2-Indanone
2-Indanone Basic information
- 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 Chemical Properties
- Melting point:
- 51-54 °C (lit.)
- Boiling point:
- 218°C
- Density
- 1.0712
- refractive index
- 1.5380 (estimate)
- Flash point:
- 212 °F
- storage temp.
- 2-8°C
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Crystals or Powder
- color
- Light yellow to yellow-brown
- Specific Gravity
- 1.07 (liquid)
- Odor
- moderately tenacious odor
- Odor Threshold
- 0.00036ppm
- Water Solubility
- insoluble
- Sensitive
- Hygroscopic
- BRN
- 636550
- InChIKey
- UMJJFEIKYGFCAT-UHFFFAOYSA-N
- LogP
- 1.230 (est)
- CAS DataBase Reference
- 615-13-4(CAS DataBase Reference)
- NIST Chemistry Reference
- 2H-inden-2-one, 1,3-dihydro-(615-13-4)
- EPA Substance Registry System
- 2-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
- Language:English Provider:2-Indanone
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
2-Indanone Usage And Synthesis
Chemical Properties
Wet crystalline aggregates or needle-like crystals (formed by ethanol or ether) evaporate when in contact with water vapor. These crystals have a melting point range of 58-61 ℃ and a flash point of 100 ℃. Indene compounds are commonly found in numerous natural products, exhibiting diverse physiological activities and serving as crucial intermediates in organic synthesis processes.
Uses
2-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.
Preparation
2-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%.
Definition
ChEBI: 2-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.
Application
2-Indanone is mentioned mainly for the completion and illustration of the series in which dpila- and be{u-Hydrindone have been emphasized as having potential interest in the perfume industry. It is the author's impression that the two materials are not used in perfumes or flavors.
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 Description
2-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.
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2-Indanone(615-13-4)Related Product Information
- Indan
- 1,2-Indanedione
- 4-Chloro-2-indanone
- 5-Nitro-2-indanone
- INDANONE,INDANONE(1-),1-INDANONE,2,3-Dihydro-1-indanone,alpha-Indanone
- 2H-INDEN-2-ONE, 1,3-DIHYDRO-5-METHOXY-
- 4-Methoxy-2-indanone
- 4-Bromo-2-indanone
- 5-Bromo-2-indanone
- 5-Fluoro-2-indanone
- 5-Chloro-2-indanone
- 5-Bromo-1-indanone
- 6-Iodo-1-Indanone
- 7-METHOXY-1-INDANONE 97
- 6-Cyano-1-indanone
- 4-Chloro-1-Indanone
- 4-Nitro-1-Indanone
- 4-METHOXY-1-INDANONE