All Photos(1)
About This Item
Linear Formula:
C6H5C≡CC≡CC6H5
CAS Number:
Molecular Weight:
202.25
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
99%
form
solid
mp
86-87 °C (lit.)
SMILES string
c1ccc(cc1)C#CC#Cc2ccccc2
InChI
1S/C16H10/c1-3-9-15(10-4-1)13-7-8-14-16-11-5-2-6-12-16/h1-6,9-12H
InChI key
HMQFJYLWNWIYKQ-UHFFFAOYSA-N
General description
1,4-Diphenylbutadiyne reacts with [WI2(CO)3(NCMe)2] in CH2Cl2 to give the iodo-bridged dimer [W(μ-I)I(CO)(NCMe)(η2PhC2C2Ph)]2. 1,4-Diphenylbutadiyne on UV irradiation with olefins such as 2,3-dimethyl-2-butene, 1,4-cyclohexadiene and dimethyl fumarate yields cross-cycloaddition products.
Application
1,4-Diphenylbutadiyne was used in the preparation of 7,8-dehydropurpurin dimers via two-fold Pd-catalyzed [3+2] annulation of meso-bromoporphyrin.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Customers Also Viewed
Norihito Fukui et al.
Angewandte Chemie (International ed. in English), 53(17), 4395-4398 (2014-03-20)
7,8-Dehydropurpurin has attracted much attention owing to the dual 18π- and 20π-electron circuits in its macrocyclic conjugation. The two-fold Pd-catalyzed [3+2] annulation of meso-bromoporphyrin with 1,4-diphenylbutadiyne furnished 7,8-dehydropurpurin dimers. The 8(a) ,8(a) -linked dimer displays a red-shifted and enhanced absorption
1, 4-Diphenylbutadiyne complexes of tungsten (II).
Ajayi-Obe T, et al.
Journal of Organometallic Chemistry, 468(1), 165-170 (1994)
Photoaddition reactions of 1, 4-diphenylbutadiyne with olefins.
Sang CS and Sung SK.
Tetrahedron Letters, 26(6), 765-766 (1985)
Carsten Glock et al.
Chemical communications (Cambridge, England), 48(56), 7094-7096 (2012-06-12)
Calciate-mediated intermolecular hydroamination of diphenylbutadiyne with N-phenyl and N-isopropyl-substituted anilines yields E- and Z-isomers of the corresponding 1-anilino-1,4-diphenylbut-1-ene-3-yne. In the case of HNPh(2) solely heterobimetallic K(2)Ca(NPh(2))(4) is able to effectively catalyze this hydroamination reaction in tetrahydrofuran at elevated temperatures.
1,4-Diphenylbutadiyne, a new non-photodynamic phototoxic compound.
J Kagan et al.
Photochemistry and photobiology, 32(5), 607-611 (1980-11-01)
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service