1,4-DIBROMO-2,5-BIS(BROMMETHYL)BENZENE

Base Information

• Chemical Name: 1,4-DIBROMO-2,5-BIS(BROMMETHYL)BENZENE
• CAS No.: 35335-16-1
• Molecular Formula: C8H6Br4
• Molecular Weight: 421.752
• Hs Code.: 2903999090
• Mol file: 35335-16-1.mol

Synonyms:1,4-Dibromo-2,5-bis(bromomethyl)benzene;2,5-Bis(Bromomethyl)-1,4-dibromobenzene;a,a',2,5-Tetrabromo-p-xylene;

Chemical Property of 1,4-DIBROMO-2,5-BIS(BROMMETHYL)BENZENE

Chemical Property:

• Vapor Pressure: 5.37E-06mmHg at 25°C
• Melting Point: 171-177℃
• Refractive Index: 1.662
• Boiling Point: 391.9 °C at 760 mmHg
• Flash Point: 185.1 °C
• PSA: 0.00000
• Density: 2.332 g/cm³
• LogP: 5.00140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory

Purity/Quality:

98% ^*data from raw suppliers

1,4-Dibromo-2,5-bis(bromomethyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 1,4-Dibromo-2,5-bis(bromomethyl)benzene exists in two polymorphic forms (I and II), with form II being the thermodynamically stable modification at room temperature. The polymorphs exhibit enantiotropic behavior, transitioning stability at approximately 135–137.5 °C, where form I becomes stable at higher temperatures. Form I has a slightly higher melting point but lower heat of fusion compared to form II, and both structures feature layered molecular arrangements stabilized by intermolecular Br···Br interactions. The high-temperature form (I) can be obtained pure by melt solidification, following Ostwald’s step rule.

Technology Process of 1,4-DIBROMO-2,5-BIS(BROMMETHYL)BENZENE

There total 4 articles about 1,4-DIBROMO-2,5-BIS(BROMMETHYL)BENZENE 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: 80.0%

2,5-dibromo-p-xylene (1074-24-4) → 1,4-bis(bromomethyl)-2,5-dibromobenzene (35335-16-1) + 1,4-dibromo-2,5-bis(dibromomethyl)benzene (36711-69-0)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In benzene; for 18h; Reflux;

DOI:10.1055/s-0035-1561651

Reference yield: 73.2%

2,5-dibromo-p-xylene (1074-24-4) → 1,4-bis(bromomethyl)-2,5-dibromobenzene (35335-16-1) + 1,4-dibromo-2,5-bis(dibromomethyl)benzene (36711-69-0) + 1,4-dibromo-2-(bromomethyl)-5-(dibromomethyl)benzene

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 60 ℃; for 8h;

DOI:10.1016/j.tet.2021.132359

Reference yield: 64.0%

2,5-dibromo-p-xylene (1074-24-4) → 1,4-bis(bromomethyl)-2,5-dibromobenzene (35335-16-1)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In acetonitrile; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01881

upstream raw materials:

2,5-dibromo-p-xylene

para-xylene

Downstream raw materials:

[2,5-dibromo-4-(diethoxyphosphorylmethyl)-benzyl]phosphonic acid diethyl ester

16,19-dibromo-2,13-dithia<4.4>paracyclophane

18,21-dibromo-2,15-dithio<5.5>paracyclophane

1,4-dibromo-2,5-bis(methoxymethyl)benzene

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