Conditions | Yield |
---|---|
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 65℃; | 98.4% |
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 70℃; for 4h; Inert atmosphere; | 98% |
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 90℃; for 24h; Inert atmosphere; | 97% |
tert.-butylnitrite
2,6-diamino-9,10-anthraquinone
2,6-dibromoanthraquinone
Conditions | Yield |
---|---|
With hydrogenchloride | 98.4% |
4-bromo-2-(4-bromo-benzoyl)-benzoic acid
2,6-dibromoanthraquinone
Conditions | Yield |
---|---|
With sulfuric acid at 150℃; |
2,6,9,10-tetrabromoanthracene
2,6-dibromoanthraquinone
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid |
2,6-dibromoanthraquinone
Conditions | Yield |
---|---|
With ethanol |
2,6-dibromoanthraquinone
Conditions | Yield |
---|---|
at 170℃; |
2,6-diamino-9,10-anthraquinone
copper(II)bromide
2,6-dibromoanthraquinone
Conditions | Yield |
---|---|
In acetonitrile | |
With hydrogenchloride; tert.-butylnitrite In acetonitrile |
Conditions | Yield |
---|---|
In hydrogenchloride; aqueous NaNO2 |
2,6-dibromoanthraquinone
trimethylsilylacetylene
2,6-bis((trimethylsilyl)ethynyl)-9,10-anthraquinone
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 40℃; Inert atmosphere; | 100% |
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In tetrahydrofuran Sonogashira Cross-Coupling; Reflux; | 96% |
With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride at 50℃; Sonogashira coupling; | 76% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 65℃; for 16h; |
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one at 190℃; for 8h; | 98.5% |
1-bromo-hexane
2,6-dibromoanthraquinone
2,6-dibromo-9,10-dihexyloxyanthracene
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; iron; sodium hydroxide; zinc In water; toluene at 50 - 75℃; for 2h; Reagent/catalyst; Temperature; | 94% |
2,6-dibromoanthraquinone
2,6-dibromo-9,10-di(2-naphthyl)-9,9,10,10-tetrahydroanthracene-9,10-diol
Conditions | Yield |
---|---|
Stage #1: 2-bromonaphthalene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 1h; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran; pentane | 90% |
2,6-dibromoanthraquinone
butyl triflate
2,6-dibromo-9,10-bis(butoloxy)anthracene
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromoanthraquinone With sodium dithionite; tetrabutylammomium bromide; water In dichloromethane at 20℃; Inert atmosphere; Stage #2: With sodium hydroxide In dichloromethane; water at 20℃; for 0.25h; Inert atmosphere; Stage #3: butyl triflate In dichloromethane; water at 0 - 20℃; for 1.16667h; | 88% |
2,6-dibromoanthraquinone
bis(pinacol)diborane
Conditions | Yield |
---|---|
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 20 - 84℃; for 41.67h; Schlenk technique; | 87% |
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 20 - 84℃; for 48.5h; Inert atmosphere; | 78% |
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 110℃; for 24h; Schlenk technique; | 55% |
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 20 - 84℃; for 40.5h; Inert atmosphere; | 37% |
Miyaura Borylation Reaction; |
2,6-dibromoanthraquinone
tris-iso-propylsilyl acetylene
((2,6-dibromoanthracene-9,10-diyl)bis(ethyne-2,1-diyl))bis(triisopropylsilane)
Conditions | Yield |
---|---|
Stage #1: tris-iso-propylsilyl acetylene With n-butyllithium In tetrahydrofuran at 0 - 20℃; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran Stage #3: With acetic acid; tin(ll) chloride | 86% |
Stage #1: tris-iso-propylsilyl acetylene With isopropylmagnesium chloride In tetrahydrofuran for 0.333333h; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran at 20 - 60℃; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; water at 60℃; for 0.25h; | 41% |
Stage #1: tris-iso-propylsilyl acetylene With isopropylmagnesium chloride In tetrahydrofuran at 60℃; for 0.25h; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran at 60℃; for 0.5h; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; water at 60℃; for 0.25h; | 41% |
Stage #1: tris-iso-propylsilyl acetylene With n-butyllithium In tetrahydrofuran; pentane at 0℃; Inert atmosphere; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran; pentane at 20℃; Inert atmosphere; Stage #3: With tin(II) chloride dihdyrate; acetic acid In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; | 35.4% |
Stage #1: 2,6-dibromoanthraquinone; tris-iso-propylsilyl acetylene With n-butyllithium In tetrahydrofuran for 24h; Stage #2: With hydrogenchloride; tin(ll) chloride In water |
2-Bromobiphenyl
2,6-dibromoanthraquinone
2,6-dibromo-9,10-bis(2-biphenyl-hydroxy)-anthracene
Conditions | Yield |
---|---|
