1,4-Diacetylbenzene

HCID 13888

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Substructure search Find similar structures

Basic information

CAS: 1009-61-6
Standard SMILES: CC(=O)c1ccc(C(C)=O)cc1
InChIKey: SKBBQSLSGRSQAJ-UHFFFAOYSA-N
Molecular formula: C10H10O2
Average molar mass: 162.18 g/mol
Monoisotopic mass: 162.06807956

Names & identifiers

Preferred name: 1,4-Diacetylbenzene
IUPAC: 1-(4-acetylphenyl)ethanone
English name: 1,4-Diacetylbenzene
Molecular formula: C10H10O2
Molecular weight: 162.19

Names & synonyms

1,4-Diacetylbenzene1009-61-6p-Diacetylbenzenep-AcetylacetophenoneEthanone, 1,1'-(1,4-phenylene)bis-Benzene, p-diacetyl-DTXSID7021657EINECS 213-769-4NSC 295548DTXCID601657pDiacetylbenzenepAcetylacetophenone

Show more names

TIMTEC-BB SBB0085884-ACETYLACETOPHENONE4'-ACETYLACETOPHENONEP-ACETYL ACETOPHENONE1,4-Diacetylbenzene>paradiethylacylbenzenePARA-ACETYLACETOPHENONE

Benzene, pdiacetylRefChem:416647Benzene, pdiacetyl (8CI)Benzene, p-diacetyl-(8CI)Ethanone, 1,1'(1,4phenylene)bis213-769-41,1'-(1,4-phenylene)diethanone1-(4-acetylphenyl)ethanone

Database identifiers

CAS: 1009-61-6
PubChem CID: 13888
DTXSID: DTXSID7021657
ChEMBL: CHEMBL3186189
UNII: WM5GGF7BQ6
EC Number: 213-769-4
Nikkaji: J13.525I

Properties

Computed structural properties

XLogP: 1.3
Topological polar surface area: 34.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 166

Experimental & physicochemical properties

Vapor Pressure0.00723 [mmHg]

Physical DescriptionLight yellow powder; [Sigma-Aldrich MSDS]

Kovats Retention Index1470；1451

Physicochemical properties

Melting point: 111 · 111-113 °C (lit.)
Boiling point: 120 °C · 120 °C / 1mmHg
Density: 1.0613 · 1.0613 (rough estimate)
refractive index: 1.512 · 1.5120 (estimate)
storage temp.: Sealed in dry,Room Temperature
form: powder to crystaline
color: White to Almost white
Water Solubility: 6.309 mg/L · 6.309mg/L(25 ºC)
BRN: 1907515 · 1907515
InChI: InChI=1S/C10H10O2/c1-7(11)9-3-5-10(6-4-9)8(2)12/h3-6H,1-2H3
InChIKey: SKBBQSLSGRSQAJ-UHFFFAOYSA-N
SMILES: C1(C(=O)C)=CC=C(C(=O)C)C=C1
CAS DataBase Reference: 1009 · 1009-61-6(CAS DataBase Reference)
FDA UNII: 5 GGF7BQ6 · WM5GGF7BQ6
NIST Chemistry Reference: 1 · Ethanone, 1,1'-(1,4-phenylene)bis-(1009-61-6)
EPA Substance Registry System: 1 · Ethanone, 1,1'-(1,4-phenylene)bis- (1009-61-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 8 · GHS08
Signal word: Warning
Hazard statements: 304 · H304-H350
Precautionary statements: 201 · P201-P202-P281-P301+P310-P308+P313-P331-P403-P501c
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Risk Statements: 36 · 36/37/38
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29143990 · 29143990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS ClassificationNot Classified；Reported as not meeting GHS hazard criteria by 1 of 1 companies. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See Acetophenone.

Hazard Classes and CategoriesNot Classified

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
tsca: TSCA listed
hs_code: 29143990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS08
safety_code: 22-24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H304-H350
Precautionary statements: P201-P202-P281-P301+P310-P308+P313-P331-P403-P501c

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationEthanone, 1,1'-(1,4-phenylene)bis-: ACTIVE

Applications

Uses1,1''-(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.