102410-96-8

Basic information

• Product Name: 3,3'-diphenyl-1,1'-bi(bicyclo[1.1.1]pentane)
• Synonyms: 3,3'-diphenyl-1,1'-bi(bicyclo[1.1.1]pentane)
• CAS NO: 102410-96-8
• Molecular Weight: 286.417
• Mol File: 102410-96-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3,3'-diphenyl-1,1'-bi(bicyclo[1.1.1]pentane)(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-diphenyl-1,1'-bi(bicyclo[1.1.1]pentane)(102410-96-8)
• EPA Substance Registry System: 3,3'-diphenyl-1,1'-bi(bicyclo[1.1.1]pentane)(102410-96-8)

Safety Data

• Hazardous Substances Data: 102410-96-8(Hazardous Substances Data)

Upstream product

• 83249-04-1 3-phenylbicyclo<1.1.1>pentane-1-carboxylic acid 
• 127321-10-2 1-iodo-3-phenylbicyclo<1.1.1>pentane 
• 591-50-4 iodobenzene 
• 311-75-1 bicyclo[1.1.1]pentane 
• 917-54-4 methyllithium 
• 98577-44-7 1,1-bis(chloromethyl)-2,2-dibromocyclopropane 
• 35634-10-7 [1.1.1]propellane 
• 108-86-1 bromobenzene 

Relevant articles and documents

Symmetric Bridgehead-to-Bridgehead Coupling of Bicyclo[1.1.1]pentanes and [n]Staffanes

Symmetrical bridgehead-to-bridgehead coupling of bicyclo[1.1.1] pentane cages has been effected in 48-70% yields by the cuprate oxidation method.

1,3-bicyclo[1.1.1]pentanediyl: The shortest rigid linear connector of phenylated photochromic units and a 1,5-dimethoxy-9,10-di(phenylethynyl) anthracene fluorophore

An excess of bis-1,3-(4-iodophenyl)bicyclo[1.1.1]pentane, prepared in 63% yield by iodination of 1.3-diphenylbicyclo[1.1.1]pentane, was selectively mono-coupled with 9-ethynyl-1,5-dimethoxy-10-phenylethynylanthracene (26), and subsequently with the zinc derivatives of 1-(2-methyl/methoxy-4-methyl-5- phenylthiophen-3-yl)-2-(2-methyl/methoxy-4-methylthiophen-3-yl) perfluorocyclopentenes (38-H-41-H). Regioselective synthesis of the 2-unsubslituted thiophenes 38-H-41-H required intermediate prepara tion of 2-trimethylsilyl-3,5-dimethyl-4-bromothiophene (37) or 2-trimethylsilyl-5- methoxy-3-methyl-4-bromothiophene (40). Protection of the α-position of the thiophene ring with a 2-trimethylsilyl group blocks the rearrangement of the 4-lithio derivatives into the corresponding 2-lithiated thiophenes. With the bicyclo[1.1.1]pentane frag ment linking the photochromic units 1-3 and 1,5-dimethoxy-9,10-di(phenylethynyl)anthracene as a fluorescent part, quantitative resonance energy transfer between the excited state of the fluorophore (donor) and the closed form of the photochromic units 1-3 (acceptors) was observed. The closed forms of the methoxy-substituted photochromic units 2 and 3 are less resistant to UV light (313 nm) than the closed form of 1.

Replecement of the carboxylic acid function with fluorine

Replacement of a carbonyl function by fluorine, fluorodecarboxylation, is a new process that can be accomplished by the reaction of alkanoic acids with xenon difluoride.Primary, tertiary, and benzylic acids perform best in the reaction, which is conducted at room temperature in methylene chloride or chloroform solution.A reaction mechanism is proposed in which the acid is initially converted to a fluoroxenon ester, RCO2XeF.The esters of the primary and secondary acids react by nucleophilic displacement by fluoride, as evidenced by incorporation of 18F- and no reactions common to free radicals or carbocations.The esters of the tertiary and benzylic acids react by converting to free radicals that can be further oxidized to carbocations.Thus incorporation of 18F- and racemization are observed with α-methoxy-α-trifluoromethylphenylacetic acid.Hydroxyl and amino functions inhibit the reaction.Aromatic and vinylic acids do not react.