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1,4-DIPHENYLBUTADIYNE

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1,4-DIPHENYLBUTADIYNE Basic information

Product Name:
1,4-DIPHENYLBUTADIYNE
Synonyms:
  • (4-Phenyl-1,3-butadiynyl)benzene
  • 1,1’-(1,3-butadiyne-1,4-diyl)bis-benzen
  • 1,1’-(1,3-butadiyne-1,4-diyl)bisbenzene
  • 1,4-Diphenyl-1,3-butadiyne
  • 1,4-Diphenylbut-1,3-diyne
  • benzene,1,1’-(1,3-butadiyne-1,4-diyl)bis-
  • Butadiyne, diphenyl-
  • NSC 529170
CAS:
886-66-8
MF:
C16H10
MW:
202.25
EINECS:
212-953-1
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Aromatic Hydrocarbons (substituted) & Derivatives
  • Acetylenes
  • Acetylenic Hydrocarbons having Benzene Ring
  • Organic Building Blocks
  • Alkynes
  • Internal
  • Organic Building Blocks
Mol File:
886-66-8.mol
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1,4-DIPHENYLBUTADIYNE Chemical Properties

Melting point:
86-87 °C (lit.)
Boiling point:
210 °C / 3mmHg
Density 
1.2615 (estimate)
refractive index 
1.5000 (estimate)
storage temp. 
Sealed in dry,Room Temperature
form 
powder to crystal
color 
White to Light yellow
Water Solubility 
Sparingly soluble in water(5.5E-4 g/L) (25°C). Soluble in toluene almost transparency.
BRN 
1910105
CAS DataBase Reference
886-66-8(CAS DataBase Reference)
EPA Substance Registry System
Benzene, 1,1'-(1,3-butadiyne-1,4-diyl)bis- (886-66-8)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39
WGK Germany 
3
HS Code 
29029090

MSDS

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1,4-DIPHENYLBUTADIYNE Usage And Synthesis

Chemical Properties

white crystalline needles

Uses

1,4-Diphenylbutadiyne was used in the preparation of 7,8-dehydropurpurin dimers via two-fold Pd-catalyzed [3+2] annulation of meso-bromoporphyrin.

Definition

ChEBI: 1,4-diphenylbutadiyne is an arylacetylene and a member of benzenes. It has a role as a fluorochrome.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 443, 1987 DOI: 10.1021/jo00379a025
Synthetic Communications, 20, p. 2181, 1990 DOI: 10.1080/00397919008053156
Tetrahedron Letters, 26, p. 523, 1985 DOI: 10.1016/S0040-4039(00)61928-7

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.

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