Stage #1: 2-Bromobiphenyl With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.666667h; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran; pentane at -78 - 20℃; for 15h; | 85% |
Stage #1: 2-Bromobiphenyl With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.666667h; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran; pentane at -78 - 20℃; for 15h; Stage #3: With hydrogenchloride In tetrahydrofuran; diethyl ether; water; pentane at 20℃; for 0.666667h; | 85% |
Stage #1: 2-Bromobiphenyl With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.666667h; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran; pentane at -78 - 20℃; for 15h; | 85% |
Stage #1: 2-Bromobiphenyl With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.666667h; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran; pentane at -78 - 20℃; for 0.25h; | 85% |
Stage #1: 2-Bromobiphenyl With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.666667h; Inert atmosphere; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran; pentane at -78 - 20℃; for 15h; Stage #3: With hydrogenchloride In tetrahydrofuran; diethyl ether; water; pentane at 20℃; for 0.666667h; | 85% |
2,6-dibromoanthraquinone
(trifluoromethyl)trimethylsilane
C16H8Br2F6O2
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromoanthraquinone; (trifluoromethyl)trimethylsilane With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h; Stage #2: With hydrogenchloride In ethanol; water for 3h; Reflux; | 85% |
2,6-dibromoanthraquinone
phenylboronic acid
2,6-diphenylanthracene-9,10-dione
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene at 90℃; Suzuki Coupling; Inert atmosphere; | 85% |
1-Bromonaphthalene
2,6-dibromoanthraquinone
2,6-dibromo-9,10-bis(naphth-1-yl)anthracene
Conditions | Yield |
---|---|
Stage #1: 1-Bromonaphthalene; 2,6-dibromoanthraquinone With magnesium In tetrahydrofuran for 6h; Reflux; Stage #2: With tin(ll) chloride In N,N-dimethyl-formamide for 5h; Reflux; | 83.1% |
2-bromonaphthalene
2,6-dibromoanthraquinone
2,6-dibromo-9,10-di(2-naphthyl)-9,9,10,10-tetrahydroanthracene-9,10-diol
Conditions | Yield |
---|---|
Stage #1: 2-bromonaphthalene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.666667h; Inert atmosphere; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran; pentane at -78 - 20℃; for 3h; Inert atmosphere; Stage #3: With ammonium chloride In tetrahydrofuran; pentane at 20℃; for 0.666667h; | 82% |
Stage #1: 2-bromonaphthalene With n-butyllithium In tetrahydrofuran at -78℃; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran at -78 - 20℃; Stage #3: With hydrogenchloride; water In tetrahydrofuran at 20℃; for 2h; | 66% |
Stage #1: 2-bromonaphthalene With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran at -78 - 20℃; Inert atmosphere; | 54% |
2,6-dibromoanthraquinone
acetic anhydride
2,6-dibromo-9,10-diacetoxyanthracene
Conditions | Yield |
---|---|
With sodium acetate; zinc Heating; | 81% |
bis(biphenyl-4-yl)amine
2,6-dibromoanthraquinone
Conditions | Yield |
---|---|
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl) palladium(II) dichloride; sodium t-butanolate In toluene at 100℃; for 12h; Inert atmosphere; | 81% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; sodium carbonate In toluene at 110℃; for 24h; Inert atmosphere; | 80% |
2,6-dibromoanthraquinone
methyl iodide
2,6-dibromo-9,10-dimethoxyanthracene
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromoanthraquinone With sodium dithionite; sodium hydroxide In tetrahydrofuran; methanol Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran; methanol for 5.5h; Inert atmosphere; | 77.3% |
Stage #1: 2,6-dibromoanthraquinone With sodium dithionite; tetrabutylammomium bromide; sodium hydroxide In dichloromethane; water at 20℃; for 2h; Inert atmosphere; Stage #2: methyl iodide In dichloromethane; water at 20℃; for 8h; Inert atmosphere; | 64% |
2,6-dibromoanthraquinone
1-bromo-4-dodecyloxybenzene
2,6-dibromo-9,10-bis(4-(dodecyloxy)phenyl)-9,10-dihydroanthracene-9,10-diol
Conditions | Yield |
---|---|
Stage #1: 1-bromo-4-dodecyloxybenzene With n-butyllithium In tetrahydrofuran; pentane at -78℃; for 3h; Inert atmosphere; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran; pentane at 20℃; Inert atmosphere; | 76.2% |
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; triphenylphosphine In tetrahydrofuran for 24h; Sonogashira Cross-Coupling; Reflux; Inert atmosphere; | 76% |
2,6-dibromoanthraquinone
