5-Bromo-1-indanone Chemical Properties

Melting point:

126-129 °C(lit.)

Boiling point:

303.7±31.0 °C(Predicted)

Density 

1.18 g/mL at 25 °C(lit.)

refractive index 

1.5720 (estimate)

storage temp. 

Sealed in dry,Room Temperature

form 

Powder

color 

Beige to brown

biological source

rabbit

BRN 

2357199

InChI

InChI=1S/C9H7BrO/c10-7-2-3-8-6(5-7)1-4-9(8)11/h2-3,5H,1,4H2

InChIKey

KSONICAHAPRCMV-UHFFFAOYSA-N

SMILES

C1(=O)C2=C(C=C(Br)C=C2)CC1

CAS DataBase Reference

34598-49-7(CAS DataBase Reference)

NIST Chemistry Reference

1H-inden-1-one, 5-bromo-2,3-dihydro-(34598-49-7)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38-22

Safety Statements 

26-36-36/37/39

WGK Germany 

3

Hazard Note 

Harmful

HazardClass 

IRRITANT

HS Code 

29147000

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

5-Bromo-1-indanone Usage And Synthesis

Description

5-Bromo-1-indanone is a 1-indanone derivative. Its physical properties like density, freezing point and refractive index have been determined. It participates in the synthesis of the imidazolyl and triazolyl substituted biphenyl compounds.

Chemical Properties

white to light yellow crystal powder

Uses

Starter for indanone-based pharmaceuticals1,2

Application

5-Bromo-1-indanone is a pharmaceutical intermediate compound that is a raw material for the preparation of indanone-based pharmaceuticals. It is also used as a chemical reagent for the preparation of other indanones such as 2,3,5 tribromoindanone by bromination^[1].

General Description

5-Bromo-1-indanone is a 1-indanone derivative. Its physical properties like density, freezing point and refractive index have been determined. It participates in the synthesis of the imidazolyl and triazolyl substituted biphenyl compounds.

Synthesis

GENERAL STEPS: Be safe. Tert-butyl hydroperoxide (TBHP) is highly reactive, flammable and toxic, corrosive to skin and mucous membranes, and may cause respiratory distress by inhalation. A solution of 5-bromo-2,3-dihydro-1H-inden-1-ol (1 mmol) with 70% TBHP (6 or 10 equiv.) is reacted with stirring at 100°C for 24 hours. Upon completion of the reaction, the reaction mixture was quenched with saturated sodium thiosulfate solution (5 mL) and subsequently extracted with dichloromethane (3 x 10 mL). The combined dichloromethane extracts were dried with anhydrous Na2SO4, filtered and concentrated under reduced pressure to remove the solvent. The residue was purified by rapid column chromatography on silica gel, and petroleum ether (PE) or mixed solvent of petroleum ether/ethyl acetate (PE/EtOAc) was selected as eluent to finally obtain 5-bromoindanone.

References

[1] TUTAR A, YILMAZ M, ERENLER R. Bromination of 4-bromoindanone and 5-bromoindanone[C]. 2013. DOI:10.5151/CHEMPRO-15BMOS-BMOS2013\_20131023104831.

5-Bromo-1-indanone(34598-49-7)Related Product Information

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• 7-METHOXY-1-INDANONE 97
• 5-Hydroxy-1-indanone
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• 4-PHENYL-3-BUTYN-2-ONE
• 1-Indanone
• Bromine
• 2-BROMOINDANONE
• isobromindione
• 5-BROMO-2-TRIFLUOROACETYL-1-INDANONE
• 5-BROMO-6-METHOXY-INDAN-1-ONE
• 6-AMINO-5-BROMO-2,3-DIHYDRO-1H-INDEN-1-ONE
• 5-Bromo-1-indanone