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D206008

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

Name: <I>trans,trans</I>-1,4-Diphenyl-1,3-butadiene
Brand: ALDRICH

98%

Synonym(s):

β,β′-Bistyryl, DPB

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About This Item

Linear Formula:

C₆H₅CH=CHCH=CHC₆H₅

CAS Number:

538-81-8

Molecular Weight:

206.28

Beilstein:

1905939

MDL number:

MFCD00004791

UNSPSC Code:

12352100

PubChem Substance ID:

24893612

NACRES:

NA.22

Quality Level

200

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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Related Categories

Organic Building Blocks

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

GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Transition-Metal-Free Sulfuration/Annulation of Alkenes: Economical Access to Thiophenes Enabled by the Cleavage of Multiple C-H Bonds.

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)

Childhood hospitalisation with infection and cardiovascular disease in early-mid adulthood: a longitudinal population-based study.

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

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)

Docking studies on monoamine oxidase-B inhibitors: estimation of inhibition constants (K(i)) of a series of experimentally tested compounds.

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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