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CAS No.: | 53348-05-3 |
---|---|
Name: | 3,6-Dibromo-phenanthrenequinone |
Article Data: | 67 |
Molecular Structure: | |
Formula: | C14H6Br2O2 |
Molecular Weight: | 366.008 |
Synonyms: | 3,6-dibromophenanthrene-9,10-dione; |
Density: | 1.911 g/cm3 |
Melting Point: | 291 °C |
Boiling Point: | 501 °C at 760 mmHg |
Flash Point: | 177.5 °C |
PSA: | 34.14000 |
LogP: | 4.25760 |
9,10-phenanthrenequinone
3,6-dibromo-phenanthrene-9,10-dione
Conditions | Yield |
---|---|
With bromine; dibenzoyl peroxide In nitrobenzene at 110℃; for 16h; | 95% |
With bromine; dibenzoyl peroxide In nitrobenzene at 60℃; UV-irradiation; | 92% |
With bromine; dibenzoyl peroxide In nitrobenzene at 120℃; for 1h; | 91% |
2,9-dibromophenanthrene
3,6-dibromo-phenanthrene-9,10-dione
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid for 1h; Reflux; Inert atmosphere; | 78% |
3,6-dibromo-phenanthrene-9,10-dione
Conditions | Yield |
---|---|
With bromine; nitrobenzene at 100 - 110℃; |
phenanthrene
3,6-dibromo-phenanthrene-9,10-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium dichromate; sulfuric acid / water / 85 - 115 °C 2: bromine; dibenzoyl peroxide / nitrobenzene / 1 h / 75 °C / Irradiation View Scheme |
1-bromo-4-ethenyl-benzene
3,6-dibromo-phenanthrene-9,10-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium acetate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) / N,N-dimethyl acetamide / 48 h / 100 - 140 °C / Schlenk technique; Inert atmosphere 2: iodine / toluene / Irradiation; Inert atmosphere 3: chromium(VI) oxide; acetic acid / 1 h / Reflux; Inert atmosphere View Scheme |
4-bromo-benzaldehyde
3,6-dibromo-phenanthrene-9,10-dione
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: potassium carbonate / 1,2-dimethoxyethane / 1 h / Inert atmosphere 1.2: 24 h / 80 °C / Inert atmosphere 2.1: sodium acetate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) / N,N-dimethyl acetamide / 48 h / 100 - 140 °C / Schlenk technique; Inert atmosphere 3.1: iodine / toluene / Irradiation; Inert atmosphere 4.1: chromium(VI) oxide; acetic acid / 1 h / Reflux; Inert atmosphere View Scheme |
(E)-4,4'-dibromostilbene
3,6-dibromo-phenanthrene-9,10-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: iodine / toluene / Irradiation; Inert atmosphere 2: chromium(VI) oxide; acetic acid / 1 h / Reflux; Inert atmosphere View Scheme |
3,6-dibromo-phenanthrene-9,10-dione
Conditions | Yield |
---|---|
With acetic acid; triethylamine In ethanol at 100 - 130℃; for 6h; Inert atmosphere; | 100% |
3,6-dibromo-phenanthrene-9,10-dione
Conditions | Yield |
---|---|
With C26H26F5N3S In dichloromethane at 25℃; for 6h; enantioselective reaction; | A 99% B n/a |
dimethyl sulfate
3,6-dibromo-phenanthrene-9,10-dione
3,6-dibromo-9,10-bis-methoxyphenanthrene
Conditions | Yield |
---|---|
Stage #1: 3,6-dibromo-phenanthrene-9,10-dione With sodium dithionite; tetrabutylammomium bromide In tetrahydrofuran; water Inert atmosphere; Stage #2: dimethyl sulfate With sodium hydroxide In tetrahydrofuran; water Cooling with ice; Inert atmosphere; | 98% |
Stage #1: 3,6-dibromo-phenanthrene-9,10-dione With sodium dithionite; tetrabutylammomium bromide In tetrahydrofuran; water for 0.0833333h; Stage #2: dimethyl sulfate With sodium hydroxide In tetrahydrofuran; water for 0.25h; Cooling with ice; | 92% |
With sodium hydroxide; sodium dithionite; tetrabutylammomium bromide In tetrahydrofuran; water for 0.25h; | 90% |
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The 3,6-Dibromo-9,10-phenanthrenequinone is an organic compound with the formula C14H6Br2O2. With the CAS registry number 53348-05-3, the IUPAC name of this chemical is 3,6-dibromophenanthrene-9,10-dione.
Physical properties about 3,6-Dibromo-9,10-phenanthrenequinone are: (1)ACD/LogP: 4.67; (2)#H bond acceptors: 2 ; (3)Polar Surface Area: 34.14 Å2; (4)Index of Refraction: 1.7; (5)Molar Refractivity: 74.04 cm3; (6)Molar Volume: 191.4 cm3; (7)Polarizability: 29.35×10-24cm3; (8)Surface Tension: 61.8 dyne/cm; (9)Density: 1.911 g/cm3; (10)Flash Point: 177.5 °C; (11)Enthalpy of Vaporization: 76.97 kJ/mol; (12)Boiling Point: 501 °C at 760 mmHg; (13)Vapour Pressure: 3.62E-10 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: Brc3cc2c1c(ccc(Br)c1)C(=O)C(=O)c2cc3
(2)InChI: InChI=1/C14H6Br2O2/c15-7-1-3-9-11(5-7)12-6-8(16)2-4-10(12)14(18)13(9)17/h1-6H
(3)InChIKey: WPEJBJRFPBMVGJ-UHFFFAOYAL
(4)Std. InChI: InChI=1S/C14H6Br2O2/c15-7-1-3-9-11(5-7)12-6-8(16)2-4-10(12)14(18)13(9)17/h1-6H
(5)Std. InChIKey: WPEJBJRFPBMVGJ-UHFFFAOYSA-N