1,4-Dibromo-2,3-dimethylbenzene

Base Information

• Chemical Name: 1,4-Dibromo-2,3-dimethylbenzene
• CAS No.: 75024-22-5
• Molecular Formula: C8H8 Br2
• Molecular Weight: 263.96
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID80477574
• Wikidata: Q82310359
• Mol file: 75024-22-5.mol

Synonyms:1,4-DIBROMO-2,3-DIMETHYLBENZENE;75024-22-5;3,6-Dibromo-o-xylene;MFCD06796460;dimethyl p-dibromobenzene;3,6-dibromo-1,2-xylene;SCHEMBL1590024;DTXSID80477574;IVJJDBCZDJFMNZ-UHFFFAOYSA-N;AMY28013;AKOS016005800;CS-W019403;DS-14893;SY104427;BB 0262567;FT-0769432

Chemical Property of 1,4-Dibromo-2,3-dimethylbenzene

Chemical Property:

• Vapor Pressure: 0.014mmHg at 25°C
• Melting Point: 232 °C
• Refractive Index: 1.579
• Boiling Point: 266.983°C at 760 mmHg
• Flash Point: 129.171°C
• PSA: 0.00000
• Density: 1.71g/cm³
• LogP: 3.82840
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 263.89723
• Heavy Atom Count: 10
• Complexity: 99.8

Purity/Quality:

99%, ^*data from raw suppliers

3,6-Dibromo-o-xylene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1C)Br)Br

Technology Process of 1,4-Dibromo-2,3-dimethylbenzene

There total 3 articles about 1,4-Dibromo-2,3-dimethylbenzene 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: 79.0%

4-bromo-2,3-dimethylaniline (22364-25-6) → 1,4-dibromo-2,3-dimethylbenzene (75024-22-5)

Guidance literature:

4-bromo-2,3-dimethylaniline; With nitrous acid isobutyl ester; toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 0.166667h; Inert atmosphere;

With tetrabutylammomium bromide; copper(ll) bromide; In acetonitrile; at 20 ℃; for 0.833333h; Inert atmosphere;

DOI:10.1039/c9cc04123k

Reference yield:

4-bromo-2,3-dimethylaniline hydrobromide (1338796-79-4) → 1,4-dibromo-2,3-dimethylbenzene (75024-22-5)

Guidance literature:

4-bromo-2,3-dimethylaniline hydrobromide; With sodium carbonate; In diethyl ether; water;

With tert.-butylnitrite; copper(ll) bromide; In acetonitrile; at 20 - 82 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.06.089

Reference yield:

2,3-Dimethylaniline (87-59-2) → 1,4-dibromo-2,3-dimethylbenzene (75024-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 34 percent / N-bromosuccinimide / dimethylformamide / 24 h / Ambient temperature

2: 1.) 48percent aq. HBr, aq. NaNO₂, 2.) 48percent aq. HBr, CuBr / 2.) reflux, 30 min

With N-Bromosuccinimide; hydrogen bromide; copper(I) bromide; sodium nitrite; In N,N-dimethyl-formamide;

upstream raw materials:

4-bromo-2,3-dimethylaniline

2,3-Dimethylaniline

4-bromo-2,3-dimethylaniline hydrobromide

Downstream raw materials:

2,3-dimethylbenzene-1,4-dicarbaldehyde

1,4-bis(hydroxymethyl)-2,3-dimethylbenzene

1,4-bis(bromomethyl)-2,3-dimethylbenzene

C₁₈H₂₈B₂O₄

Refernces

• 1、 Maiereanu, Carmen,Schmitt, Céline,Schifano-Faux, Nadge,Le Nou?n, Didier,Defoin, Albert,Tarnus, Céline. "A novel amino-benzosuberone derivative is a picomolar inhibitor of mammalian aminopeptidase N/CD13". . p. 5716 - 5733. Retrieved 2011/10/12.