39081-91-9

Basic information

• Product Name: 2,5-DIBROMO-3,4-HEXANEDIONE, 95
• Synonyms: 2,5-DIBROMO-3,4-HEXANEDIONE, 95;2,5-dibromo-4-hexanedione;2,5-dibromo-3,4-hexanedione;2,5-dibromohexane-3,4-dione
• CAS NO: 39081-91-9
• Molecular Formula: C6H8Br2O2
• Molecular Weight: 271.93452
• EINECS: 254-275-9
• Mol File: 39081-91-9.mol

Chemical Properties

• Boiling Point: 101-103 °C/10 mmHg(lit.)
• Flash Point: 113 °C
• Appearance: /
• Density: 1.766 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0747mmHg at 25°C
• Refractive Index: n20/D 1.512(lit.)
• CAS DataBase Reference: 2,5-DIBROMO-3,4-HEXANEDIONE, 95(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIBROMO-3,4-HEXANEDIONE, 95(39081-91-9)
• EPA Substance Registry System: 2,5-DIBROMO-3,4-HEXANEDIONE, 95(39081-91-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• Hazardous Substances Data: 39081-91-9(Hazardous Substances Data)

Usage

Molecular weight

261.94

Type of compound

Dihalogenated ketone

Physical form

Yellow to brown crystalline solid

Solubility

Soluble in organic solvents such as acetone, chloroform, and ethyl acetate

Uses

Building block for organic synthesis reactions, production of pharmaceuticals, agrochemicals, and fine chemicals, reagent in chemical reactions, and building block in the production of other chemical compounds.

InChI:InChI=1/C6H8Br2O2/c1-3(7)5(9)6(10)4(2)8/h3-4H,1-2H3

Upstream product

• 4437-51-8 3,4-hexanedione 
• 67-66-3 chloroform 
• 7726-95-6 bromine 
• 4984-85-4 propioin 
• 6838-59-1 3,4-bis-trimethylsilanyloxy-hex-3-ene 

Downstream Products

• 103325-89-9 2,2'-bis-(N',N'-diphenyl-hydrazino)-5,5'-dimethyl-[4,4']bithiazolyl 
• 26494-10-0 4-hydroxy-2,5-dimethyl-2,3-dihydrothiophen-3-one 
• 1407185-31-2 C₂₄H₂₄N₂O₄S₂ 
• 1407185-30-1 C₂₄H₂₆O₄S₂ 

Relevant articles and documents

Synthesis and thermal, fluorescence and structural studies of mixed-ligand lead(II) complexes with 2,2'-diamino-5,5'-dimethyl-4,4'-bithiazole

The synthesized ligand (DADMBTZ = 2,2'-diamino-5,5'-dimethyl-4,4'- bithiazole) is used for preparing these two new 1: 2 adducts of [Pb(DADMBTZ)2(NO3)X] X = CH3COO (1) and CLO4 (2) complexes. Characterization was done by IR, 1H-and 13C-NMR spectroscopy, elemental analysis, and single crystal X-ray determination. UV-Vis and fluorescence spectra were studied. Thermal stabilities of 1 and 2 were studied by thermal gravimetric (TG) and differential thermal analysis (DTA). The coordination number of Pb in 1 is seven (four by the chelating DADMBTZ, two oxygens of acetate and one oxygen of nitrate), whereas in 2 it is five (four by the chelating DADMBTZ and one oxygen of nitrate). Coordination geometries of 1 and 2 show a possible vacant site around Pb(II), occupied possibly by a stereoactive lone pair of electrons on lead(II); coordination around lead is hemidirected with a significant gap trans to chelating DADMBTZ, nitrate, and acetate. Both 1 and 2 make 3-D networks via N-H O and N-H N hydrogen bonds; O-H O hydrogen bonds are found in the network for 1.

