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Home > Encyclopedia > 2,7-Dihydroxyfluoren-9-one

2,7-Dihydroxyfluoren-9-one

2,7-Dihydroxyfluoren-9-one structure

2,7-Dihydroxyfluoren-9-one 

structure
  • CAS No:

    42523-29-5

  • Formula:

    C13H8O3

  • Chemical Name:

    2,7-Dihydroxyfluoren-9-one

  • Synonyms:

    9H-Fluoren-9-one,2,7-dihydroxy-;2,7-Dihydroxy-9H-fluoren-9-one;RMI 15,152;2,7-Dihydroxyfluoren-9-one;RMI 15152;9-Fluorenone-2,7-diol

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

Dark red crystal or powder

2,7-Dihydroxyfluoren-9-one Basic Attributes

212.2

212.20

610-035-9

DTXSID60402283

2914501900

Characteristics

57.5

2.5

Brown-red crystalline powder

1.5±0.1 g/cm3

338 °C

444.5°C at 760 mmHg

236.7±18.3 °C

1.749

Safety Information

P261, P264, P270, P271, P273, P280, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P312, P321, P322, P330, P363, P391, P405, P501

H301

|Danger|H301 (20%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, 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 7 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2,7-Dihydroxyfluoren-9-one Use and Manufacturing

Methods of Manufacturing

A mixture of 5 (50 g, 0.20 mol), ZnCl2 (50 g, 0.37 mol), PPA (33 mL) was stirred at 110–120 °C for 2 h and then cooled to r.t., precipitated by addition of water (500 mL). The precipitate was filtered and dried to obtain 40 g red-brown crystallized powder (2). Yield 95percent; m.p. 336–337 °C (Lit. 338 C [24]); IR (KBr), ν (cm1): 3388.9, 3360.6 (OH), 1700.7 (C=O); ESI-MS (m/z):211.0 [M H], C13H8O3 (MW. = 212.0); 1H-NMR (300 MHz, DMSO-d6), δ (ppm): 9.89 (s, 2H), 7.37 (d, J = 4.8 Hz, 2H), 6.90 (dd, J = 4.9, 2.4 Hz, 2H), 6.86 (d, J = 2.4 Hz, 2H).General procedure: A mixture of arylaldehyde (0.1 g, 1 mmol), dihaloarene (0.565 g, 2 mmol), Pd(OAc)0.05 mol of 2, 7-dihydroxy-9-fluorenone, 0.40 mol of aniline and 0.015 mol of trifluoromethanesulfonic acid were successively added to a flask equipped with a stirred rotor, Condenser, Thermometer and gas inlet in a four-necked flask, Access to nitrogen, Reaction at 150 C for 10 h, Then cooled to room temperature, The product was poured into a 100 mL solution of 5 g / L sodium hydroxide in ethanol, The precipitate is filtered, Ethanol wash, Vacuum drying, To give 2, 7-dihydroxy-9, 9-bis- (4-aminophenyl) fluorene (M-1)The yield was 92.3%.

Uses

2,7-dihydroxy-9-fluorenone is used as organic intermediates.

Computed Properties

Molecular Weight:212.20
XLogP3:2.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Exact Mass:212.047344113
Monoisotopic Mass:212.047344113
Topological Polar Surface Area:57.5
Heavy Atom Count:16
Complexity:274
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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