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242039

Sigma-Aldrich

1,2-Diacetylbenzene

99%

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About This Item

Linear Formula:
C6H4(COCH3)2
CAS Number:
704-00-7
Molecular Weight:
162.19
Beilstein:
1862907
EC Number:
211-877-6
MDL number:
MFCD00008733
UNSPSC Code:
12352100
PubChem Substance ID:
24854529
NACRES:
NA.22

Assay

99%

form

solid

bp

110 °C/0.1 mmHg (lit.)

mp

39-41 °C (lit.)

solubility

dichloromethane: soluble 50 mg/mL, clear, colorless to yellow

fluorescence

λex 355 nm; λem 455 nm (Amine adducts)

functional group

ketone

SMILES string

CC(=O)c1ccccc1C(C)=O

InChI

1S/C10H10O2/c1-7(11)9-5-3-4-6-10(9)8(2)12/h3-6H,1-2H3

InChI key

LVQFKRXRTXCQCZ-UHFFFAOYSA-N

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General description

1,2-Diacetylbenzene, an aromatic hydrocarbon, is a protein-reactive γ-diketone metabolite of the neurotoxic solvent 1,2-diethylbenzene.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

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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Min-Sun Kim et al.
Chemico-biological interactions, 194(2-3), 139-147 (2011-10-25)
1,2-Diacetylbenzene (DAB) is a neurotoxic minor metabolite of 1,2-diethylbenzene or naphthalene reaction product with OH radical. DAB causes central and peripheral neuropathies that lead to motor neuronal deficits. However, the potent effects and molecular mechanisms of DAB on neural progenitor
Min Kyeong Kim et al.
Journal of toxicology and environmental health. Part A, 70(15-16), 1336-1343 (2007-07-27)
Organic solvents are ubiquitous in industrial and household surroundings, and thus individuals are easily exposed. 1,2-Diethylbenzene (DEB) is one of organic solvents contained in gasoline or jet fuels. DEB is absorbed by dermal or inhalation routes, metabolized by cytochrome P-450
D D Tshala-Katumbay et al.
Acta neuropathologica, 109(4), 405-410 (2005-03-11)
The aromatic gamma-diketone 1,2-diacetylbenzene (1,2-DAB), the putative active metabolite of the organic solvent 1,2-diethylbenzene, forms blue-colored polymeric protein adducts and induces the formation of amyotrophic lateral sclerosis (ALS)-like giant, intraspinal neurofilamentous axonal swellings in Sprague Dawley rats. The pathogenetic mechanism
Xin-Jun Yu et al.
Molecules (Basel, Switzerland), 25(6) (2020-03-18)
In the present study, a pyridoxal-5'-phosphate (PLP)-dependent L-aspartate-α-decarboxylase from Tribolium castaneum (TcPanD) was selected for protein engineering to efficiently produce β-alanine. A mutant TcPanD-R98H/K305S with a 2.45-fold higher activity than the wide type was selected through error-prone PCR, site-saturation mutagenesis
Desire Tshala-Katumbay et al.
Toxicological sciences : an official journal of the Society of Toxicology, 107(2), 482-489 (2008-11-27)
Neuroprotein changes in the spinal cord of rodents with aliphatic gamma-diketone axonopathy induced by 2,5-hexanedione (2,5-HD) are compared with those reported previously in aromatic gamma-diketone-like axonopathy induced by 1,2-diacetylbenzene (1,2-DAB). Sprague-Dawley rats were treated intraperitoneally with 500 mg/kg/day 2,5-HD, equimolar
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