615-59-8

Basic information

• Product Name: 2,5-Dibromotoluene
• Synonyms: 1,4-dibromo-2-methyl-benzen;2,5-dibromotuluene;Benzene,1,4-dibromo-2-methyl-;Toluene, 2,5-dibromo-;Toluene,2,5-dibromo-;2,5-DIBROMOTOLUENE;1,4-dibromo-2-methyl-benzene;f,5-DIBROMOTOLUENE, 98%
• CAS NO: 615-59-8
• Molecular Formula: C₇H₆Br₂
• Molecular Weight: 249.93
• EINECS: 210-437-0
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Halides;Phenyls & Phenyl-Het;Halogen toluene;Bromine Compounds;Phenyls & Phenyl-Het;Aryl;C7;Halogenated Hydrocarbons;Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 615-59-8.mol

Chemical Properties

• Melting Point: 5-6 °C
• Boiling Point: 135-136 °C (35 mmHg)
• Flash Point: 110°C
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.815 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0744mmHg at 25°C
• Refractive Index: 1.601-1.603
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• BRN: 1859123
• CAS DataBase Reference: 2,5-Dibromotoluene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dibromotoluene(615-59-8)
• EPA Substance Registry System: 2,5-Dibromotoluene(615-59-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-37/39-26
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 615-59-8(Hazardous Substances Data)

Usage

Uses

Used in Analytical Chemistry:
2,5-Dibromotoluene is used as an internal standard for the quantification of cyanide and thiocyanate in human saliva by Gas Chromatography-Mass Spectrometry (GC-MS). Its stable and predictable behavior under GC-MS conditions makes it an ideal candidate for accurate and reliable measurements in this application.
Used in Polymer Synthesis:
In the field of polymer chemistry, 2,5-dibromotoluene is utilized in the preparation of 2,5-bis(4′-alkoxycarbonylphenyl)styrenes. These are essential monomers required for the synthesis of mesogen-jacketed liquid-crystal polymers. The unique structure of 2,5-dibromotoluene contributes to the formation of these monomers, which are crucial for creating advanced polymer materials with specific properties and applications in various industries.

InChI:InChI=1/C7H6Br2/c1-5-4-6(8)2-3-7(5)9/h2-4H,1H3

Upstream product

• 95-46-5 2-methylphenyl bromide 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 537-92-8 3-Methylacetanilide 
• 6933-10-4 amino-5-bromo-2-toluene 
• 583-75-5 4-Bromo-2-methylaniline 
• 591-17-3 meta-bromotoluene 
• 7726-95-6 bromine 
• 7553-56-2 iodine 

Downstream Products

• 7697-28-1 4-bromo-3-methylbenzoic acid 
• 610-71-9 2,5-dibromobenzoic acid 
• 5156-01-4 2-methylterephthalic acid 
• 3278-88-4 2,4,5-tribromotoluene 
• 55984-93-5 2-methyl-1,4-dicyanobenzene 
• 101420-82-0 1,4-dibromo-2-methyl-3,5-dinitro-benzene 
• 219310-40-4 1,4-dibromo-2-methyl-5-nitrobenzene 
• 84910-82-7 2,5-bis-(methylthio)toluene 
• 108780-74-1 2,2'-(4'-bromo-3'-methyl<1,1'-biphenyl>-2,6-diyl)bis<4,5-dihydro-4,4-dimethyloxazoline> 
• 213478-10-5 2,2'-(2-Methyl-1,4-phenylenediamino)bisbenzoic acid 
• 136105-40-3 1,4-dibromo-2-(bromomethyl)benzene 
• 255380-81-5 2-methyl-1,4-bis[2-(4-propionyloxypropyloxyphenyl)ethenyl]benzene 
• 68837-59-2 4-bromo-2-methylbenzoic acid 
• 116779-85-2 2,3,6-tribromo-toluene 

Relevant articles and documents

Highly efficient Sandmeyer reaction on immobilized CuI/CuII-based catalysts

Highly effective embodiment of Sandmeyer reaction has been revealed for Cu-based catalysts incorporating ionic liquid on Silochrom support. The most active catalyst (TOF = = 4000–8000 h–1) contains comparable amounts of cuprous and cupric chloride anions. The reported method allows one to carry out the reaction for anilines in the one-pot mode.

