Product Name

  • Name

    2,6-Dibromoanthraquinone

  • EINECS 1592732-453-0
  • CAS No. 633-70-5
  • Article Data51
  • CAS DataBase
  • Density 1.912 g/cm3
  • Solubility
  • Melting Point 290 °C
  • Formula C14H6Br2O2
  • Boiling Point 491.797 °C at 760 mmHg
  • Molecular Weight 366.008
  • Flash Point 172.19 °C
  • Transport Information
  • Appearance Light yellow crystal powder
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 633-70-5 (2,6-Dibromoanthraquinone)
  • Hazard Symbols
  • Synonyms 2,6-dibromoanthracene-9,10-dione
  • PSA 34.14000
  • LogP 3.98700

Synthetic route

2,6-diamino-9,10-anthraquinone
131-14-6

2,6-diamino-9,10-anthraquinone

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

Conditions
ConditionsYield
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
540-80-7

tert.-butylnitrite

Cu(II)Br

Cu(II)Br

2,6-diamino-9,10-anthraquinone
131-14-6

2,6-diamino-9,10-anthraquinone

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

Conditions
ConditionsYield
With hydrogenchloride98.4%
ethanol
64-17-5

ethanol

2,6-dibromo-9,10-dioxo-9,10-dihydro-anthracene-1,5-bisdiazonium; bis-hydrogen sulfate

2,6-dibromo-9,10-dioxo-9,10-dihydro-anthracene-1,5-bisdiazonium; bis-hydrogen sulfate

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

4-bromo-2-(4-bromo-benzoyl)-benzoic acid
53103-14-3

4-bromo-2-(4-bromo-benzoyl)-benzoic acid

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

Conditions
ConditionsYield
With sulfuric acid at 150℃;
2,6,9,10-tetrabromoanthracene
81327-83-5

2,6,9,10-tetrabromoanthracene

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

Conditions
ConditionsYield
With chromium(VI) oxide; acetic acid
2.6-dibromo-anthraquinone-bisdiazonium sulfate-(1.5)

2.6-dibromo-anthraquinone-bisdiazonium sulfate-(1.5)

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

Conditions
ConditionsYield
With ethanol
anthraquinone-bisdiazonium perbromide-(2.6)

anthraquinone-bisdiazonium perbromide-(2.6)

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

Conditions
ConditionsYield
at 170℃;
2,6,9,10-tetrabromoanthracene
81327-83-5

2,6,9,10-tetrabromoanthracene

acetic acid
64-19-7

acetic acid

chromic acid

chromic acid

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

2,6-diamino-9,10-anthraquinone
131-14-6

2,6-diamino-9,10-anthraquinone

copper(II)bromide
7789-45-9

copper(II)bromide

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

Conditions
ConditionsYield
In acetonitrile
With hydrogenchloride; tert.-butylnitrite In acetonitrile
aqueous KI

aqueous KI

2,6-diamino-9,10-anthraquinone
131-14-6

2,6-diamino-9,10-anthraquinone

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

Conditions
ConditionsYield
In hydrogenchloride; aqueous NaNO2
2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

2,6-bis((trimethylsilyl)ethynyl)-9,10-anthraquinone
906803-65-4

2,6-bis((trimethylsilyl)ethynyl)-9,10-anthraquinone

Conditions
ConditionsYield
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;
2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

copper(l) cyanide

copper(l) cyanide

2,6-dicyano-9,10-anthraquinone
52156-53-3

2,6-dicyano-9,10-anthraquinone

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 190℃; for 8h;98.5%
1-bromo-hexane
111-25-1

1-bromo-hexane

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

2,6-dibromo-9,10-dihexyloxyanthracene
1195821-04-5

2,6-dibromo-9,10-dihexyloxyanthracene

Conditions
ConditionsYield
With tetrabutylammomium bromide; iron; sodium hydroxide; zinc In water; toluene at 50 - 75℃; for 2h; Reagent/catalyst; Temperature;94%
2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

2,6-dibromo-9,10-di(2-naphthyl)-9,9,10,10-tetrahydroanthracene-9,10-diol
867044-30-2

2,6-dibromo-9,10-di(2-naphthyl)-9,9,10,10-tetrahydroanthracene-9,10-diol

Conditions
ConditionsYield
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
633-70-5

