608-21-9

Basic information

• Product Name: 1,2,3-TRIBROMOBENZENE
• Synonyms: 1,2,3-TRIBROMOBENZENE;Benzene, 1,2,3-tribroMo- 1,2,3-TribroMobenzene
• CAS NO: 608-21-9
• Molecular Formula: C₆H₃Br₃
• Molecular Weight: 314.8
• EINECS: 200-258-5
• Product Categories: pharmacetical
• Mol File: 608-21-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 89.8℃
• Boiling Point: 271°C (rough estimate)
• Appearance: /
• Density: 2.658 g/cm3 (10 ºC)
• Refractive Index: 1.6340 (estimate)
• Storage Temp.: 2-8°C
• Solubility: soluble in Toluene
• CAS DataBase Reference: 1,2,3-TRIBROMOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-TRIBROMOBENZENE(608-21-9)
• EPA Substance Registry System: 1,2,3-TRIBROMOBENZENE(608-21-9)

Safety Data

• Hazardous Substances Data: 608-21-9(Hazardous Substances Data)

Usage

Uses

1,2,3-Tribromobenzene is an organic chemical reagent used in the synthesis of cis-trikentrin B as well as in the synthesis of diphenyl ethers for induction of CYP1A via the receptor mediated pathway.

Upstream product

• 109-95-5 ethyl nitrite 
• 609-16-5 3,4,5-tribromoaniline 
• 608-30-0 2,6-dibromoaniline 
• 21521-51-7 2,4,6-tribromoiodobenzene 
• 10034-85-2 hydrogen iodide 
• 108-46-3 recorcinol 
• 109-00-2 3-HYDROXYPYRIDINE 
• 626-39-1 1,3,5-trisbromobenzene 
• 1317-39-1 copper(I) oxide 
• 99-09-2 3-nitro-aniline 
• 53324-38-2 4-bromo-3-nitroaniline 
• 13402-32-9 1,3-dibromo-2-nitrobenzene 
• 39150-45-3 3,5-dibromosulfanilamide 
• 108-36-1 1,3-dibromobenzene 

Downstream Products

• 3460-20-6 1,2,3-tribromo-5-nitrobenzene 
• 96558-72-4 1,2,3-tribromo-4-nitrobenzene 
• 130373-55-6 2,3,4-tribromo-1,5-dinitro-benzene 
• 51686-79-4 2,4,6-tribromo-1,3-dinitrobenzene 
• 73654-83-8 2,3,4-tribromo-benzenesulfonic acid 
• 51100-94-8 4-(3-morpholinophenyl)morpholine 
• 92-53-5 4-Phenylmorpholine 
• 601-84-3 2,6-dibromobenzoic acid 
• 603-78-1 2,3-dibromobenzoic acid 
• 108-86-1 bromobenzene 
• 92-06-8 1,3-diphenylbenzene 
• 2113-57-7 3-bromobiphenyl 
• 642-95-5 2,3,4-tribromoaniline 

Relevant articles and documents

Total synthesis of (±)-cis-trikentrin B via intermolecular 6,7-indole aryne cycloaddition and Stille cross-coupling

An efficient total synthesis of the annulated indole natural product (±)-cis-trikentrin B was accomplished by means of a regioselectively generated 6,7-indole aryne cycloaddition via selective metal-halogen exchange from a 5,6,7-tribromoindole. The unaffected C-5 bromine was subsequently used for a Stille cross-coupling to install the butenyl side chain and complete the synthesis. This strategy provides rapid access into the trikentrins and the related herbindoles, and represents another application of this methodology to natural products total synthesis. The required 5,6,7-indole aryne precursor was prepared using the Leimgruber-Batcho indole synthesis.

An improved method for the bromination of metalated haloarenes via lithium, zinc transmetalation: A convenient synthesis of 1,2-dibromoarenes

A facile protocol for the synthesis of 1,2-dibromoarenes is described. A standard ortho-lithiation/bromination procedure, when applied to bromoarenes, resulted in poor yields of the corresponding 1,2-dibromoarenes (13-62% yield). However, transmetalation

Biphenylene dimer. Molecular fragment of a two-dimensional carbon net and double-stranded polymer

Biphenylene dimers, which may be considered as 'macrocyclic' 2 x 2 fragments of net 1 and dimeric fragments of a double-stranded polymer, 5, are prepared. X-ray crystallography on two polymorphs of the dimer 9 reveals that its bond alternation is analogous to that in biphenylene; the tetraphenylene part of 9 has approximately C(2h) symmetry with a small dihedral angle (.-,M+ (M = Li, K) and 92-,2M+ (M = Li, K), were generated and characterized by ESR, NMR, and UV-vis spectroscopies. The spectral data for the dianions are compatible with classical structures; no evidence for 'in-plane aromaticity' is found. For polymer 5, a localized band and large density of states near the Fermi level are found, using extended Huckel theory calculations.