2-bromo-1,3-indandione

Structural formula
General
Surname	2-bromo-1,3-indandione
other names	2-bromo-1,3-dioxoindane
Molecular formula	C 9 H 5 BrO 2
Brief description	light yellow solid
External identifiers / databases
EC number	625-070-5
ECHA InfoCard	100.153.600
PubChem	253820
Wikidata	Q15719334
properties
Molar mass	225.04 g mol −1
Physical state	firmly
Melting point	118-120 ° C
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 315-319-335
	P: 261-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

2-Bromo-1,3-indanedione is a chemical compound that belongs to both the diketones and the halogen aromatic compounds .

presentation

2-Bromo-1,3-indanedione can be carried out by bromination of 1,3-indanedione with bromine . The reaction takes place via the enol form of indanedione.

properties

There is a keto-enol tautomerism in the 1,3-indanedione molecule . A further bromine atom can be introduced into the compound via this enol form, resulting in 2,2-dibromo-1,3-indandione .

If 2-bromo-1,3-indanedione is treated with potassium iodide and hydrochloric acid , the bromine atom is split off, creating elemental iodine and 1,3-indanedione.

The reduction of 2-bromo-1,3-indanedione according to Clemmensen with amalgamated zinc in hydrochloric acid leads to 2-bromoindane . 2-bromoindene is formed as a by -product .

Individual evidence

↑ ^a ^b ^c ^d data sheet 2-Bromo-1,3-indandione, technical, ≥90.0% (AT) from Sigma-Aldrich , accessed on January 27, 2014 ( PDF ).
↑ ^a ^b ^c D. Nematollahi, N. Akaberi: "Electrochemical Study of Bromide in the Presence of 1,3-Indandione. Application to the Electrochemical Synthesis of Bromo Derivatives of 1,3-Indandione", in: Molecules , 2001 , 6 , Pp. 639-646 ( full text ).
^ SA Galton, M. Kalafer, FM Beringer: "Rearrangements in the Clemmensen reduction of 1-indanones and, 1,3-indandiones", in: J. Org. Chem. , 1970 , 35 (1), pp. 1- 6 ( doi : 10.1021 / jo00826a001 ).

[Sigma-1] ta sheet 2-Bromo-1,3-indandione, technical, ≥90.0% (AT) from Sigma-Aldrich , accessed on January 27, 2014 ( PDF ).

[Nematollahi-2] D. Nematollahi, N. Akaberi: "Electrochemical Study of Bromide in the Presence of 1,3-Indandione. Application to the Electrochemical Synthesis of Bromo Derivatives of 1,3-Indandione", in: Molecules , 2001 , 6 , Pp. 639-646 ( full text ).

[Galton-3] SA Galton, M. Kalafer, FM Beringer: "Rearrangements in the Clemmensen reduction of 1-indanones and, 1,3-indandiones", in: J. Org. Chem. , 1970 , 35 (1), pp. 1- 6 ( doi : 10.1021 / jo00826a001 ).