626-15-3

Basic information

• Product Name: 1,3-Bis(bromomethyl)benzene
• Synonyms: 1,3-bis(bromomethyl)-benzen;a,a'-m-Xylene dibromide;alpha,alpha'-Dibromo-meta-xylene;benzene,1,3-bis(bromomethyl)-;m-(Bromomethyl)benzyl bromide;m-alpha,alpha'-Dibromoxylene;m-Bis(bromomethyl)benzene;m-Xylene, a,a'-dibromo-
• CAS NO: 626-15-3
• Molecular Formula: C₈H₈Br₂
• Molecular Weight: 263.96
• EINECS: 210-931-6
• Product Categories: Halides;Aromatic Halides (substituted);Aryl;Building Blocks;C8;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 626-15-3.mol
• Article Data: 31

Chemical Properties

• Melting Point: 74-77 °C(lit.)
• Boiling Point: 135-140 °C20 mm Hg(lit.)
• Flash Point: 138.1 °C
• Appearance: White to brown/Crystalline Powder and Chunks
• Density: 1.9590
• Refractive Index: 1.6113 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: dioxane: 0.1 g/mL, clear, colorless
• Water Solubility: Insoluble in water.
• BRN: 971085
• CAS DataBase Reference: 1,3-Bis(bromomethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Bis(bromomethyl)benzene(626-15-3)
• EPA Substance Registry System: 1,3-Bis(bromomethyl)benzene(626-15-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37
• RIDADR: UN 3448 6.1/PG 2
• WGK Germany: 3
• F: 8-19-21
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 626-15-3(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

Uses

Different sources of media describe the Uses of 626-15-3 differently. You can refer to the following data:
1. 1,3-Bis(bromomethyl)benzene has been used in preparation of four novel dinuclear half-titanocenes with meta - and ortho xylene bridges as new metallocenes 1 . It was used in the synthesis of dissymmetrical bis -macrocyclic salt 2 .
2. It is used in preparation of four novel dinuclear half-titanocenes with?meta- and?orthoxylene bridges as new metallocenes. It was used in the synthesis of dissymmetrical bis-macro cyclic salt.

General Description

α,α′-Dibromo-m-xylene can cross-link and cyclize peptides containing two cysteine residues.

Purification Methods

Crystallise it from acetone or *benzene, and fractionally distil it under vacuum. [Wenner Org Chem 17 527 1952, Beilstein 5 H 374, 5 I 184, 5 II 294, 5 III 839, 5 IV 946.]

Upstream product

• 626-18-6 1,3-dimethanol benzene 
• 558-13-4 carbon tetrabromide 
• 108-38-3 m-xylene 
• 7726-95-6 bromine 
• 56-23-5 tetrachloromethane 
• 38461-17-5 3,5-dimethylenecyclohexene 
• 42546-17-8 isophthalic aldehyde dihydrazone 

Downstream Products

• 75545-77-6 1,3-bis-piperidinomethyl-benzene 
• 66753-58-0 1,1'-bis(pyridinium)-1,3-phenyldimethylene dibromide 
• 109511-52-6 1,1'-m-xylylenedioxy-bis-pyridinium; dibromide 
• 105961-95-3 1,3-bis(phenylthio)methylbenzene 
• 66434-07-9 α,α'-bis(2-methoxyphenoxy)-m-xylene 
• 36302-87-1 tetra-N-phenyl-m-xylylenediamine 
• 29549-96-0 N,N'-bis-(2-nitro-phenyl)-m-xylylenediamine 
• 1477-55-0 1,3-di(aminomethyl)benzene 
• 120-12-7 anthracene 
• 10403-76-6 1,3-bisphenoxymethylbenzene 
• 87577-79-5 C₂₀H₂₂N₂S₂⁽²⁺⁾*2Br^(1-) 
• 79854-06-1 N,N,N',N'-tetrakis{2-(2-pyridyl)ethy}-α,α'-diamino-m-xylene 
• 73636-41-6 2-([3-[(2-hydroxyethoxy)methyl]phenyl]methoxy)ethanol 
• 70606-45-0 1,3-bis(t-butylthiomethyl)benzene 

Relevant articles and documents

A new fluorescent probe based on quinoline for detection of Al3+ and Fe3+ with "off-on-off" response in aqueous solution

A new quinoline-based fluorescent probe 1 has been designed and synthesized. Fluorescence emission spectra of the probe showed red-shift and obvious enhancement of fluorescent intensity upon the addition of Al3+ (turn-on). 1-Al3+ showed high selectivity for Fe3+ over other metal ions, and eliminated the interference of Al3+ during Fe3+ detection (turn-off). It showed highly selective relay recognition of Al3+ and Fe3+via a fluorescence "off-on-off" mechanism. Fluorescence spectra indicated that the response of 1-Al3+ to Fe3+ was caused by central metal displacement. The detection limits for the analysis of Al3+ and 1-Al3+-Fe3+ ions were calculated to be 2.20 × 10-6 M and 1.96 × 10-5 M, respectively. Living HeLa cell imaging studies revealed that the probe was cell-permeable and it could be used to detect intracellular Al3+ and Fe3+ ions.

Study on the synthesis of novel fluorescent macrocyclic sensors and their sensitive properties for Cu2+ and Fe3+ in aqueous solution

In this work, we synthesised and characterised three novel fluorescence macrocyclic sensors containing optically active dansyl groups. The studies for the interaction of the synthesised compounds with various mental ions (Li+, Na+, K+, Ag+, Mg2+, Ca2+, Ba2+, Pb2+, Zn2+, Co2+, Cd2+, Hg2+, Ni2+, Cu2+, Mn2+, Cr3+, Al3+, Fe3+) were performed by fluorescence titration, Job’s plot, ESI-MS and DFT calculations. The results showed that the sensors 1a–1c displayed selective recognition for Cu2+ and Fe3+ ions and formed stoichiometry 1:1 complex through PET mechanism in DMSO/H2O solution (1:1, v/v, pH 7.4 of HEPES). The binding constant (K) and detection limit were calculated.

Improved Halogenation of Methyl Aromatics and Methyl Heteroaromatics: Unexpected Reactivity of Tetrahalogeno-diphenylglycolurils

1,3,4,6-Tetrachloro (TCDGU) and 1,3,4,6-tetrabromo-3α,6α-diphenylglycolurils smooth halogen oxidizers have been exploited in a new direction as reagents for free radical substitution toward some N-halosuccinimide nonreactive bis-heterocycles. An unexpected selectivity and reactivity were observed with methyl benzenes, methyl heterocycles, and methyl-bis-heterocycles of interest. A chemometric study has been performed to optimize five independent factors of the chlorination reaction with TCDGU. The predictive model was established either for the halogenation conversion and the ratio of monochlorination.