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Sigma-Aldrich

2-Methyl-1-indanone

99%

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25 G
CHF 612.00

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Spedizione prevista il05 aprile 2025


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Cambia visualizzazione
25 G
CHF 612.00

About This Item

Formula empirica (notazione di Hill):
C10H10O
Numero CAS:
Peso molecolare:
146.19
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

CHF 612.00


Spedizione prevista il05 aprile 2025


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Livello qualitativo

Saggio

99%

Stato

liquid

Indice di rifrazione

n20/D 1.555 (lit.)

P. ebollizione

93-95 °C/4 mmHg (lit.)

Densità

1.064 g/mL at 25 °C (lit.)

Gruppo funzionale

ketone

Stringa SMILE

CC1Cc2ccccc2C1=O

InChI

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

Descrizione generale

2-Methyl-1-indanone, a α-benzocycloalkenone[1], is a derivative of 1-indanone. Its synthesis has been reported.[2][3][4] The enzymatic dynamic kinetic resolution (DKR) of racemic 2-methyl-1-indanone has been studied.[5] The asymmetric α-arylation[6] and hydroxymethylation of 2-methyl-1-indanone has been reported.[7] It participated in the synthesis of 2-methyl-6-carboxyazulene.[8]

Applicazioni

2-Methyl-1-indanone may be used as a starting material in the synthesis of β-benzocycloalkenone.[1] It may be used in the synthesis of the following:
  • cyclohex-2-en-1-yl 2-methyl-1H-inden-3-yl carbonate[9]
  • 2-hydroxy-2-methyl-1-indanone[10]
  • O-alkoxycarbonylation of lithium enolates[11]

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves


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Shaozhong Ge et al.
Journal of the American Chemical Society, 133(41), 16330-16333 (2011-09-16)
We report the α-arylation of ketones with a range of aryl chlorides with enantioselectivities from 90 to 99% ee catalyzed by the combination of Ni(COD)(2) and (R)-BINAP and the coupling of ketones with a range of heteroaryl chlorides with enantioselectivities
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)
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
Michał Rachwalski et al.
Chemical Society reviews, 42(24), 9268-9282 (2013-09-26)
Deracemisation of racemic compounds is still the most important strategy to produce optically pure compounds despite many recent advances in asymmetric synthesis. Especially deracemisation approaches that give rise to single enantiomers are preferred, which can be achieved either by invoking
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

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