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2-Methyl-1-indanone

Name: 2-Methyl-1-indanone
Brand: ALDRICH

99%

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About This Item

Formule empirique (notation de Hill):

C₁₀H₁₀O

Numéro CAS:

17496-14-9

Poids moléculaire :

146.19

Numéro MDL:

MFCD00192303

Code UNSPSC :

12352100

ID de substance PubChem :

24864399

Nomenclature NACRES :

NA.22

Pureté

99%

Forme

liquid

Indice de réfraction

n20/D 1.555 (lit.)

Point d'ébullition

93-95 °C/4 mmHg (lit.)

Densité

1.064 g/mL at 25 °C (lit.)

Chaîne SMILES

CC1Cc2ccccc2C1=O

InChI

1S/C10H10O/c1-7-6-8-4-2-3-5-9(8)10(7)11/h2-5,7H,6H2,1H3

Clé InChI

BEKNOGMQVKBMQN-UHFFFAOYSA-N

Description générale

2-Methyl-1-indanone, a α-benzocycloalkenone, is a derivative of 1-indanone. Its synthesis has been reported. The enzymatic dynamic kinetic resolution (DKR) of racemic 2-methyl-1-indanone has been studied. The asymmetric α-arylation and hydroxymethylation of 2-methyl-1-indanone has been reported. It participated in the synthesis of 2-methyl-6-carboxyazulene.

Application

2-Methyl-1-indanone may be used as a starting material in the synthesis of β-benzocycloalkenone. It may be used in the synthesis of the following:

cyclohex-2-en-1-yl 2-methyl-1H-inden-3-yl carbonate
2-hydroxy-2-methyl-1-indanone
O-alkoxycarbonylation of lithium enolates

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves

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Application of [hydroxy(tosyloxy)iodo]benzene in the Wittig-ring expansion sequence for the synthesis of beta-benzocyclo-alkenones from alpha-benzocycloalkenones.

Michael W Justik et al.

Molecules (Basel, Switzerland), 10(1), 217-225 (2007-11-17)

The conversion of alpha-benzocycloalkenones to homologous beta-benzocyclo-alkenones containing six, seven and eight-membered rings is reported. This was accomplished via a Wittig olefination-oxidative rearrangement sequence using[hydroxy(tosyloxy)iodo]-benzene (HTIB) is the oxidant, that enables the synthesis of regioisomeric pairs of methyl-substituted beta-benzocycloalkenones. The

Cyclophanes. 9. anti-[2.2](2, 6) Azulenophane. Synthesis and charge-transfer interaction.

Luhowy R and Keehn PM.

Journal of the American Chemical Society, 99(11), 3797-3805 (1977)

On the decarboxylation of 2-methyl-1-tetralone-2-carboxylic acid-oxidation of the enol intermediate by triplet oxygen.

Riahi A, et al.

New. J. Chem., 37(8), 2245-2249 (2013)

Toward chemistry-based design of the simplest metalloenzyme-like catalyst that works efficiently in water.

Taku Kitanosono et al.

Chemistry, an Asian journal, 10(1), 133-138 (2014-10-29)

Enzymes exhibit overwhelmingly superior catalysis compared with artificial catalysts. Current strategies to rival enzymatic catalysis require unmodified or minimally modified structures of active sites, gigantic molecular weight, and sometimes the use of harsh conditions such as extremely low temperatures in

Selective and easy preparation of enol carbonates of α-disubstituted aryl ketones from their lithium enolates.

Aboulhoda SJ, et al.

Tetrahedron Letters, 36(27), 4795-4796 (1995)

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