53065-73-9

Basic information

• Product Name: 1-phenyl-1,12-dicarba-closo-dodecaborane
• Synonyms: 1-phenyl-1,12-dicarba-closo-dodecaborane
• CAS NO: 53065-73-9
• Molecular Weight: 220.325
• Mol File: 53065-73-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-phenyl-1,12-dicarba-closo-dodecaborane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-1,12-dicarba-closo-dodecaborane(53065-73-9)
• EPA Substance Registry System: 1-phenyl-1,12-dicarba-closo-dodecaborane(53065-73-9)

Safety Data

• Hazardous Substances Data: 53065-73-9(Hazardous Substances Data)

Upstream product

• 16390-61-7 1-phenyl-1,2-closo-C₂B₁₀H₁₁ 
• 20644-12-6 1,12-dicarbora-closo-dodecaborane 
• 626-44-8 1,3,5-Triiodobenzene 
• 591-50-4 iodobenzene 

Downstream Products

• 265987-30-2 1,12-PhCB₁₀H₁₀CC₆F₅ 
• 265987-31-3 1,4-(p-PhCB₁₀H₁₀C)2C₆F₄ 
• 1621596-16-4 1-(4-cyanophenyl)-12-phenyl-1,12-dicarba-closo-dodecaborane 
• 189301-20-0 bis(12-phenyl-1,12-dicarba-closo-dodecaboran-1-yl)mercury 
• 189301-09-5 1-phenyl-12-(trimethylstannyl)-1,12-dicarba-closo-dodecaborane 

Relevant articles and documents

Design and synthesis of nonsteroidal progesterone receptor antagonists based on C,C′-diphenylcarborane scaffold as a hydrophobic pharmacophore

The progesterone receptor (PR) plays important roles in multiple physiological processes, including female reproduction. Here, we report the synthesis of nonsteroidal PR antagonists containing a boron cluster as the hydrophobic core. We found that 1,7-diphenyl-meta-carborane was the preferred substructure among the three carborane isomers. Compound 39 was the most potent PR antagonist (IC50: 29 nM). Compound 41 also exhibited potent activity (IC50: 93 nM), and did not bind to androgen receptor, glucocorticoid receptor or mineralocorticoid receptor. These compounds may be useful for investigating potential clinical applications of PR modulators.

Toward a hexagonal grid polymer: Synthesis, coupling, and chemically reversible surface-pinning of the star connectors, 1,3,5- C6H3(CB10H10CX)3

A synthetic approach to a two-dimensional grid polymer is proposed and the execution of initial steps is described. Pd-catalyzed coupling of (1,12- dicarba-closo-dodecaboran-1-yl)copper (10) with iodobenzene, m-diiodobenzene, and 1,3,5-triiodobenzene yielded the known 1,12-dicarba-closo-dodecaboran-1- ylbenzene (3) and the new m-bis(1,12-dicarba-closo-dodecaboran-1-yl)benzene (4) and 1,3,5-tris(1,12-dicarba-closo-dodecaboran-1-yl)benzene (1), respectively. Each arm of the trigonal connector 1 was provided with one or two sticky tentacles by conversion to 1,3,5-tris[12-((3- (ethylthio)propyl)dimethylsilyl)-1,12-dicarba-closo-dodecaboran-1-yl]benzene (7) and 1,3,5-tris[12-(bis(3-(ethylthio)propyl)methylsilyl)-1,12-dicarba- closo-dodecaboran-1-yl]benzene (8). Linear coupling of carboranyl CH terminals through a mercury atom produced very stable dimeric structures from 3 and 4. The carborane 3, its mercury-linked dimer 13, the 1:1 complex of 13 with 2,2'-bipyridyl, and the 2:1 complex of 13 with 2,2'-bipyrimidyl have been structurally characterized by single-crystal X-ray crystallography, but crystals of 1 showed an intriguing disorder and could not be used for molecular structure determination. Grazing incidence IR spectra show that the tentacled species 7 and 8 adsorb firmly on the surface of gold, apparently without a strong preference for a particular orientation. At room temperature, the tritentacled species 7 can be removed readily and the hexatentacled species 8 more slowly by treatment with a THF solution containing fluoride, which severs the tentacles.