| Identification | Back Directory | [Name]
DIBENZOSUBERENOL | [CAS]
10354-00-4 | [Synonyms]
NSC 84190 DIBENZOSUBERENOL 5H-DIBENZO[A,D][7]ANNULEN-5-OL 5H-DIBENZO [A,D]CYCLOHEPTEN-5-OL 5-Hydroxy-5H-dibenzo[a,d]cycloheptene 11H-dibenzo[1,2-a:1',2'-e][7]annulen-11-ol | [EINECS(EC#)]
233-774-5 | [Molecular Formula]
C15H12O | [MDL Number]
MFCD00003586 | [MOL File]
10354-00-4.mol | [Molecular Weight]
208.26 |
| Chemical Properties | Back Directory | [Melting point ]
122.5-124 °C(lit.)
| [Boiling point ]
401.9±14.0 °C(Predicted) | [density ]
1.196±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Solid | [pka]
13.40±0.20(Predicted) | [color ]
White to Pale Yellow | [BRN ]
1957458 |
| Hazard Information | Back Directory | [Uses]
Dibenzosuberenol is an intermediate in the synthesis of 5H-Dibenzo[a,d]cycloheptene which itself was used in the synthesis of cyclotribenzylenes. Also functions as a calmodulin inhibitor affecting various crucial cellular processes. | [Synthesis]
General procedure for the synthesis of 5H-dibenzo[a,d]cyclohepten-5-ol from 5-dibenzo[a,d]cycloheptenone: 1.50 g (7.27 mmol) of 5-dibenzo[a,d]cycloheptenone was added to a suspension containing 4 mL of water, 0.45 mL of 1N aqueous sodium hydroxide solution and 20 mL of methanol, followed by 200 mg (5.29 mmol) of sodium borohydride. The reaction mixture was stirred overnight. Upon completion of the reaction, the precipitated crystals were collected by filtration, washed with water, and then the crystals were dissolved in ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate and the solvent was subsequently evaporated under reduced pressure to give 5H-dibenzo[a,d]cyclohepten-5-ol. Yield: 1.48 g (7.11 mmol) in 98% yield.1H-NMR (CDCl3) data: δ 2.41 (1H, d), 5.43 (1H, d), 7.11 (2H, s), 7.25-7.31 (2H, m), 7.36-7.44 (4H, m), 7.66 (2H, d). | [References]
[1] Patent: US2004/167118, 2004, A1. Location in patent: Page 29-30 [2] Patent: US4910312, 1990, A [3] Patent: US4772615, 1988, A [4] Patent: EP221572, 1991, B1 [5] Patent: EP1481673, 2004, A1. Location in patent: Page/Page column 42-43 |
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| Company Name: |
Alfa Aesar
|
| Tel: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Tel: |
021-021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
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