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158984

Sigma-Aldrich

1,3-Diacetylbenzene

97%

Synonym(s):

1,1′-(1,3-Phenylene)bis[ethanone], 1,3-Bis(1-oxoethyl)benzene, 1-(3-Acetylphenyl)ethanone, 2,6-Diacetylbenzene, 3-Acetylacetophenone, m-Acetylacetophenone, m-Diacetylbenzene

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About This Item

Linear Formula:
C6H4(COCH3)2
CAS Number:
6781-42-6
Molecular Weight:
162.19
Beilstein/REAXYS Number:
2042511
EC Number:
229-842-9
MDL number:
MFCD00008740
UNSPSC Code:
12352100
PubChem Substance ID:
24849782
NACRES:
NA.22

Quality Level

200

assay

97%

form

crystals

bp

150-155 °C/15 mmHg (lit.)

mp

28-32 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=O)c1cccc(c1)C(C)=O

InChI

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

InChI key

VCHOFVSNWYPAEF-UHFFFAOYSA-N

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General description

1,3-Diacetylbenzene is an δ-diketone. It induces neuropathological changes in the rodent central and peripheral nervous systems.

Application

1,3-Diacetylbenzene was used in the preparation of polyhydroxylated analogs.

wgk_germany

WGK 3

flash_point_f

closed cup

flash_point_c

closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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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M Artico et al.
Journal of medicinal chemistry, 41(21), 3948-3960 (1998-10-10)
Various cinnammoyl-based structures were synthesized and tested in enzyme assays as inhibitors of the HIV-1 integrase (IN). The majority of compounds were designed as geometrically or conformationally constrained analogues of caffeic acid phenethyl ester (CAPE) and were characterized by a
Min-Sun Kim et al.
Toxicology and applied pharmacology, 183(1), 55-65 (2002-09-10)
The gamma-diketone analogs 1,2-diacetylbenzene (1,2-DAB) and 2,5-hexanedione (2,5-HD), but not the delta-diketone 1,3-diacetylbenzene (1,3-DAB) or the beta-diketone 2,4-hexanedione, induce neuropathological changes in the rodent central and peripheral nervous systems. The molecular targets of these neurotoxic aromatic and aliphatic gamma-diketones, and

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