: Q83084330
• Mol file: 610-57-1.mol

Synonyms:2,4-Dinitrobenzyl chloride;610-57-1;1-(Chloromethyl)-2,4-dinitrobenzene;alpha-Chloro-2,4-dinitrotoluene;Benzene, 1-(chloromethyl)-2,4-dinitro-;EINECS 210-230-5;SCHEMBL3136616;DTXSID70209861;2,4-Dinitrobenzyl chloride, 99%;MFCD00007226;4-(chloromethyl)-1,3-dinitrobenzene;AKOS009157977;AKOS015889021;1-(Chloromethyl)-2,4-dinitrobenzene #;LS-29496;FT-0616719;AB-131/40897206

Chemical Property of 2,4-Dinitrobenzyl chloride

Chemical Property:

• Vapor Pressure: 9.24E-05mmHg at 25°C
• Melting Point: 34-36 °C(lit.)
• Refractive Index: 1.614
• Boiling Point: 349.8 °C at 760 mmHg
• Flash Point: 165.4 °C
• PSA: 91.64000
• Density: 1.538 g/cm³
• LogP: 3.28820
• Storage Temp.: Store below +30°C.
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 215.9937843
• Heavy Atom Count: 14
• Complexity: 237

Purity/Quality:

98%min ^*data from raw suppliers

2,4-Dinitrobenzyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2,4-Dinitrobenzyl chloride

There total 6 articles about 2,4-Dinitrobenzyl 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: 86.0%

benzyl chloride (100-44-7) → 2,6-dinitrobenzyl chloride + 2,4-dinitrobenzyl chloride (610-57-1)

Guidance literature:

With Perfluorooctanesulfonic acid; nitric acid; ytterbium(III) perfluorooctanesulfonate; In hexane; at 60 ℃; for 8h;

DOI:10.1080/00397910600773700

Reference yield: 83.0%

meta-dinitrobenzene (99-65-0) + dichloromethane (75-09-2) → 2,4-dinitrobenzyl chloride (610-57-1)

Guidance literature:

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

meta-dinitrobenzene; 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: 81.0%

4-nitrobenzyl chloride (100-14-1) → 2,4-dinitrobenzyl chloride (610-57-1)

Guidance literature:

With sulfuric acid; nitric acid; 1) 0 deg C, 30 min, 2) r.t., 1h;

DOI:10.1139/v90-288

upstream raw materials:

4-nitrobenzyl chloride

2-nitrobenzyl chloride

benzyl chloride

meta-dinitrobenzene

Downstream raw materials:

2,4-dinitro-benzaldehyde-(N-o-tolyl oxime )

2,4-dinitro-benzaldehyde-[N-(4-dimethylamino-phenyl)-oxime ]

(2,4-dinitro-benzyl)-p-tolyl sulfone

(2,4-Dinitrobenzyl)thiocyanat

Refernces

• 1、 Yi, Wen-Bin,Cai, Chun. "Highly efficient dinitration of aromatic compounds in fluorous media using ytterbium perfluorooctanesulfonate and perfluorooctanesulfonic acid as catalysts". . p. 2957 - 2961. Retrieved 2007/10/03.