32460-02-9

Basic information

• Product Name: 3,4-DIBROMOFURAN
• Synonyms: 3,4-DIBROMOFURAN;3,4-Dibromofurane;3,4-DIBROMOFURAN,97%
• CAS NO: 32460-02-9
• Molecular Formula: C₄H₂Br₂O
• Molecular Weight: 225.87
• Mol File: 32460-02-9.mol

Chemical Properties

• Melting Point: 6°C(lit.)
• Boiling Point: 166°C(lit.)
• Flash Point: 61.1 °C
• Appearance: /
• Density: 2.159 g/cm³
• Vapor Pressure: 1.4mmHg at 25°C
• Refractive Index: 1.5480 to 1.5520
• Storage Temp.: Refrigerated.
• CAS DataBase Reference: 3,4-DIBROMOFURAN(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIBROMOFURAN(32460-02-9)
• EPA Substance Registry System: 3,4-DIBROMOFURAN(32460-02-9)

Safety Data

• Hazardous Substances Data: 32460-02-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,4-DIBROMOFURAN is used as a synthetic intermediate for the preparation of norbormide analogs, which are compounds with potential pharmaceutical applications.
Used in Antioxidant Preparation:
3,4-DIBROMOFURAN is used as a synthetic intermediate for the preparation of 5,5'',6,6''-tetrahydroxy-3,3''-biindolyl, a potent antioxidant found in beetroot. This antioxidant has potential health benefits and can be used in various applications, such as in the food and supplement industries.

InChI:InChI=1/C4H2Br2O/c5-3-1-7-2-4(3)6/h1-2H

Upstream product

• 32460-04-1 3,4-dibromo-furan-2-carboxylic acid 
• 3234-02-4 2,3-dibromo-but-2-ene-1,4-diol 
• 110-65-6 1,4-dihydroxybut-2-yne 
• 21285-46-1 Trans-2,3-dibromo-2-butene-1,4-diol 

Downstream Products

• 176042-58-3 3-bromo-4-methylfuran 
• 22037-28-1 3-bromofurane 
• 505048-35-1 3,4-dibromo-2-phenylsulfanyl-furan 
• 696610-05-6 3,4-bis(4,5-di(benzyloxy)-2-nitrophenyl)furan 
• 1370477-95-4 3,4-bis(2-methyl-5-phenylthiophen-3-yl)furan 
• 52381-02-9 3,4-bis(4-methoxyphenyl)furan 
• 1430419-66-1 3,4-bis(4-methoxy-2-methylphenyl)furan 
• 1430419-67-2 3,4-bis(2-fluoro-4-methoxyphenyl)furan 
• 1430419-68-3 3,4-bis(2-chloro-4-methoxyphenyl)furan 

Relevant articles and documents

Thiophene-core estrogen receptor ligands having superagonist activity

To probe the importance of the heterocyclic core of estrogen receptor (ER) ligands, we prepared a series of thiophene-core ligands by Suzuki cross-coupling of aryl boronic acids with bromo-thiophenes and we assessed their receptor binding and cell biological activities. The disposition of the phenol substituents on the thiophene core, at alternate or adjacent sites, and the nature of substituents on these phenols, all contribute to binding affinity and subtype selectivity. Most of the bis(hydroxyphenyl)-thiophenes were ERβ selective, whereas the tris(hydroxyphenyl)-thiophenes were ERα selective; analogous furan-core compounds generally have lower affinity and less selectivity. Some diarylthiophenes show distinct superagonist activity in reporter gene assays, giving maximal activities 2-3 times that of estradiol, and modeling suggests that these ligands have a different interaction with a hydrogen-bonding residue in helix-11. Ligand-core modification may be a new strategy for developing ER ligands whose selectivity is based on having transcriptional activity greater than that of estradiol.

Synthesis and activity studies of analogues of the rat selective toxicant norbormide

Norbormide [5-(α-hydroxy-α-2-pyridylbenzyl)-7-(α-2-pyridylbenzylidene)-5-norbornene-2,3-dicarboximide] (NRB, 1), an existing but infrequently used rodenticide, is known to be uniquely toxic to rats but relatively harmless to other rodents and mammals. A series of NRB-related analogues were prepared to investigate the structural features responsible for, and the in vitro biological markers indicative of, in vivo lethality of the parent molecule in rats. Their synthesis and biological evaluation (vasoconstriction, vasodilation, mitochondrial dysfunction, cardiotoxicity and lethality) is described.

Total synthesis of 5,5′,6,6′-tetrahydroxy-3,3′-biindolyl, the proposed structure of a potent antioxidant found in beetroot (Beta vulgaris)

5,5′,6,6′-Tetrahydroxy-3,3′-biindolyl, the proposed structure of a phenolic antioxidant isolated from the red beetroot (Beta vulgaris), has been synthesised. The spectroscopic data of the synthetic material is not consistent with that reported for the natural product.

An improved synthesis of 3-substituted furans from substituted butene- 1,4-diols

A two-phase mixture of water and hexanes improves the yields of furans produced by the oxidation of butene-1,4-diols.

Synthesis of polysubstituted 3-thiofurans by regiospecific mono-ipso-substitution and ortho-metallation from 3,4-dibromofuran

The synthetic potential of 3,4-dibromofuran has been assessed by its conversion into 3,4-disubstituted furans via mono-S-ipso-substitution. The ability of 3-methylthio and 3-phenylthio substituents for directing the metallation at position α-relative to the substituent has allowed the regiospecific alkylation. It provides a straightforward approach to several 3-monothiosubstituted furans which are receiving increasing interest as odour and flavour chemicals.

Rotational spectra of isotopic furan-(argon)n, n=1,2, complexes and their vibrationally averaged structures

Pulsed nozzle Fourier transform microwave specroscopy has been used to observe the rotational spectrum of the furan-3,4-d2-(argon)2 van der Waaals complex.The rotational spectra of the furan-3-d-, furan-3,4-d2- and furan-d4-argon complexes have been measured in addition to the two previously measured isotopomers furan- and furan-2-d-argon.Rotational and quartic centrifugal distortion constants have been fitted for each isotopomer.Deuterium quadrupole coupling constants have been determined for the furan-3-d-argon complex from hyperfine splittings of the rotational transitions.A model considering the effects of large-amplitude van der Waals vibrations has been used for the determination of the intermolecular structural parameters.Argon has been located at a distance R=3.539(2) Angstroem from the center-of-mass of furan for the furan-argon complex.Argon has been found shifted towards the oxygen including an angle θ=9.7(2) deg between R and the principal axis c of furan.In the furan-(argon)2 complex, the two argon atoms assume symmetrical positions above and below the plane of furan with R and θ almost unchanged compared with the furan-argon complex.

Synthesis of Alkyl-2,3-dihydrothienofurans, Aroma Compounds of Coffee

Starting with 3,4-dihalofurans 1 and using furyllithium compounds as intermediates the 3-halo-4-(2-haloethyl)furans 3, 8-10, and 14 are synthesized.They are transformed into the corresponding 3-lithio-4-(2-haloethyl)furans which react with sulfur at -80 deg C to form lithium-3-thiolates and cyclize spontaneously at higher temperature to afford the 2,3-dihydrothienofurans 4, 11, and 15.By this reaction sequence 2,3-dihydro-6-methylthienofuran (kahweofuran) (4c), a roasting aroma component of coffee, is synthesized in 12percent overall yield.Eight mono-, di-, and trialkyl-substituted 2,3-dihydrothienofurans, its sulfoxide 5 as well as 4-formyl derivative 16 and the 4-methoxycarbonyl derivative 17 of kahweofuran are described.