HALOGEN SUBSTITUTED METALLOCENE COMPOUNDS FOR OLEFIN POLYMERIZATION

A metallocene compound is represented by the formula (1): wherein: M is a Group 3, 4, 5 or 6 transition metal atom, or a lanthanide metal atom, or actinide metal atom, preferably a Group 4 transition metal atom selected from titanium, zirconium or hafnium; E is a substituted or unsubstituted monocyclic or polycyclic arenyl ligand pi-bonded to M; A is a substituted or unsubstituted polycyclic arenyl ligand that is pi-bonded to M and has a different ring structure than the E ligand; at least one of the A and E ligands includes at least one halogen substituent directly bonded to an sp2 carbon at a bondable ring position; Y is a bridging group containing at least one Group 13, 14, 15, or 16 element and any single position of the ring structure of A and to any single position of the ring structure of E; and y is zero or 1, indicating the absence (y = 0) or presence (y =1) of Y; and each X is a univalent anionic ligand, or two X are joined and bound to the metal atom to form a metallocycle ring, or two X are joined to form a chelating ligand, a diene ligand, or an alkylidene ligand; provided that when E is an unsubstituted cyclopentadienyl ligand, either y is one or A is not 2-bromofluorenyl or 2,7-dibromofluorenyl.

Halogen substituted metallocene compounds for olefin polymerization

A metallocene compound is represented by the formula (1): wherein: M is a Group 3, 4, 5 or 6 transition metal atom, or a lanthanide metal atom, or actinide metal atom, preferably a Group 4 transition metal atom selected from titanium, zirconium or hafnium; E is a substituted or unsubstituted monocyclic or polycyclic arenyl ligand pi-bonded to M; A is a substituted or unsubstituted polycyclic arenyl ligand that is pi-bonded to M and has a different ring structure than the E ligand; at least one of the A and E ligands includes at least one halogen substituent directly bonded to an sp2 carbon at a bondable ring position; Y is a bridging group containing at least one Group 13, 14, 15, or 16 element and any single position of the ring structure of A and to any single position of the ring structure of E; and y is zero or 1, indicating the absence (y=0) or presence (y=1) of Y; and each X is a univalent anionic ligand, or two X are joined and bound to the metal atom to form a metallocycle ring, or two X are joined to form a chelating ligand, a diene ligand, or an alkylidene ligand; provided that when E is an unsubstituted cyclopentadienyl ligand, either y is one or A is not 2-bromofluorenyl or 2,7-dibromofluorenyl.

Heteroatom bridged metallocene compounds for olefin polymerization

This invention relates to a transition metal compound represented by the formula: wherein M is a group 3, 4, 5 or 6 transition metal atom, or a lanthanide metal atom, or actinide metal atom; E is: 1) a substituted or unsubstituted indenyl ligand that is bonded to Y through the four, five, six or seven position of the indenyl ring, or 2) a substituted or unsubstituted heteroindenyl ligand that is bonded to Y through the four, five or six position of the heteroindenyl ring, provided that the bonding position is not the same as the position of the ring heteroatom, or 3) a substituted or unsubstituted fluorenyl ligand that is bonded to Y through the one, two, three, four, five, six, seven or eight position of the fluorenyl ring, or 4) a substituted or unsubstituted heterofluorenyl ligand that is bonded to Y through the one, two, three, four, five or six position of the heteroindenyl ring, provided that the bonding position is not the same as the position of the ring heteroatom; A is a substituted or unsubstituted cyclopentadienyl ligand, a substituted or unsubstituted heterocyclopentadienyl ligand, a substituted or unsubstituted indenyl ligand, a substituted or unsubstituted heteroindenyl ligand, a substituted or unsubstituted fluorenyl ligand, a substituted or unsubstituted heterofluorenyl ligand, or other mono-anionic ligand; Y is a Group 15 or 16 bridging heteroatom substituent that is bonded via the heteroatom to E and A; and X are, independently, univalent anionic ligands, or both X are joined and bound to the metal atom to form a metallocycle ring, or both X join to form a chelating ligand, a diene ligand, or an alkylidene ligand. This invention further relates to catalyst systems comprising the above transiotioon metal compounds, activators and optional supports and their use to polymerize or oligomerize olefins.