1,2-Bis(bromomethyl)-4-nitrobenzene

Base Information

• Chemical Name: 1,2-Bis(bromomethyl)-4-nitrobenzene
• CAS No.: 6425-66-7
• Molecular Formula: C8H7Br2NO2
• Molecular Weight: 308.957
• Hs Code.: 2904909090
• DSSTox Substance ID: DTXSID30445869
• Nikkaji Number: J1.408.104F
• Wikidata: Q82264410
• Mol file: 6425-66-7.mol

Synonyms:1,2-BIS(BROMOMETHYL)-4-NITROBENZENE;6425-66-7;1,2-bis(bromomethyl)-4-nitro-benzene;1,2-bis-bromomethyl-4-nitro-benzene;MFCD08234715;SCHEMBL260864;DTXSID30445869;MZEFZKJSWNPTPL-UHFFFAOYSA-N;AMY41545;CS-M0148;4-nitro-alpha,alpha'-dibromo-o-xylene;AKOS016002607;MB05657;DS-17621;SY026488;FT-0749431;A867913;2,4-DIMETHYL-1,4-DIHYDRO-PYRIDINE-3-CARBOXYLICACIDETHYLESTER

Chemical Property of 1,2-Bis(bromomethyl)-4-nitrobenzene

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.645
• Boiling Point: 384.562 °C at 760 mmHg
• Flash Point: 186.377 °C
• PSA: 45.82000
• Density: 1.928 g/cm³
• LogP: 3.90780
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 308.88230
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

99.3% ^*data from raw suppliers

1,2-Bis(bromomethyl)-4-nitrobenzene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,2-Bis(bromomethyl)-4-nitrobenzene

There total 10 articles about 1,2-Bis(bromomethyl)-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: 99.0%

(4-nitro-1,2-phenylene)dimethanol (22162-19-2) → 1,2-bis-bromomethyl-4-nitro-benzene (6425-66-7)

Guidance literature:

With phosphorus tribromide; In diethyl ether;

DOI:10.1016/j.bmcl.2008.10.106

Reference yield: 68.0%

α,α'-dibromo-o-xylene (91-13-4) → 1,2-bis-bromomethyl-4-nitro-benzene (6425-66-7)

Guidance literature:

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

DOI:10.1021/jm800967h

Reference yield: 47.0%

4-nitro-o-xylene (99-51-4,34527-23-6,156617-88-8) → 1,2-bis-bromomethyl-4-nitro-benzene (6425-66-7)

Guidance literature:

With N-Bromosuccinimide; In 1,2-dichloro-ethane; for 1h; Heating; irradiation;

DOI:10.1021/jo0603375

upstream raw materials:

4-nitro-o-xylene

o-xylene

(4-nitro-1,2-phenylene)dimethanol

N-Bromosuccinimide

Downstream raw materials:

C₁₂H₁₃NO₄S₂

(+/-)-4'-chloro-5-nitro-1,3-dihydrospiro[indene-2,5'-pyrrolo[2.3-d]pyrimidin]-6'(7'H)-one

5-amino-1‘-((2-(trimethylsilyl)ethoxy)methyl)-1,3-dihydrospiro[indene-2,3’-pyrrolo[2,3-b]pyridin]-2’(1’H)-one

(R)-5-amino-1,3-dihydrospiro[indene-2,3’-pyrrolo[2,3-b]pyridin]-2’(1’H)-one

Refernces

• 1、 Welker, Armin,Kersten, Christian,Müller, Christin,Madhugiri, Ramakanth,Zimmer, Collin,Müller, Patrick,Zimmermann, Robert,Hammerschmidt, Stefan,Maus, Hannah,Ziebuhr, John,Sotriffer, Christoph,Schirmeister, Tanja. "Structure-Activity Relationships of Benzamides and Isoindolines Designed as SARS-CoV Protease Inhibitors Effective against SARS-CoV-2". supporting information. p. 340 - 354. Retrieved 2020/10/19.
• 2、 -. "HETEROCYCLIC SPIRO-COMPOUNDS AS AM2 RECEPTOR INHIBITORS". Page/Page column 148; 151; 153. . Retrieved 2020/06/05.