6077-10-7

Basic information

• Product Name: bis(phenylethynyl)mercury
• Synonyms: Bis(phenylethynyl)mercury; mercury, bis(2-phenylethynyl)-
• CAS NO: 6077-10-7
• Molecular Formula: C₁₆H₁₀Hg
• Molecular Weight: 402.8406
• Mol File: 6077-10-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: bis(phenylethynyl)mercury(CAS DataBase Reference)
• NIST Chemistry Reference: bis(phenylethynyl)mercury(6077-10-7)
• EPA Substance Registry System: bis(phenylethynyl)mercury(6077-10-7)

Safety Data

• Hazardous Substances Data: 6077-10-7(Hazardous Substances Data)

Upstream product

• 108230-30-4 tert-butyl(phenylethynyl)mercury 
• 33440-88-9 silver phenylacetylide 
• 536-74-3 phenylacetylene 
• 1600-27-7 mercury(II) diacetate 
• 100-56-1 phenylmercury(II) chloride 
• 74-86-2 acetylene 

Downstream Products

• 38151-51-8 phenyl-(3-phenyl-7,8-dihydro-imidazo[2,1-b][1,5,3]dithiazepin-5-ylidene)-amine 
• 55139-32-7 3-phenyl-7-(phenyl-thiocarbamoyl)-6,7-dihydro-5H-imidazo[2,1-b]thiazolium betaine 
• 38151-52-9 (3-phenyl-7,8-dihydro-imidazo[2,1-b][1,5,3]dithiazepin-5-ylidene)-o-tolyl-amine 
• 38151-53-0 phenyl-(3-phenyl-8,9-dihydro-7H-pyrimido[2,1-b][1,5,3]dithiazepin-5-ylidene)-amine 
• 55139-34-9 3-phenyl-8-(phenyl-thiocarbamoyl)-5,6,7,8-tetrahydro-thiazolo[3,2-a]pyrimidinylium betaine 
• 16458-77-8 3-phenylthiazolo<3,2-a>benzimidazole 
• 22902-44-9 6,7-dimethyl-3-phenylbenzo[4,5]imidazo[2,1-b]thiazole 
• 15754-37-7 (E)-1-methyl-1-phenyl-2-(1-phenylethylidene)hydrazine 
• 38331-83-8 3-phenyl-7,8-dihydro-imidazo[2,1-b][1,5,3]dithiazepine-5-thione 
• 37654-65-2 2-bromo-3-phenylbenzo[4,5]imidazo[2,1-b]thiazole 
• 62459-43-2 9-methyl-3-phenyl[1,3]thiazolo[3,2-a]benzimidazol-9-ium iodide 
• 62423-60-3 6,7,9-trimethyl-3-phenyl-benzo[4,5]imidazo[2,1-b]thiazolium; iodide 
• 62423-61-4 2-bromo-6,7-dimethyl-3-phenyl-benzo[4,5]imidazo[2,1-b]thiazole 
• 62423-62-5 2,8-dibromo-6,7-dimethyl-3-phenyl-benzo[4,5]imidazo[2,1-b]thiazole 

Relevant articles and documents

The enthalpies of formation of bis-benzyl mercury and bis-phenylethynyl mercury and some associated bond-dissociation enthalpies

The two compounds Hg(C6H5CH2)2 and Hg(C6H5CC)2 have been burnt in a static combustion bomb and their vapour pressures have been measured by an effusion method: ΔfH0m = (189.3 +/- 4.1) kJ*mol-1; ΔsubHm = (88.7 +/- 2.1) kJ*mol-1; ΔfH0m = (621.3 +/- 5.2) kJ*mol-1; ΔsubHm = (99.2 +/- 1.4) kJ*mol-1.These values have been used to obtain the mean Hg-C bond-dissociation enthalpies.

Acetodemercuration du bisphenylethynylmercure en solvant acide acetique at sa relation avec la catalyse d'addition d'acide acetique au phenylacetylene

Acetic acid reacts with phenylacetylene (PA) in presence of mercuric acetate and a strong acid to produce α-acetoxystyrene (EE) and acetophenone (Cet).We demonstrate that the key link in the reaction is the bisphenylethynylmercury BPEM, a product that is easy to isolate.We then study the acetolysis of BPEM in presence of BF3(CH3COOH)2.The disappearance of BPEM obeys to a general acid catalysis with a slow proton transfer.EE and PA are intermediate products but Cet, formed during the reaction, will stay irreversibly.The homogenous mixture of CH3COOH + BPEM + PA + BF3(CH3COOH)2 (when >> > ) yields important amounts of EE and Cet such as: 0 - = + .BPEM is regenerated and we propose a mechanism for this catalysis.A mathematical analysis of this cycle is made which only confirms the experimental findings.These results open the way to a practical synthesis of EE.

ETHYNYLGOLD(I) COMPLEXES

Reactions between R3PAuCl, NaOEt, and HCCR' under mild conditions produce R3PAuCCR' in excellent yield.When R' = H, a second step leading to the formation of R3PAuCCAuPR3 can take place.Exchange reactions of ethynyl for chloride between the ethynylgold complexes and HgCl2, cis-, cis-, and R 3PAuCl have been monitored, revealing R3PAuCCR' to be useful alkynylating agents.In the reaction with cis-, the first substitution step is non-specific.