2,4-Dinitrobenzyl bromide

Base Information

• Chemical Name: 2,4-Dinitrobenzyl bromide
• CAS No.: 3013-38-5
• Molecular Formula: C7H5 Br N2 O4
• Molecular Weight: 261.032
• Hs Code.: 2904909090
• DSSTox Substance ID: DTXSID10427320
• Nikkaji Number: J1.815.040I
• Wikidata: Q82239988
• Mol file: 3013-38-5.mol

Synonyms:2,4-DINITROBENZYL BROMIDE;3013-38-5;2,4-Dinitrobenzylbromide;1-(bromomethyl)-2,4-dinitrobenzene;2,4-DINITRO BENZYL BROMIDE;Benzene, 1-(bromomethyl)-2,4-dinitro-;2,4-Dinitrobenzylbromid;SCHEMBL136817;DTXSID10427320;AMY28027;MFCD00792410;AKOS009158628;AS-58373;FT-0634602;EN300-204726

Chemical Property of 2,4-Dinitrobenzyl bromide

Chemical Property:

• Vapor Pressure: 4.63E-05mmHg at 25°C
• Melting Point: 50-52°C
• Boiling Point: 360.3°Cat760mmHg
• Flash Point: 171.7°C
• PSA: 91.64000
• Density: 1.83g/cm³
• LogP: 3.44430
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 259.94327
• Heavy Atom Count: 14
• Complexity: 237

Purity/Quality:

98%Min ^*data from raw suppliers

2,4-DINITROBENZYL BROMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4-Dinitrobenzyl bromide

There total 5 articles about 2,4-Dinitrobenzyl bromide 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: 90.0%

2,4-dinitrobenzyl alcohol (4836-66-2) → 2,4-dinitrobenzyl bromide (3013-38-5)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In ethyl acetate; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.0c01374

Reference yield:

2,4-dinitrotoluene (121-14-2) → 2,4-dinitrobenzyl bromide (3013-38-5)

Guidance literature:

With bromine; Explosionsgefahr bei Anwendung von erhoehtem Druck;

Reference yield:

2,4-dinitrobenzoic acid (610-30-0) → 2,4-dinitrobenzyl bromide (3013-38-5)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate; sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 20 °C

2: carbon tetrabromide; triphenylphosphine / ethyl acetate / 1 h / 20 °C

With sodium tetrahydroborate; carbon tetrabromide; boron trifluoride diethyl etherate; triphenylphosphine; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/acs.jmedchem.0c01374

upstream raw materials:

2,4-dinitrotoluene

nitric acid-(2,4-dinitro-benzyl ester)

N-benzylpyridinium bromide

acetone

Downstream raw materials:

2,4-dinitrotoluene

4,5-dichloro-10-(2,4-dinitrobenzyl)-10H-anthracen-9-one

(R)-2-(2,4-dinitrobenzyl)octanal

1-(3-bromo-3-phenylpropyl)-2,4-dinitrobenzene

Refernces

• 1、 McLean, Euan B.,Gauchot, Vincent,Brunen, Sebastian,Burns, David J.,Lee, Ai-Lan. "Dual copper- and photoredox-catalysed C(sp2)-C(sp3) coupling". supporting information. p. 4238 - 4241. Retrieved 2019/04/30.