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1,3-Diacetylbenzene (CAS 6781-42-6)

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Alternate Names:
1-(3-acetylphenyl)ethanone; M-acetylacetophenone
CAS Number:
6781-42-6
Purity:
≥97%
Molecular Weight:
162.19
Molecular Formula:
C10H10O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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1,3-Diacetylbenzene, also referred to as 1,3-Benzenedicarboxylic acid, is an organic compound of cyclic nature that finds extensive use in various scientific applications. This colorless, crystalline solid emits a faint odor and exhibits high solubility in water. It serves as a starting material for synthesizing a diverse range of organic compounds. Further, 1,3-Diacetylbenzene has contributed to unraveling the structure and reactivity of organic compounds. Although the precise mechanism of action of 1,3-diacetylbenzene remains incompletely understood, it is believed to engage with the active sites of enzymes and other biological molecules, thereby inducing alterations in their structure and functionality.


1,3-Diacetylbenzene (CAS 6781-42-6) References

  1. Amino acid and protein targets of 1,2-diacetylbenzene, a potent aromatic gamma-diketone that induces proximal neurofilamentous axonopathy.  |  Kim, MS., et al. 2002. Toxicol Appl Pharmacol. 183: 55-65. PMID: 12217642
  2. Axonopathy-inducing 1,2-diacetylbenzene forms adducts with motor and cytoskeletal proteins required for axonal transport.  |  Sabri, MI., et al. 2007. Neurochem Res. 32: 2152-9. PMID: 17577667
  3. Toxic neurofilamentous axonopathies -- accumulation of neurofilaments and axonal degeneration.  |  Llorens, J. 2013. J Intern Med. 273: 478-89. PMID: 23331301
  4. Cocrystals of 1,4-diethynylbenzene with 1,3-diacetylbenzene and benzene-1,4-dicarbaldehyde exhibiting strong nonconventional alkyne-carbonyl C-H..O hydrogen bonds between the components.  |  Bosch, E. 2016. Acta Crystallogr C Struct Chem. 72: 748-752. PMID: 27703122
  5. Synthesis of Highly Substituted Pyridines through Copper-Catalyzed Condensation of Oximes and α,β-Unsaturated Imines.  |  Tan, WW., et al. 2017. Angew Chem Int Ed Engl. 56: 8240-8244. PMID: 28524343
  6. Practical Synthesis of Chalcone Derivatives and Their Biological Activities.  |  Jung, JC., et al. 2017. Molecules. 22: PMID: 29104222
  7. 1,2-Diacetylbenzene impaired hippocampal memory by activating proinflammatory cytokines and upregulating the prolactin pathway: An in vivo and in vitro study.  |  Nguyen, HD., et al. 2022. Int Immunopharmacol. 108: 108901. PMID: 35729834
  8. The biosynthesis of trypanothione and N1-glutathionylspermidine in Crithidia fasciculata.  |  Fairlamb, AH., et al. 1986. Mol Biochem Parasitol. 21: 247-57. PMID: 3807945
  9. Geometrically and conformationally restrained cinnamoyl compounds as inhibitors of HIV-1 integrase: synthesis, biological evaluation, and molecular modeling.  |  Artico, M., et al. 1998. J Med Chem. 41: 3948-60. PMID: 9767632
  10. Convenient synthesis of new binucleating ligands derived from 1,3-diacetylbenzene. Possible precursors for oligomeric organometallic materials  |  Dominique Matt, Alain Van Dorsselaer. 1991. Polyhedron. 10: 1521-1526.
  11. Orthomanganated arenes in synthesis VIII. Mono- and dicyclomanganation of diacetyl benzenes  |  Nicholas P. Robinson, Lyndsay Main, Brian K. Nicholson. 1992. Journal of Organometallic Chemistry. 430: 79-86.
  12. Synthesis of chiral phosphine ligands with aromatic backbones and their applications in asymmetric catalysis  |  James M. Longmire, Xumu Zhang ∗. 1997. Tetrahedron Letters. 38: 1725-1728.
  13. Synthesis of new bis(2-[1,8]naphthyridinyl) bridging ligands with multidentate binding sites  |  Antonio Fernández-Mato, Gerardo Blanco, José M. Quintela, Carlos Peinador. 2008. Tetrahedron. 64: 3446-3456.
  14. Comparative vibrational spectroscopic study of 1,3-diacetylbenzene and 2,6-diacetylpyridine aided with density functional calculation  |  Pinaky Sett a, Subrato Chattopadhyay b, Prabal Kumar Mallick c. 2009. Vibrational Spectroscopy. 49: 84-95.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1,3-Diacetylbenzene, 10 g

sc-237714
10 g
$125.00

1,3-Diacetylbenzene, 25 g

sc-237714A
25 g
$210.00

1,3-Diacetylbenzene, 50 g

sc-237714B
50 g
$325.00

1,3-Diacetylbenzene, 100 g

sc-237714C
100 g
$590.00

1,3-Diacetylbenzene, 250 g

sc-237714D
250 g
$975.00