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1,2,4,5-Tetrabromobenzene is used in the synthesis of diethynyltriptycene-linked dipyridyl ligands, in the generation of dibenzyne. It is also used to produce 6,7-dibromo-1,4-epoxy-1,4-dihydronaphthalene at temperature of -23°C.
Jeremy J Kodanko.; Anna J Morys.; Stephen J Lippard. Synthesis of diethynyltriptycene-linked dipyridyl ligands. Organic Letters. 2005, 7 (21), 4585-4588.
Subash Chandra Sahoo.; Shashi Bhushan Sinha.; M S R N Kiran.; Upadrasta Ramamurty.; Arcan F Dericioglu.; C Malla Reddy.; Panče Naumov. Kinematic and mechanical profile of the self-actuation of thermosalient crystal twins of 1,2,4,5-tetrabromobenzene: a molecular crystalline analogue of a bimetallic strip. Journal of the American Chemical Society. 2013, 135 (37), 13843-13850.
For use in the generation of dibenzyne, and discussion of its trapping with various dienophiles, see: Org. Synth ., 75, 2001 (1997):
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c
Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant