4-Nitroindanone

Product Name: 4-Nitroindanone
CAS No.: 24623-25-4
Chemical Name: 4-Nitroindanone
Synonyms: 4-Nitroindanone;Einecs 246-367-2;4-Nitro-1-Indanone;4-Nitroindan-1-one;2,3-Dihydro-4-nitroinden-1-one;4-nitro-2,3-dihydroinden-1-one;2,3-Dihydro-4-nitro-1H-inden-1-one;4-nitro-2,3-dihydro-1H-inden-1-one;1H-Inden-1-one, 2,3-dihydro-4-nitro-;2-(2,5-dimethylphenoxy)-1-cyclohexanone
CBNumber: CB2901976
Molecular Formula: C9H7NO3
Formula Weight: 177.16
MOL File: 24623-25-4.mol

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4-Nitroindanone Property

Melting point:: 104-105 °C
Boiling point:: 332.9±31.0 °C(Predicted)
Density: 1.396±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
Appearance: Off white to brown Solid
InChI: InChI=1S/C9H7NO3/c11-9-5-4-6-7(9)2-1-3-8(6)10(12)13/h1-3H,4-5H2
InChIKey: QIIWEVWPOBNGLP-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C([N+]([O-])=O)=CC=C2)CC1

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Safety

HazardClass: IRRITANT
HS Code: 2914790090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye 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.

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N-Bromosuccinimide Price

TRC

Product number: N587460
Product name: 4-Nitroindanone
Packaging: 250mg
Price: $75
Updated: 2021/12/16

TRC

Product number: N587460
Product name: 4-Nitroindanone
Packaging: 500mg
Price: $110
Updated: 2021/12/16

TRC

Product number: N587460
Product name: 4-Nitroindanone
Packaging: 1g
Price: $180
Updated: 2021/12/16

ChemScene

Product number: CS-B1085
Product name: 4-Nitro-indan-1-one
Packaging: 250mg
Price: $94
Updated: 2021/12/16

Matrix Scientific

Product number: 054310
Product name: 4-Nitro-1-indanone
Purity: >95%
Packaging: 1g
Price: $208
Updated: 2021/12/16

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4-Nitroindanone Chemical Properties,Usage,Production

Description

4-Nitroindanone (4-Nitro-1-indanone) is an important chemical reagent used as a raw material in organic synthesis for the preparation of other cyclic compounds. In biology, it can inhibit the cysteine protease thioredoxin reductase and also interacts with cardiac potassium channels and is cytotoxic to human erythrocytes. In a rat model of atrial fibrillation, 4-nitro-1-indanone was found to have antiarrhythmic properties.

Uses

4-Nitroindanone is a versatile building block, capable of undergoing microwave-assisted oxidation to form ninhydrins. 4-Nitroindanone also has pharmaceutical relevance, as its thiosemicarbazone derivative has anti-Trypanosoma cruzi properties.

Synthesis

83-33-0

24623-25-4

24623-24-3

General procedure for the synthesis of 4-nitro-1-indanone and 6-nitro-1-indanone from 1-indanone: To a well-stirred mixture of concentrated sulfuric acid (98%, 13.9 mL) and nitric acid (65%, 2.6 mL) at -10°C, a solution of nitromethane (1.1 mL) with 1-indanone (1.0 g, 7.6 mmol) was slowly added. The rate of addition was controlled so that the temperature increased from -10°C to -5°C in 30 minutes. Stirring of the reaction mixture was continued at this temperature for 15 minutes (tight control of temperature and reaction time is required). Upon completion of the reaction, the mixture was poured into ice water (200 mL) for hydrolysis and the resulting yellow precipitate was collected. The aqueous phase was extracted with dichloromethane (2 x 20 mL) and the organic phase was combined. The organic phase was washed sequentially with potassium bicarbonate solution (2 x 15 mL) and saturated brine (10 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by fast column chromatography using hexane-ethyl acetate (1:0.2) as eluent. Isolation afforded 4-nitro-1-indanone (compound 25, 0.94 g, 80% yield) with a melting point of 98-100 °C (literature value: 100-101 °C).1H NMR (CDCl3) δ ppm: 2.80 (m, 2H, CH2), 3.53 (m, 2H, CH2), 7.61 (m, 1H, H-Ar), 8.08 (d, J = 8.5 Hz, 1H, H-Ar), 8.47 (d, J = 8.3 Hz, 1H, H-Ar). Simultaneous isolation afforded 6-nitro-1-indanone (compound 26, 0.23 g, 20% yield) with a melting point of 73-74 °C (literature value: 72-73 °C).1H NMR (CDCl3) δ ppm: 2.83 (m, 2H, CH2), 3.28 (m, 2H, CH2), 7.61 (d, J = 8.5 Hz, 1H, H-Ar) 8.44 (dd, J = 2.2 Hz, J = 8.5 Hz, 1H, H-Ar), 8.56 (d, J = 2.2 Hz, 1H, H-Ar).

References

[1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 22, p. 6818 - 6826
[2] Journal of Medicinal Chemistry, 2003, vol. 46, # 3, p. 399 - 408
[3] Polish Journal of Chemistry, 2008, vol. 82, # 11, p. 2133 - 2140
[4] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 12, p. 3337 - 3339
[5] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 4, p. 884 - 889

4-Nitroindanone Preparation Products And Raw materials

Raw materials

Preparation Products

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4-Nitroindanone Suppliers

Austria 1 China 99 Germany 2 India 4 United Kingdom 2 United States 11 Global 119

Rayge(SuZhou)New Materials Co.,Ltd

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J & K SCIENTIFIC LTD.

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Chembest Research Laboratories Limited

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Wuhan Chemwish Technology Co., Ltd

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Nanjing Chemlin Chemical Co., Ltd

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Shanghai Hanhong Scientific Co.,Ltd.

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China DongFan Chemical Co.,LTD

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View Lastest Price from 4-Nitroindanone manufacturers

Hubei Lidu New Material Technology Co., Ltd

Product: 4-Nitroindanone 24623-25-4
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 20 tons
Release date: 2025-07-24

Shanghai Rlavie Technology Co ltd

Product: 4-Nitroindanone 24623-25-4
Price: US $0.00/KG
Min. Order: 1g
Purity: 98%minHPLC
Supply Ability: 50kgs/month
Release date: 2021-11-14

Career Henan Chemical Co

Product: 4-Nitroindanone 24623-25-4
Price: US $7.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100KG
Release date: 2019-12-30

24623-25-4, 4-NitroindanoneRelated Search:

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4-Nitro-1-Indanone

4-nitro-2,3-dihydro-1H-inden-1-one

4-Nitroindanone

1H-Inden-1-one, 2,3-dihydro-4-nitro-

4-Nitroindan-1-one

2,3-Dihydro-4-nitroinden-1-one

Einecs 246-367-2

2-(2,5-dimethylphenoxy)-1-cyclohexanone

4-nitro-2,3-dihydroinden-1-one

2,3-Dihydro-4-nitro-1H-inden-1-one

24623-25-4

Indanone & Indene