1,4-Diacetylbenzene Chemical Properties

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

InChIKey

SKBBQSLSGRSQAJ-UHFFFAOYSA-N

SMILES

C1(C(=O)C)=CC=C(C(=O)C)C=C1

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

Risk Statements 

36/37/38

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

29143990

MSDS

• Language:English Provider:SigmaAldrich

1,4-Diacetylbenzene Usage And Synthesis

Chemical Properties

ALMOST WHITE TO LIGHT BROWN CRYSTALLINE POWDER

Uses

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.]

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