21285-46-1

Basic information

• Product Name: TRANS-2,3-DIBROMO-2-BUTENE-1,4-DIOL
• Synonyms: DIBROMO(-2,3)-2-BUTENE-1,4-DIOL;trans-1,4-Dihydroxy-2,3-dibromo-2-butene;1,4-Dihydroxy-2,3-dibromo-2-butene;2,3-Dibromobutene-1,4-diol;2-Butene-1,4-diol, 2,3-dibromo-;(E)-2,3-dibroMobut-2-ene-1,4-diol;trans-2,3-Dibromo-2-butene-1,4-diol;TRANS-2,3-DIBROMO-1,4-DIHYDROXY-2-BUTENE
• CAS NO: 21285-46-1
• Molecular Formula: C₄H₆Br₂O₂
• Molecular Weight: 245.9
• EINECS: 221-779-5
• Mol File: 21285-46-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 112-114 °C(lit.)
• Boiling Point: 318.1 °C at 760 mmHg
• Flash Point: 146.2 °C
• Appearance: /
• Density: 2.252 g/cm³
• Solubility: soluble in Methanol
• PKA: 12.81±0.10(Predicted)
• BRN: 1720775
• CAS DataBase Reference: TRANS-2,3-DIBROMO-2-BUTENE-1,4-DIOL(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS-2,3-DIBROMO-2-BUTENE-1,4-DIOL(21285-46-1)
• EPA Substance Registry System: TRANS-2,3-DIBROMO-2-BUTENE-1,4-DIOL(21285-46-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• RTECS: EM6910000
• TSCA: Yes
• Hazardous Substances Data: 21285-46-1(Hazardous Substances Data)

Usage

General Description

Trans-2,3-dibromo-2-butene-1,4-diol, also known as TBE-24, is a synthetic, halogenated butene diol. It is characterized by its bromine atoms at positions 2 and 3 and hydroxyl groups at positions 1 and 4 on the carbon chain. Due to its reactive properties, this organic compound is mainly used in the chemical industry as an intermediate in the production of other compounds. It is also a chemical reagent used in laboratories for various forms of research. Although information about its toxicity, environmental impact, and handling precautions is limited, it's generally advised to handle with care to avoid any potential hazards. Like many other chemicals, it's highly recommended to use it in a controlled environment and adhere to safety regulations and protocols.

Upstream product

• 110-65-6 1,4-dihydroxybut-2-yne 

Downstream Products

• 488-11-9 mucobromic acid 
• 105456-31-3 2,3-dibromo-1,4-diphenyl-but-2-ene 
• 32460-02-9 3,4-dibromofuran 
• 21577-50-4 mucobromic acid 
• 149418-41-7 3,4-dibromo-2(5H)-furanone 
• 110-65-6 1,4-dihydroxybut-2-yne 

Relevant articles and documents

Preparation method of (E)-2, 3-dibromo-2-butene-1, 4-diol

The invention discloses a preparation method of (E)-2, 3-dibromo-2-butene-1, 4-diol. The method consists of the steps of: (1) preparing an aqueous solution of the mixture of 2-butyne-1, 4-diol, a bromide and a bromate; (2) adding dilute sulfuric acid into the aqueous solution of the mixture dropwise at certain temperature, then further carrying out reaction for 10-120min, and then ending the reaction; and (3) conducting pumping filtration, recrystallization, drying and other steps on the reaction product, thus obtaining a white (E)-2, 3-dibromo-2-butene-1, 4-diol crystal. The method provided by the invention has the advantages of low cost, simple operation, safety, environmental protection, high selectivity, few by-product, high yield, etc.

Brominated methanes as photoresponsive molecular storage of elemental Br2

The photochemical generation of elemental Br2 from brominated methanes is reported. Br2 was generated by the vaporization of carbon oxides and HBr through oxidative photodecomposition of brominated methanes under a 20 W low-pressure mercury lamp, wherein the amount and situations of Br2 generation were photochemically controllable. Liquid CH 2Br2 can be used not only as an organic solvent but also for the photoresponsive molecular storage of Br2, which is of great technical benefit in a variety of organic syntheses and in materials science. By taking advantage of the in situ generation of Br2 from the organic solvent itself, many organobromine compounds were synthesized in high practical yields with or without the addition of a catalyst. Herein, Br2 that was generated by the photodecomposition of CH2Br2 retained its reactivity in solution to undergo essentially the same reactions as those that were carried out with solutions of Br2 dissolved in CH 2Br2 that were prepared without photoirradiation. Furthermore, HBr, which was generated during the course of the photodecomposition of CH2Br2, was also available for the substitution of the OH group for the Br group and for the preparation of the HBr salts of amines. Furthermore, the photochemical generation of Br2 from CH2Br2 was available for the area-selective photochemical bleaching of natural colored plants, such as red rose petals, wherein Br2 that was generated photochemically from CH 2Br2 was painted onto the petal to cause radical oxidations of the chromophoric anthocyanin molecules. The generation of Br 2 from brominated methanes occurred upon photoirradiation under O2. The solutions that contained elemental Br2 were useful for the synthesis of organobromine compounds and the macroscopic photochemical bleaching of colored plants. Copyright

A new recyclable ditribromide reagent for efficient bromination under solvent free condition

1,2-Dipyridiniumditribromide-ethane (DPTBE) has been synthesized and explored as a new efficient brominating agent. The crystalline ditribromide reagent is stable for months and acts as a safe source of bromine requiring just 0.5 equiv for complete bromination. It has high active bromine content per molecule and shows a remarkable reactivity compared to other tribromide reagents toward various substrates by just grinding the reagent and substrates in a porcelain mortar at room temperature. No organic solvent has been used during any stage of the reaction for substrates giving product as solid. Product can easily be isolated by just washing the highly water soluble 1,2- dipyridiniumdibromide-ethane (DPDBE) from the brominated product. The spent reagent can be recovered, regenerated, and reused without any significant loss.