36321-73-0

Basic information

• Product Name: 1,2-DIBROMO-3,4,5,6-TETRAMETHYLBENZENE
• Synonyms: 1,2-DIBROMO-3,4,5,6-TETRAMETHYLBENZENE;DIBROMOPREHNITENE;Benzene,1,2-dibroMo-3,4,5,6-tetraMethyl-;5,6-Dibromoprehnitene;5,6-Dibromo-1,2,3,4-tetramethylbenzene;1,2-Dibromotetramethylbenzene
• CAS NO: 36321-73-0
• Molecular Formula: C₁₀H₁₂Br₂
• Molecular Weight: 292.01
• Product Categories: API intermediates
• Mol File: 36321-73-0.mol

Chemical Properties

• Melting Point: 204-205 °C
• Boiling Point: 324.1 °C at 760 mmHg
• Flash Point: 173.4 °C
• Appearance: /
• Density: 1.562 g/cm³
• Vapor Pressure: 0.000475mmHg at 25°C
• Refractive Index: 1.565
• CAS DataBase Reference: 1,2-DIBROMO-3,4,5,6-TETRAMETHYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIBROMO-3,4,5,6-TETRAMETHYLBENZENE(36321-73-0)
• EPA Substance Registry System: 1,2-DIBROMO-3,4,5,6-TETRAMETHYLBENZENE(36321-73-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 36321-73-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,2-Dibromo-3,4,5,6-tetramethylbenzene is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its reactivity with other substances makes it a valuable component in the development of new drugs.
Used in Agricultural Industry:
In agriculture, 1,2-Dibromo-3,4,5,6-tetramethylbenzene is used as a precursor for the production of certain agrochemicals. Its ability to react with other chemicals enables the creation of effective pesticides and herbicides.
Used in Manufacturing Industry:
1,2-Dibromo-3,4,5,6-tetramethylbenzene is employed as a raw material in the manufacturing of various industrial products. Its versatility in chemical reactions contributes to the production of a range of consumer goods and materials.

InChI:InChI=1/C10H12Br2/c1-5-6(2)8(4)10(12)9(11)7(5)3/h1-4H3

Upstream product

• 40101-36-8 1-Bromo-2,3,4,5-tetramethylbenzene 
• 488-23-3 1,2,3,4-Tetramethylbenzene 
• 7664-93-9 sulfuric acid 

Downstream Products

• 144061-74-5 2-(3-thiophenemethyl)-3,4,5,6-tetramethylbenzonitrile 
• 144061-49-4 2-(3-pyridylmethyl)-3,4,5,6-tetramethylbenzonitrile 
• 144037-88-7 2-(3-Fluoro-benzyl)-3,4,5,6-tetramethyl-benzonitrile 
• 144037-87-6 2-(2-Fluoro-benzyl)-3,4,5,6-tetramethyl-benzonitrile 
• 144037-89-8 2-(4-Fluoro-benzyl)-3,4,5,6-tetramethyl-benzonitrile 
• 144037-90-1 2-(2-Methoxy-benzyl)-3,4,5,6-tetramethyl-benzonitrile 
• 144037-94-5 2,3,4,5-Tetramethyl-6-(3,4,5-trimethoxy-benzyl)-benzonitrile 
• 144061-58-5 Pyridin-2-yl-(2,3,4,5-tetramethyl-phenyl)-acetonitrile 
• 144061-44-9 2-(2-pyridylmethyl)-3,4,5,6-tetramethylbenzonitrile 
• 88687-05-2 3,4,5,6-tetrakis(bromomethyl)-1,2-dibromobenzene 
• 76054-72-3 3,4,5,6-Tetramethyl-1,2-dehydrobenzol 
• 144037-85-4 2-Benzyl-3,4,5,6-tetramethyl-benzonitrile 
• 488-23-3 1,2,3,4-Tetramethylbenzene 
• 857356-94-6 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl 

Relevant articles and documents

Significantly improved method for the pd-catalyzed coupling of phenols with aryl halides: Understanding ligand effects

(Chemical Equation Presented) A variety of diaryl ethers were synthesized by the Pd-catalyzed reaction of (hetero)-aryl halides and phenols. These reactions were achieved through the use of two new di-tert-butylphosphino biaryl ligands that overcome several limitations of previously described methods.

Use of tunable ligands allows for intermolecular Pd-catalyzed C-O bond formation

Bulky biaryl phosphine ligands facilitate Pd-catalyzed C-O coupling reactions of aryl halides with primary and secondary alcohols by promoting reductive elimination at the expense of β-hydride elimination. The key to their success is the ability to match the size of the ligand to that of the combination of substrates. The efficient coupling of a number of unactivated aryl chlorides and bromides with cyclic and acyclic secondary alcohols was achieved. This included the coupling of allylic alcohols for the first time in a Pd-catalyzed coupling process.

Pd catalyzed coupling of 1,2-dibromoarenes and anilines: Formation of N,N-diaryl-o-phenylenediamines

1,2-Dibromoarenes were coupled with aniline derivatives to yield N,N-diaryl-o-phenylenediamines in moderate to good yield using a palladium/phosphine or palladium/carbene catalyst system. Under similar conditions, 1,2,4,5-tetrabromobenzene was coupled with aniline derivatives to produce the corresponding tetrasubstituted derivatives which are oxidized on workup to yield azophenines. The sequential reaction of two different anilines with 1-chloro-2-iodobenzene afforded mixed N,N-diaryl-o-phenylenediamines.

Synthesis of annulated dioxins as electron-rich donors for cation radical salts

The synthesis of a series of new alkoxylated linearly annulated dioxins is described together with their cyclic voltammetric behavior and some preliminary result on their ability to form cation radical salts. Of these dioxins, seven (8, 12, 19, 21, 27, 33, 34) are the first representatives of entirely new heterocyclic systems. Dioxins 8, 21, 22 and 27 gave good quality cation radical salts upon electrocrystallization. Graphical Abstract

Halogenation Using Quaternary Ammonium Polyhalides. XIV. Aromatic Bromination and Iodination of Arenes by Use of Benzyltrimethylammonium Polyhalides-Zinc Chloride System

The reaction of arenes with benzyltrimethylammonium tribromide or benzyltrimethylammonium dichloroiodate in acetic acid in the presence of ZnCl2 at room temperature or at 70 deg C gave brome- or iodo-substituted arenes in good yield, respectively.