Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

246425

Sigma-Aldrich

trans,trans-Dibenzylideneacetone

98%

Synonym(s):

1,5-Diphenyl-1,4-pentadien-3-one, trans,trans-1,5-Diphenyl-1,4-pentadien-3-one

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
C6H5CH=CHCOCH=CHC6H5
CAS Number:
35225-79-7
Molecular Weight:
234.29
MDL number:
MFCD00004790
UNSPSC Code:
12352100
PubChem Substance ID:
24854806
NACRES:
NA.22
form:
solid
Assay:
98%
Pricing and availability is not currently available.

Quality Level

200

Assay

98%

form

solid

mp

104-107 °C (lit.)

solubility

acetone: soluble(lit.)
alcohol: slightly soluble(lit.)
chloroform: soluble(lit.)
diethyl ether: slightly soluble(lit.)
water: insoluble(lit.)

functional group

ketone
phenyl

SMILES string

O=C(\C=C\c1ccccc1)/C=C/c2ccccc2

InChI

1S/C17H14O/c18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16/h1-14H/b13-11+,14-12+

InChI key

WMKGGPCROCCUDY-PHEQNACWSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

trans,trans-Dibenzylideneacetone was used as an additive in the copper-catalyzed N-arylation of imidazoles[1].
Reactant involved in:
  • Nazarov-like cyclization
  • Transfer hydrogenation
  • Lewis acid mediated condensation
  • Hetero-Diels-Alder reactions
  • Asymmetric 1,4-addition reactions
  • Michael addition reactions

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:

Certificates of Analysis (COA)

Lot/Batch Number
BCCJ9169
BCCG0077
BCCD0454
BCCB9739
BCCB6441

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Regina Appiah-Opong et al.
European journal of medicinal chemistry, 43(8), 1621-1631 (2008-02-06)
Inhibition of cytochrome P450 (CYP) is a major cause of drug-drug interactions. In this work, inhibitory potentials of 33 curcumin analogues, i.e. 2,6-dibenzylidenecyclohexanone (A series), 2,5-dibenzylidenecyclopentanone (B series) and 1,4-pentadiene-3-one (C series) substituted analogues of curcumin towards recombinant human CYP1A2
Kiyomori A, et al.
Tetrahedron Letters, 40(14), 2657-2660 null
Rahul Balasaheb Aher et al.
Bioorganic & medicinal chemistry letters, 21(10), 3034-3036 (2011-04-16)
A series of dibenzylideneacetones (A1-A12) and some of their pyrazolines (B1-B4) were synthesized and evaluated in vitro for blood stage antiplasmodial properties in Plasmodium falciparum culture using SYBR-green-I fluorescence assay. The compound (1E, 4E)-1,5-bis(3,4-dimethoxyphenyl)penta-1,4-dien-3-one (A9) was found to be the
D Batovska et al.
European journal of medicinal chemistry, 42(1), 87-92 (2006-09-30)
A large series of chalcones were synthesized and studied for activity against Candida albicans. The SAR analysis showed that the antifungal activity was highly dependent on the substitution pattern of the aryl rings and correlated to a large extent with
Mengchao Cui et al.
Journal of medicinal chemistry, 54(7), 2225-2240 (2011-03-23)
A new and extensive set of dibenzylideneacetone derivatives was synthesized and screened for affinity toward Aβ(1-42) aggregates. Structure-activity relationships revealed the binding of dibenzylideneacetones to be affected by various substituents. The introduction of a substituent group in the ortho position

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

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