SYNTHESIS, CRYSTAL STRUCTURE, AND DFT INSIGHT OF A NEW TRIGONAL BIPYRAMIDAL ZINC(II) COMPLEX

Abstract: Bithiazole is considered as a domain of bleomycin which is countered as a chemotherapeutic drug to treat many types of cancer. Hence, the trend towards the design of model compounds containing the bithiazole moiety is increased recently. In this regard, the 2,2′-diamino-5,5′-dimethyl-4,4′-bithiazole organic ligand (L) is synthesized via a condensation reaction of 3,4-diaminobenzophenone with 2,3-butanedione monoxime. Moreover, its zinc(II) complex [Zn(L)3](NO3)2CH3OH (ZnL3) is synthesized and subsequently characterized by various analytical techniques, including Infrared spectroscopy, proton nuclear magnetic resonance, carbon nuclear magnetic resonance, thermal gravimetric-differential thermal analysis, and single crystal X-ray diffraction. Based on single crystal X-ray data, the ZnL3 complex belongs to the triclinic system with the space group P-1. In ZnL3, one of L ligands acts as a monodentate ligand to form the five-coordinated Zn(II) complex, giving a distorted trigonal bipyramidal geometry around the metal atom. Finally, UV-Vis and fluorescence spectroscopy is used to investigate the photophysical properties of the material explained via density functional theory.

Method for alpha-position bromination of adjacent diketone

The invention discloses a method for alpha-position bromination of adjacent diketone and belongs to the technical field of halogenating reaction. The method includes: adding adjacent diketone and bromate in a halogenated solvent, dropwise adding hydrogen bromide under the condition of 10-40DEG C, wherein molar ratio of adjacent diketone, bromate and hydrogen bromide is 1:0.7-1.2:2.0-5.0; after dropwise adding, slowly raising the temperature to be 30-50DEG C for stirring reaction, and 1-10 hours after stirring reaction, performing standing reaction for 2-12 hours at 30-50DEG C; after reaction,adding or not adding an extracting agent and taking a corresponding bromide product obtained from organic-phase separation. The bromate and hydrogen bromide which have oxidizability are taken as bromide reagents for bromination, high electricity and stable and safe reaction are achieved, generation of by-products is obviously reduced, yield is improved to some extent, and material transportation and storage is safe; in aftertreatment of feed liquid, the product can be separated by direct liquid separation, and the high-purity product can be obtained through simple distillation.

Potential use of alginate beads as a chondrocyte delivery vehicle and stepwise dissolving porogen in a hydrogel scaffold for cartilage tissue engineering

The submicron- or nano-sized pores and uncontrollable degradation of conventional hydrogels have severely constrained cell growth and neo-tissue formation. In this study, alginate beads are explored as both delivery vehicles of chondrocytes and stimuli-responsive porogens within hydrogel scaffolds for cartilage tissue engineering. A typical chondroitin sulfate (CS)-alginate beads composite gel (CS-ABG) is fabricated by photo-encapsulating alginate beads into the CS gel, and subsequently batch-wise dissolution and leaching out of the alginate beads is achieved by twice exposing CS-ABG to chelating agents. The combining and gradual removal of alginate beads effectively modulate the gel's physical properties (e.g. swelling ratio, crosslink density) as well as create macro-scale cavities within CS-ABG. The efficacy of CS-ABG as a scaffold for cartilage tissue engineering is compared with a conventional photocrosslinked CS gel (CS-G). The CS-ABG constructs are developed by co-encapsulating chondrocytes and cell-laden alginate beads within the CS gel body and undergo EDTA treatment on day 7 and 14 of culture, respectively, for stepwise removal of the alginate beads. The chondrocytes cultured in CS-ABG constructs exhibit higher cell viability and proliferation, enhanced cartilage-specific gene expressions as well as ECM production compared with those in CS-G constructs. This study demonstrates the potential of alginate beads as cell delivery vehicles and gradually dissolving porogens within gel scaffolds for cartilage tissue engineering.