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6-AMINOINDANONE

6-AMINOINDANONE structure

6-AMINOINDANONE 

structure
  • CAS No:

    69975-65-1

  • Formula:

    C9H9NO

  • Chemical Name:

    6-AMINOINDANONE

  • Synonyms:

    6-AMINO-1-INDANONE;6-AMINO-INDAN-1-ONE;6-AMINOINDANONE;6-Amino-2,3-dihydro-1H-inden-1-one;1H-Inden-1-one,6-amino-2,3-dihydro-;6-AMino-1-oxoindane;6-Amino-2,3-dihydro-1H-inden-1-one, 6-Amino-2,3-dihydro-1-oxo-1H-indene

  • Categories:

    Chemical Reagents  >  Organic Reagents

6-AMINOINDANONE Basic Attributes

147.17

147.068420

225100

DTXSID20310310

2922399090

Characteristics

43.1

1

Light brown to black Solution

1.3±0.1 g/cm3

167-171 °C(Solv: methanol (67-56-1))

330.3°C at 760 mmHg

153.6±24.8 °C

1.650

Safety Information

IRRITANT

2811

25

45

T

P264, P270, P280, P301+P312, P302+P352, P312, P322, P330, P363, P501

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

6-AMINOINDANONE Use and Manufacturing

A mixture of the 6-nitroindan-1-one (10 g, 56 mmol) and 10percent Pd/C (2.Og) in MeOH (200 mL) was stirred under 30 psi of H6-Nitro-l-indanone (10.0 g, 56.4 mmol) was dissolved in methanol (200 mL) , a 10percent palladium-carbon powder (500 mg) was added, and the mixture was stirred at room temperature for 14 hr under a hydrogen atmosphere. To the reaction solution were added dichloromethane and ethyl acetate to dissolve the precipitated crystals, and the catalyst was filtered off. The filtrate was concentrated under reduced pressure, and the residue was washed with methanol to give the title compound (6.71 g, yield 81percent) .EXAMPLE 129B 6-amino-1-indanone [0367] A solution of Example 129A (19.68 g, 111 mmol) in ethanol (111 mL) was treated sequentially with iron powder (43.0 g, 770 mmol) and solid ammonium chloride (3.70 g, 69.2 mmol). The resulting suspension was stirred at 90° C. for 1 hour, cooled to room temperature, diluted with brine, and extracted with diethyl ether (4.x.100 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to provide the desired product as a 6:1 mixture of 6-amino- and 4-amino-1-indanone (14.20 g, 87percent). 1H NMR (300 MHz, DMSO-d6, 6-amino-1-indanone) δ 7.21 (d, 1H), 6.92 (dd, 1H), 6.75 (d, 1H), 5.27 (br s, 2H), 2.90 (t, 2H), 2.54 (m, 2H); 1H NMR (300 MHz, DMSO-d6), 4-amino-1-indanone) δ 7.10 (t, 1H), 6.81 (m, 2H), 2.80 (m, 2H), 2.59 (m, 2H).EXAMPLE 129B 8g of Intermediate 3 and 11g of Intermediate 2 were dissolved in an ethanol solvent, 7g of triethylamine was added, and the mixture was reacted at reflux for 5 hours.Cool naturally to room temperature, suction filter, The obtained milky white solid is intermediate 4

Computed Properties

Molecular Weight:147.17
XLogP3:1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:147.068413911
Monoisotopic Mass:147.068413911
Topological Polar Surface Area:43.1
Heavy Atom Count:11
Complexity:178
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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