ChemicalBook Product Catalog Chemical Reagents Organic reagents Aromatic ketones 2-Indanone

2-Indanone

2-Indanone Basic information
Uses Preparation
Product Name:2-Indanone
Synonyms:1,3-dihydro-2h-inden-2-on;1,3-Dihydro-2H-inden-2-one;2H-Inden-2-one,1,3-dihydro-;2-Hydrindone;2-Oxohydrindene;2-INDANONE;INDANONE(2-);Indan-2-one
CAS:615-13-4
MF:C9H8O
MW:132.16
EINECS:210-410-3
Product Categories:Indane/Indanone and Derivatives;Indanone & Indene;Carbonyl Compounds;bc0001;615-13-4
Mol File:615-13-4.mol
2-Indanone Structure
2-Indanone Chemical Properties
Melting point 51-54 °C (lit.)
Boiling point 218°C
density 1.0712
refractive index 1.5380 (estimate)
Fp 212 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Crystals or Powder
color Light yellow to yellow-brown
Odor Threshold0.00036ppm
Water Solubility insoluble
Sensitive Hygroscopic
BRN 636550
InChIKeyUMJJFEIKYGFCAT-UHFFFAOYSA-N
LogP1.230 (est)
CAS DataBase Reference615-13-4(CAS DataBase Reference)
NIST Chemistry Reference2H-inden-2-one, 1,3-dihydro-(615-13-4)
EPA Substance Registry System2-Indanone (615-13-4)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 3
RTECS NK7535500
F 3
Hazard Note Irritant
TSCA Yes
HS Code 29145090
MSDS Information
ProviderLanguage
2-Indanone English
SigmaAldrich English
ACROS English
ALFA English
2-Indanone Usage And Synthesis
Uses2-Indanone is an indanone with an oxo substituent at position 2. It is a metabolite of indane. It has a role as a xenobiotic metabolite. 2-Indanone is an intermediate for the preparation of aprindine hydrochloride and ceforanide. It is an important intermediate in organic synthesis.
Preparation2-Indanone is prepared by using acetic acid as solvent, acetic anhydride as catalyst and through hydrogen peroxide oxidation into 1, 2-indenediol, which reacted with dilute sulfuric acid solution in order to obtain crude 2-indanone. Finally, vacuum sublimation to obtain 2-indanone with high-purity, the total yield is 89%.
Chemical PropertiesWet crystalline aggregates
Uses2-Indanone undergoes TiCl4-Mg mediated coupling with CHBr3 to yield dibromomethyl carbinol. It reacts with 5,5-dimethyl-3-pyrazolidinone to yield 5,5-dimethyl-2-(1H-indenyl-2)-3-pyrazolidinone. On photolysis by 266-nm one-photon excitation yields o-xylylene. It was used as starting reagent in the synthesis of indene-fused porphyrins.
DefinitionChEBI: An indanone with an oxo substituent at position 2. It is a metabolite of indane.
Synthesis Reference(s)Chemistry Letters, 11, p. 325, 1982
Organic Syntheses, Coll. Vol. 5, p. 647, 1973
Tetrahedron Letters, 15, p. 3789, 1974 DOI: 10.1016/S0040-4039(01)92010-6
General Description2-Indanone undergoes TiCl4-Mg mediated coupling with CHBr3 to yield dibromomethyl carbinol. It reacts with 5,5-dimethyl-3-pyrazolidinone to yield 5,5-dimethyl-2-(1H-indenyl-2)-3-pyrazolidinone. 2-Indanone on photolysis by 266-nm one-photon excitation yields o-xylylene.
2-Indanone Preparation Products And Raw materials
Preparation ProductsDELAPRIL-->3-ISOCHROMANONE-->Indan-2-amine-->Spiro[1,3-dioxolane-2,2'-[2H]indene], 1',3'-dihydro--->2-(piperidin-1-yl)-2,3-dihydro-1H-indene-2-carbonitrile-->2-Methyl-5-nitro-2,3-dihydro-1H-inden-2-ol-->ethyl 2-(1H-inden-2-yl)acetate
N-BOC-1-[4-SPIRO-PIPERIDINE]-2-INDANONE INDANONE,INDANONE(1-),1-INDANONE,2,3-Dihydro-1-indanone,alpha-Indanone 5-Fluoro-2-indanone 5-Bromo-2-indanone Indan 4-Methoxy-2-indanone 4-Chloro-2-indanone 2H-INDEN-2-ONE, 1,3-DIHYDRO-5-METHOXY- METHYL 2-OXO-1-INDANECARBOXYLATE 97 5-Nitro-2-indanone 1-(2,6-Dichlorophenyl)-Indane-2-One 2-Indanone 5-METHOXYMETHOXY-INDAN-2-ONE 1,2-Indanedione 5-AMINO-INDAN-2-ONE HCL indan-1,2,3-trione 6,13-Dihydro-6,13-methanopentacene-15-one 4-Bromo-2-indanone
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