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D206008

Sigma-Aldrich

trans,trans-1,4-Diphenyl-1,3-butadiene

98%

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Synonym(s):
β,β′-Bistyryl, DPB
Linear Formula:
C6H5CH=CHCH=CHC6H5
CAS Number:
Molecular Weight:
206.28
Beilstein/REAXYS Number:
1905939
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

crystals

bp

350 °C (lit.)

mp

150-152 °C (lit.)

SMILES string

c1ccc(cc1)\C=C\C=C\c2ccccc2

InChI

1S/C16H14/c1-3-9-15(10-4-1)13-7-8-14-16-11-5-2-6-12-16/h1-14H/b13-7+,14-8+

InChI key

JFLKFZNIIQFQBS-FNCQTZNRSA-N

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1 of 4

This Item
N0632N8535N8410
assay

98%

assay

≥95% (HPLC), ≥95% (enzymatic), ≥95% (spectrophotometric assay)

assay

-

assay

-

mp

150-152 °C (lit.)

mp

-

mp

-

mp

-

bp

350 °C (lit.)

bp

-

bp

-

bp

-

form

crystals

form

powder

form

powder

form

powder

Application

trans,trans-1,4-Diphenyl-1,3-butadiene can be used as a reactant to synthesize:
  • 2,5-diphenylthiophene by oxidation reaction with potassium sulfide and DMSO.
  • 2-[(3E)-4-Phenyl-2-(phenylmethyl)-3-buten-1-yl]furan via nickel catalyzed hydrobenzylation reaction with furfural in the presence of N2H4.

It can also be used as a ligand to prepare silver(I) coordination polymers by reacting with silver(I) salts.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Liang Chen et al.
Organic letters, 20(23), 7392-7395 (2018-11-22)
A novel, atom economical, and transition-metal-free strategy for the synthesis of thiophenes from substituted buta-1-enes with potassium sulfide has been presented. The reaction achieves double C-S bond formations via cleavage of multiple C-H bonds and provides an efficient approach to
Nickel-catalyzed regioselective hydrobenzylation of 1, 3-dienes with hydrazones
Lv Leiyang, et al.
ACS Catalysis, 9(10), 9199-9205 (2019)
Syntheses and structural studies on silver (I) coordination polymers with trans, trans-1, 4-dipenyl-1, 3-butadiene
Zhong JC, et al.
Inorganica chimica acta, 342, 202-208 (2003)
David P Burgner et al.
PloS one, 10(5), e0125342-e0125342 (2015-05-06)
Pathogen-specific and overall infection burden may contribute to atherosclerosis and cardiovascular disease (CVD), but the effect of infection severity and timing is unknown. We investigated whether childhood infection-related hospitalisation (IRH, a marker of severity) was associated with subsequent adult CVD
Mustafa Toprakçí et al.
Bioorganic & medicinal chemistry letters, 15(20), 4438-4446 (2005-09-03)
Monoamine oxidase (EC1.4.3.4; MAO) is a mitochondrial outer membrane flavoenzyme that catalyzes the oxidation of biogenic amines. It has two distinct isozymic forms designated MAO-A and MAO-B, each displaying different substrate and inhibitor specificities. They are the well-known targets for

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