22351-56-0

Basic information

• Product Name: 2-ETHYL-1-INDANONE
• Synonyms: 2-ETHYL-1-INDANONE;1H-inden-1-one, 2-ethyl-2,3-dihydro;2-Ethylindan-1-one;Inchi=1/C11H12o/C1-2-8-7-9-5-3-4-6-10(9)11(8)12/H3-6,8H,2,7H2,1h;2-Ethyl-2,3-dihydro-1H-inden-1-one;2-Ethylindanone
• CAS NO: 22351-56-0
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.21
• Product Categories: Indanone & Indene;C11 to C12;Carbonyl Compounds;Ketones
• Mol File: 22351-56-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 67°C 0.2 mm Hg
• Flash Point: 103℃
• Appearance: light yellow oil
• Density: 1.038 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0159mmHg at 25°C
• Refractive Index: n20/D 1.545(lit.)
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2-ETHYL-1-INDANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ETHYL-1-INDANONE(22351-56-0)
• EPA Substance Registry System: 2-ETHYL-1-INDANONE(22351-56-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 22351-56-0(Hazardous Substances Data)

Usage

Chemical Properties

light yellow oi

InChI:InChI=1/C11H12O/c1-2-8-7-9-5-3-4-6-10(9)11(8)12/h3-6,8H,2,7H2,1H3

Upstream product

• 74-85-1 ethene 
• 83-33-0 inden-1-one 
• 13939-06-5 molybdenum hexacarbonyl 
• 799804-25-4 2-mesyloxy-1-(2-methylphenyl)-1-butanone 

Downstream Products

• 259532-53-1 2-ethyl-2-fluoro-1-indanone 
• 107750-44-7 2-ethyl-3-phenyl-1H-indene 
• 17059-50-6 2-ethylindene 
• 615574-93-1 2-ethyl-1-oxoindan-2-yl acetate 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 259532-53-1 (S)-2-ethyl-2-fluoro-1-indanone 
• 259532-53-1 (R)-2-ethyl-2-fluoro-1-indanone 
• 65870-05-5 2-Methyl-3-phenyl-propionic acid 2-ethyl-3H-inden-1-yl ester 

Relevant articles and documents

Two-carbon ring expansion of 1-indanones via insertion of ethylene into carbon-carbon bonds

A rhodium-catalyzed direct insertion of ethylene into a relatively unstrained carbon-carbon bond in 1-indanones is reported, which provides a two-carbon ring expansion strategy for preparing seven-membered cyclic ketones. As many 1-indanones are commercially available and ethylene is inexpensive, this strategy simplifies synthesis of benzocycloheptenones that are valuable synthetic intermediates for bioactive compounds but challenging to prepare otherwise. In addition, the reaction is byproduct-free, redox neutral, and tolerant of a wide range of functional groups, which may have implications on unconventional strategic bond disconnections for preparing complex cyclic molecules.

Photochemical preparation of highly functionalized 1-indanones

A series of o-alkylphenyl alkyl ketones 1 were synthesized by different methods. The presence of a leaving group X adjacent to the carbonyl group is the special peculiarity of these ketones. Upon irradiation the keto carbonyl group of these compounds undergoes an n-π* excitation followed by a 1,5-hydrogen migration from the o-alkyl substituent to the carbonyl oxygen atom. The thus formed 1,4-diradicals are subject to a very rapid elimination of acid HX, giving 1,5-diradicals. We called this process spin center shift. After intersystem crossing these diradicals cyclize to 1-indanones 20 in good yields. Depending on the solvent and on substituents, o-alkoxyalkyl ketones 22 or benzo-[c]furanes 21 are obtained as byproducts. The mechanism of the cyclization was elucidated by quantum chemical calculations and kinetic measurements.

Synthesis of benzocyclic ketones via palladium-catalyzed cyclization of ω-(2-iodoaryl)alkanenitriles

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)propanenitriles affords indanones in high yields. The reactio