1,4-Diacetylbenzene
- CAS NO.：1009-61-6
- Empirical Formula: C10H10O2
- Molecular Weight: 162.19
- MDL number: MFCD00008750
- EINECS: 213-769-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-07-28 17:37:18
What is 1,4-Diacetylbenzene?
Chemical properties
ALMOST WHITE TO LIGHT BROWN CRYSTALLINE POWDER
The Uses of 1,4-Diacetylbenzene
1,1''-(1,4-phenylene)bis-Ethanone can undergo oxidative C-C Bond Cleavage to synthesize an aryl carboxylic acid with an iodine catalyst . 1,1''-(1,4-phenylene)bis-Ethanone is also capable of Suzuki-Miyaura coupling.
Synthesis Reference(s)
The Journal of Organic Chemistry, 26, p. 4308, 1961 DOI: 10.1021/jo01069a031
Synthetic Communications, 26, p. 3175, 1996 DOI: 10.1080/00397919608004626
Purification Methods
Crystallise it from EtOH (m 114o) or *benzene and dry it in a vacuum over CaCl2. Also purify it by dissolving it in acetone, treating with Norit, evaporating and recrystallising from MeOH. The dioxime has m 248-259o. [Wagner et al. J Am Chem Soc 108 7727 1986]. [Beilstein 7 H 686, 7 II 624, 7 III 3504, 7 IV 2156.]
Properties of 1,4-Diacetylbenzene
| Melting point: | 111-113 °C (lit.) |
| Boiling point: | 120 °C / 1mmHg |
| Density | 1.0613 (rough estimate) |
| refractive index | 1.5120 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| form | powder to crystaline |
| color | White to Almost white |
| Water Solubility | 6.309mg/L(25 ºC) |
| BRN | 1907515 |
| InChI | InChI=1S/C10H10O2/c1-7(11)9-3-5-10(6-4-9)8(2)12/h3-6H,1-2H3 |
| CAS DataBase Reference | 1009-61-6(CAS DataBase Reference) |
| NIST Chemistry Reference | Ethanone, 1,1'-(1,4-phenylene)bis-(1009-61-6) |
| EPA Substance Registry System | Ethanone, 1,1'-(1,4-phenylene)bis- (1009-61-6) |
Safety information for 1,4-Diacetylbenzene
| Signal word | Warning |
| Pictogram(s) |
 Health Hazard GHS08 |
| GHS Hazard Statements |
H304:Aspiration hazard H350:Carcinogenicity |
| Precautionary Statement Codes |
P201:Obtain special instructions before use. P202:Do not handle until all safety precautions have been read and understood. P281:Use personal protective equipment as required. P331:Do NOT induce vomiting. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P308+P313:IF exposed or concerned: Get medical advice/attention. P403:Store in a well-ventilated place. |
Computed Descriptors for 1,4-Diacetylbenzene
| InChIKey | SKBBQSLSGRSQAJ-UHFFFAOYSA-N |
| SMILES | C1(C(=O)C)=CC=C(C(=O)C)C=C1 |
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