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromoanthraquinone With sodium dithionite; tetrabutylammomium bromide In tetrahydrofuran; water Inert atmosphere; Schlenk technique; Stage #2: With sodium hydroxide In tetrahydrofuran; water for 2h; Inert atmosphere; Schlenk technique; Stage #3: 2-octyldodecyl 4-methylbenzenesulfonate In tetrahydrofuran; water for 8h; Reflux; Inert atmosphere; Schlenk technique; | 75% |
2,6-dibromoanthraquinone
1-ethynyl-4-(n-pentyl)benzene
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromoanthraquinone With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triphenylphosphine In triethylamine; toluene at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 1-ethynyl-4-(n-pentyl)benzene In triethylamine; toluene at 80℃; for 15h; | 75% |
2,6-dibromoanthraquinone
(5-methylthiophen-2-yl)boronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; sodium carbonate In toluene at 110℃; for 24h; Inert atmosphere; | 75% |
2,6-dibromoanthraquinone
2,4-dimethoxyphenylboronic acid
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,4-dioxane; water at 90℃; for 15h; Suzuki Coupling; | 75% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 100℃; for 24h; |
Conditions | Yield |
---|---|
Stage #1: 1-bromo-2-(2-phenylethenyl)benzene With n-butyllithium In tetrahydrofuran at -78℃; for 2h; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran at -78 - 20℃; for 3h; Stage #3: With acetic acid at 100 - 110℃; for 4h; Inert atmosphere; | 74.8% |
Stage #1: 1-bromo-2-(2-phenylethenyl)benzene With n-butyllithium In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran at -78 - 20℃; for 6h; Inert atmosphere; Further stages; | 62% |
2,6-dibromoanthraquinone
4-hexylphenylacetylene
2,6-bis((4-hexylphenyl)ethynyl)anthracene-9,10-dione
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran; triethylamine; diisopropylamine at 80℃; for 16h; Sonogashira coupling; Inert atmosphere; | 74% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine In tetrahydrofuran at 80℃; for 16h; Sonogashira coupling; Inert atmosphere; | 74% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; diisopropylamine In tetrahydrofuran at 80℃; for 12h; Sonogashira Cross-Coupling; |
Conditions | Yield |
---|---|
With copper(l) iodide; triethylammonium; bis-triphenylphosphine-palladium(II) chloride for 8h; Condensation; Sonogashira-Hagihara-type cross-coupling; Heating; | 73% |
2,6-dibromoanthraquinone
propyl bromide
2,6-dibromo-9,10-dipropoxyanthracene
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromoanthraquinone With sodium hydroxide; sodium dithionite; tetrabutylammomium bromide In dichloromethane; water for 2h; Stage #2: propyl bromide In dichloromethane; water for 8h; | 73% |
With sodium disulfite; sodium hydroxide In dichloromethane; water |
1-decyne
2,6-dibromoanthraquinone
2,6-dibromo-9,10-bis(decy-1-ynyl)anthracene
Conditions | Yield |
---|---|
Stage #1: 1-decyne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2h; Stage #2: 2,6-dibromoanthraquinone In tetrahydrofuran; hexane at 0 - 20℃; for 6h; Stage #3: With tin(II) chloride dihdyrate In water; acetic acid at 20℃; | 73% |
2,6-dibromoanthraquinone
diphenylamine
2,6-bis(diphenylamino)anthraquinone
Conditions | Yield |
---|---|
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl) palladium(II) dichloride; sodium t-butanolate In toluene at 100℃; for 12h; Inert atmosphere; | 72% |
The 2,6-Dibromoanthraquinone, with the CAS registry number 633-70-5, is also known as 9,10-Anthracenedione, 2,6-dibromo-. It belongs to the product categories of Electronic Chemicals; Anthraquinones; Chloroanthraquine, etc.; Anthracene Series; Anthracene Derivatives. This chemical's molecular formula is C14H6Br2O2 and molecular weight is 366.00424. Its IUPAC name is called 2,6-dibromoanthracene-9,10-dione. The product which is light yellow crystal powder should be sealed and stored in cool and dry place. What's more, it should be protected from strong oxides.
Physical properties of 2,6-Dibromoanthraquinone: (1)ACD/LogP: 4.03; (2)ACD/LogD (pH 5.5): 5; (3)ACD/LogD (pH 7.4): 5; (4)ACD/BCF (pH 5.5): 3274; (5)ACD/BCF (pH 7.4): 3274; (6)ACD/KOC (pH 5.5): 11420; (7)ACD/KOC (pH 7.4): 11420; (8)#H bond acceptors: 2; (9)Index of Refraction: 1.701; (10)Molar Refractivity: 74.049 cm3; (11)Molar Volume: 191.435 cm3; (12)Surface Tension: 61.895 dyne/cm; (13)Density: 1.912 g/cm3; (14)Flash Point: 172.19 °C; (15)Enthalpy of Vaporization: 75.859 kJ/mol; (16)Boiling Point: 491.797 °C at 760 mmHg; (17)Vapour Pressure: 0 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC2=C(C=C1Br)C(=O)C3=C(C2=O)C=C(C=C3)Br
(2)InChI: InChI=1S/C14H6Br2O2/c15-7-1-3-9-11(5-7)14(18)10-4-2-8(16)6-12(10)13(9)17/h1-6H
(3)InChIKey: JUFYHUWBLXKCJM-UHFFFAOYSA-N
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View