2,3-DIHYDRO-1H-BENZ[E]INDEN-1-ONE
- Product Name
- 2,3-DIHYDRO-1H-BENZ[E]INDEN-1-ONE
- CAS No.
- 6342-87-6
- Chemical Name
- 2,3-DIHYDRO-1H-BENZ[E]INDEN-1-ONE
- Synonyms
- 2,3-DIHYDRO-1H-BENZ[E]INDEN-1-ONE;1H-Benz[e]inden-1-one, 2,3-dihydro-;2,3-DIHYDRO-CYCLOPENTA[A]NAPHTHALEN-1-ONE;(S)-2-amino-1-(3,5-dimethylphenyl)ethan-1-ol;2,3-Dihydro-1H-cyclopenta[a]naphthalen-1-one
- CBNumber
- CB5115628
- Molecular Formula
- C13H10O
- Formula Weight
- 182.22
- MOL File
- 6342-87-6.mol
2,3-DIHYDRO-1H-BENZ[E]INDEN-1-ONE Property
- Melting point:
- 103 °C
- Boiling point:
- 348.6±12.0 °C(Predicted)
- Density
- 1?+-.0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- Appearance
- White to off-white Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D680018
- Product name
- 2,3-Dihydro-1H-benz[e]inden-1-one
- Packaging
- 100mg
- Price
- $175
- Updated
- 2021/12/16
- Product number
- CHM0079313
- Product name
- 2,3-DIHYDRO-1H-BENZ[E]INDEN-1-ONE
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $909.56
- Updated
- 2021/12/16
- Product number
- 6342876
- Product name
- 2,3-Dihydro-1H-cyclopenta[a]naphthalen-1-one
- Packaging
- 5g
- Price
- $1482
- Updated
- 2021/12/16
- Product number
- 6342876
- Product name
- 2,3-Dihydro-1H-cyclopenta[a]naphthalen-1-one
- Packaging
- 10g
- Price
- $1731.6
- Updated
- 2021/12/16
- Product number
- 6342876
- Product name
- 2,3-Dihydro-1H-cyclopenta[a]naphthalen-1-one
- Packaging
- 1g
- Price
- $346.32
- Updated
- 2021/12/16
2,3-DIHYDRO-1H-BENZ[E]INDEN-1-ONE Chemical Properties,Usage,Production
Synthesis
21658-35-5
6342-87-6
In a flask equipped with a mechanical stirrer, Eaton's reagent prepared by adding 144.0 g of P4O10 and 840 mL of methanesulfonic acid was added in batches at room temperature. Subsequently, 144.0 g (~720 mmol) of 3-(2-naphthyl)propionic acid was added to the system. The reaction mixture was stirred overnight and then slowly poured into 2 L of ice-cold water to quench the reaction. The crude product was extracted with 3 x 500 mL dichloromethane and the organic phases were combined. The organic phase was washed sequentially with aqueous K2CO3, dried over anhydrous Na2SO4 and concentrated to dryness under reduced pressure. The residue was purified by fast column chromatography using 600 mL silica gel 60 (40-63 μm) as stationary phase and hexane and dichloromethane (1:1, v/v) as eluent to afford 105.0 g (80% yield) of the target compound, 2,3-dihydro-1H-benzo[e]inden-1-one, as a brown solid. Elemental analysis (C13H10O) Calculated values: C, 85.69; H, 5.53. Measured values: C, 85.98; H, 5.75. 1H NMR (CDCl3) δ: 9.12 (d, J = 8.5 Hz, 1H), 7.93 (d, J = 8.3 Hz, 1H), 7.81 (d, J = 8.1 Hz, 1H), 7.61 (ddd , J = 8.3, 7.1, 1.2 Hz, 1H), 7.50 (ddd, J = 8.1, 7.1, 1.0 Hz, 1H), 7.39 (d, J = 8.3 Hz, 1H), 3.12-3.04 (m, 2H), 2.75-2.65 (m, 2H). 13C{1H} NMR (CDCl3) δ: 207.26, 158.26, 135.47 158.26, 135.47, 132.41, 130.81, 129.23, 128.65, 127.90, 126.39, 123.87, 123.76, 36.73, 25.99.
References
[1] Journal of the American Chemical Society, 2001, vol. 123, # 14, p. 3214 - 3222
[2] Chemistry - A European Journal, 2015, vol. 21, # 37, p. 13052 - 13057
[3] Patent: WO2017/118617, 2017, A1. Location in patent: Page/Page column 20
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985, p. 1845 - 1848
[5] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1983, vol. 22, # 10, p. 1015 - 1019
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