3720-09-0

Basic information

• Product Name: (Z)-1,2-Dibromo-1,2-diphenylethene
• Synonyms: (Z)-1,2-Dibromo-1,2-diphenylethene;(Z)-α,β-Dibromostilbene
• CAS NO: 3720-09-0
• Molecular Formula: C₁₄H₁₀Br₂
• Molecular Weight: 0
• Mol File: 3720-09-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 366°C at 760 mmHg
• Flash Point: 204.5°C
• Appearance: /
• Density: 1.643g/cm³
• Vapor Pressure: 3.17E-05mmHg at 25°C
• Refractive Index: 1.664
• CAS DataBase Reference: (Z)-1,2-Dibromo-1,2-diphenylethene(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1,2-Dibromo-1,2-diphenylethene(3720-09-0)
• EPA Substance Registry System: (Z)-1,2-Dibromo-1,2-diphenylethene(3720-09-0)

Safety Data

• Hazardous Substances Data: 3720-09-0(Hazardous Substances Data)

Usage

Description

(Z)-1,2-Dibromo-1,2-diphenylethene, commonly known as stilbene dibromide, is a chemical compound characterized by its molecular formula C14H10Br2. It presents as a colorless crystalline solid that exhibits solubility in organic solvents while being insoluble in water. (Z)-1,2-Dibromo-1,2-diphenylethene is recognized for its versatile applications across various industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
(Z)-1,2-Dibromo-1,2-diphenylethene is used as a precursor for the synthesis of various pharmaceutical compounds. Its role in creating new drugs is significant, as it can be manipulated to form a range of medicinally relevant molecules.
Used in Dye Industry:
Stilbene dibromide is utilized as a starting material in the production of dyes. Its chemical structure allows for the creation of a variety of colored compounds, making it a valuable asset in the development of new dyes.
Used in Pesticide Industry:
In the pesticide industry, (Z)-1,2-Dibromo-1,2-diphenylethene is employed as a chemical intermediate. Its properties contribute to the formulation of effective pesticides that are designed to protect crops and control pests.
Used in Organic Chemistry:
As a reagent in organic chemistry, (Z)-1,2-Dibromo-1,2-diphenylethene is used in the preparation of Wittig reagents. These reagents are essential tools in the synthesis of complex organic molecules, particularly in the formation of olefins.
Used in Polymer Chemistry:
Stilbene dibromide is also used as a crosslinking agent in polymer chemistry. Its ability to form covalent bonds with polymer chains enhances the stability and durability of the resulting materials, making it a valuable component in the production of certain plastics and elastomers.
Safety Precautions:

InChI:InChI=1/C14H10Br2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10H/b14-13-

Upstream product

• 501-65-5 diphenyl acetylene 
• 151416-94-3 (Z)-2,2'-[1,2-(biphenyl)eth-1-ene-1,2-diyl]bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 
• 108-88-3 toluene 
• 2489-03-4 tribromomethylbenzene 
• 15219-34-8 Oxalyl bromide 
• 3469-17-8 2-diazo-1,2-diphenylethan-1-one 
• 4541-89-3 2-chloro-1,1-diphenylethene 

Downstream Products

• 501-65-5 diphenyl acetylene 
• 882-33-7 diphenyldisulfane 
• 134-81-6 benzil 
• 5088-12-0 acetic acid-(α'-bromo-stilben-α-yl ester) 
• 1212-08-4 S-Phenyl benzenethiosulfonate 

Relevant articles and documents

Halodeboronation of organotrifluoroborates using tetrabutylammonium tribromide or cesium triiodide

Halodeboronation of organotrifluoroborates using commercially available tetrabutylammonium tribromide (TBATB) or cesium triiodide in aqueous medium is reported. The mild, transition metal-free method has proven to be tolerant of a wide range of functional groups. High regio- and chemoselectivity are observed. Two synthetic routes to (Z)-dibromoalkenes from alkynes, through stereodefined (Z)-2-bromoalkenyltrifluoroborates and (Z)-1,2-bis(boryl) alkenyltrifluoroborates, have been developed using the TBATB mediated bromodeboronation as the key step.

Spectroscopic and theoretical investigations of electrophilic bromination reactions of alkynes: The first evidence for π complexes as reaction intermediates

A bromine-alkyne π complex (λmax = 294 nm) of 1:1 stoichiometry has been observed for the first time in the course of the bromination of 1-phenylpropyne by means of a diode-array stopped-flow technique. The formation enthalpy and entropy (ΔHsu

THE BROMINATION OF METHYLARENES WITH NBS BY IRRADIATION USING A TUNGSTEN LAMP. PREPARATION OF BENZOTRIBROMIDES

Bromination of toluene and its meta- and para-substituted derivatives with NBS by irradiation using a tungsten lamp gave benzotribromides and cis- and trans-1,2-dibromo-1,2-diaryl-ethylenes, while ortho-substituted toluenes gave benzal bromides. o-Xylene gave tetra- and pentabromides and m-xylene afforded a mixture of dibromodiarylethylenes.