14251-57-1

Basic information

• Product Name: PROPA-1,2-DIENE-1,1-DIYLDIBENZENE
• Synonyms: PROPA-1,2-DIENE-1,1-DIYLDIBENZENE
• CAS NO: 14251-57-1
• Molecular Formula: C₁₅H₁₂
• Molecular Weight: 192.25578
• Mol File: 14251-57-1.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 317.2°C at 760 mmHg
• Flash Point: 151.4°C
• Appearance: /
• Density: 0.975g/cm³
• Vapor Pressure: 0.000726mmHg at 25°C
• Refractive Index: 1.572
• CAS DataBase Reference: PROPA-1,2-DIENE-1,1-DIYLDIBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: PROPA-1,2-DIENE-1,1-DIYLDIBENZENE(14251-57-1)
• EPA Substance Registry System: PROPA-1,2-DIENE-1,1-DIYLDIBENZENE(14251-57-1)

Safety Data

• Hazardous Substances Data: 14251-57-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 1526, 1978 DOI: 10.1021/jo00402a008Tetrahedron Letters, 27, p. 5237, 1986 DOI: 10.1016/S0040-4039(00)85178-3

InChI:InChI=1/C15H12/c1-2-15(13-9-5-3-6-10-13)14-11-7-4-8-12-14/h3-12H,1H2

Upstream product

• 17343-74-7 1,1-dibromo-2,2-diphenylcyclopropane 
• 67088-67-9 propynal diacetate 
• 530-48-3 1,1-Diphenylethylene 
• 75-25-2 Bromoform 
• 21541-60-6 3-phenylprop-2-ynyl 4-methylbenzenesulfonate 
• 100-58-3 phenylmagnesium bromide 
• 1794-48-5 1-bromo-3-phenylprop-2-yne 
• 925-90-6 ethylmagnesium bromide 
• 3542-14-1 3,3-diphenylpropene 
• 119-61-9 benzophenone 
• 4545-20-4 benzophenone tosylhydrazone 
• 74-86-2 acetylene 
• 3923-52-2 1,1-diphenyl-2-propyn-1-ol 
• 5909-90-0 N-(2,2-diphenylcyclopropyl)-N-nitrosourea 

Downstream Products

• 1674-18-6 tetraphenylallene 
• 55172-29-7 thallium chloride 
• 1410788-28-1 1-(diphenylmethylen)-4,4-dimethyl-2,3,4,5-tetrahydro-benzo[d]azepinium triflate 
• 7440-05-3 palladium 
• 778-66-5 1,1-diphenyl-1-propene 
• 1896-62-4 (E)-benzalacetone 
• 87-87-6 2,3,5,6-tetrachlorobenzene-1,4-diol 
• 119-61-9 benzophenone 
• 117-99-7 2-Hydroxybenzophenone 
• 4452-11-3 1,2-diphenylprop-2-en-1-one 
• 74610-71-2 methylene-3 tetraphenyl-2,4,4,5 pyrrolidine 
• 74610-71-2 methylene-3 tetraphenyl-2,4,4,5 pyrrolidine 
• 74610-71-2 4-Methylene-2,3,3,5-tetraphenyl-pyrrolidine 
• 120385-86-6 8-methyl-7-phenyl-2H-benzopyran-2-spiro-1'-(2',3'-dibromo-4'-oxo-1',4'-dihydronaphthalene) 

Relevant articles and documents

Efficient synthesis of 1,1-diaryl 1,2-dienes via Pd(0)-catalyzed coupling of aryl halides with allenic/propargylic zinc reagents

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Tuning of regioselectivity in the coupling reaction involving allenic/propargylic palladium species

Two different types of coupling patterns for the Pd(O)-catalyzed coupling reaction of allenic/propargylic zinc reagents with organic halides or propargylic carbonates (acetate) with the corresponding organometallic reagents were observed. After studying the controlling factors on the regioselectivity of this reaction, we demonstrated that the steric hindrance of both reactants and the types of organic halides determine the regioselectivity of this coupling reaction. By subtle choosing of the substrates, the regioselectivity can be tuned. On the basis of these results, new methodologies for the highly regio- and stereoselective synthesis of 6-substituted hex-5-yn-2-enoates and 4,6-dialkylhexa-2,4,5-trienoates have been developed. Some of the products synthesized by the carbonate protocol cannot be prepared by the lithiation protocol because the regioselectivity of lithiation of dialkyl-substituted internal alkynes is an intrinsic problem.

Synthesis of Polycyclic Aromatic Hydrocarbons Decorated by Fluorinated Carbon Acids/Carbanions

The carboarylation reaction of biphenyl-alkynes was successfully triggered by electrophilic attack of 1,1-bis(triflyl)ethylene on the alkyne moiety to give polycyclic aromatic hydrocarbons (PAHs) decorated by superacidic carbon acid functionality. Neutralisation of thus obtained acids with NaHCO3 yielded the corresponding sodium salts, which showed improved solubility in both aqueous and organic solvents.

Regioselective Diboron-Mediated Semireduction of Terminal Allenes

A method for the regioselective reduction of the terminal double bond of 1,1-disubstituted allenes has been developed. In the presence of a palladium catalyst, tetrahydroxydiboron and stoichiometric water, allene semireduction proceeds in high yield to afford Z-alkenes selectively.