2,6-dibromoanthraquinone

butyl triflate
75618-25-6

butyl triflate

2,6-dibromo-9,10-bis(butoloxy)anthracene
1166846-00-9

2,6-dibromo-9,10-bis(butoloxy)anthracene

Conditions
ConditionsYield
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
633-70-5

2,6-dibromoanthraquinone

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2- yl)anthracene-9,10-dione

2,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2- yl)anthracene-9,10-dione

Conditions
ConditionsYield
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
633-70-5

2,6-dibromoanthraquinone

tris-iso-propylsilyl acetylene
89343-06-6

tris-iso-propylsilyl acetylene

((2,6-dibromoanthracene-9,10-diyl)bis(ethyne-2,1-diyl))bis(triisopropylsilane)
945011-59-6

((2,6-dibromoanthracene-9,10-diyl)bis(ethyne-2,1-diyl))bis(triisopropylsilane)

Conditions
ConditionsYield
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
2052-07-5

2-Bromobiphenyl

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

2,6-dibromo-9,10-bis(2-biphenyl-hydroxy)-anthracene
474688-71-6

2,6-dibromo-9,10-bis(2-biphenyl-hydroxy)-anthracene

Conditions
ConditionsYield
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
633-70-5

2,6-dibromoanthraquinone

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

C16H8Br2F6O2
1449478-75-4

C16H8Br2F6O2

Conditions
ConditionsYield
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
633-70-5

2,6-dibromoanthraquinone

phenylboronic acid
98-80-6

phenylboronic acid

2,6-diphenylanthracene-9,10-dione
131268-46-7

2,6-diphenylanthracene-9,10-dione

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene at 90℃; Suzuki Coupling; Inert atmosphere;85%
1-Bromonaphthalene
90-11-9

1-Bromonaphthalene

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

2,6-dibromo-9,10-bis(naphth-1-yl)anthracene
914306-89-1

2,6-dibromo-9,10-bis(naphth-1-yl)anthracene

Conditions
ConditionsYield
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
580-13-2

2-bromonaphthalene

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

2,6-dibromo-9,10-di(2-naphthyl)-9,9,10,10-tetrahydroanthracene-9,10-diol
867044-30-2

2,6-dibromo-9,10-di(2-naphthyl)-9,9,10,10-tetrahydroanthracene-9,10-diol

Conditions
ConditionsYield
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
633-70-5

2,6-dibromoanthraquinone

acetic anhydride
108-24-7

acetic anhydride

2,6-dibromo-9,10-diacetoxyanthracene
207384-91-6

2,6-dibromo-9,10-diacetoxyanthracene

Conditions
ConditionsYield
With sodium acetate; zinc Heating;81%
bis(biphenyl-4-yl)amine
102113-98-4

bis(biphenyl-4-yl)amine

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

2,6-bis[bis(biphenyl-4-yl)amino]anthraquinone

2,6-bis[bis(biphenyl-4-yl)amino]anthraquinone

Conditions
ConditionsYield
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%
4-fluoroboronic acid
1765-93-1

4-fluoroboronic acid

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

2,6-bis(4-fluorophenyl)-4a,9a-dihydroanthraquinone

2,6-bis(4-fluorophenyl)-4a,9a-dihydroanthraquinone

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; sodium carbonate In toluene at 110℃; for 24h; Inert atmosphere;80%
2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

methyl iodide
74-88-4

methyl iodide

2,6-dibromo-9,10-dimethoxyanthracene
1424372-34-8

2,6-dibromo-9,10-dimethoxyanthracene

Conditions
ConditionsYield
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
633-70-5

2,6-dibromoanthraquinone

1-bromo-4-dodecyloxybenzene
123883-51-2

1-bromo-4-dodecyloxybenzene

2,6-dibromo-9,10-bis(4-(dodecyloxy)phenyl)-9,10-dihydroanthracene-9,10-diol
1425254-25-6

2,6-dibromo-9,10-bis(4-(dodecyloxy)phenyl)-9,10-dihydroanthracene-9,10-diol

Conditions
ConditionsYield
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%
2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

propargyl alcohol
107-19-7

propargyl alcohol

2,6-bis(3-hydroxyprop-1-yn-1-yl)anthracene-9,10-dione

2,6-bis(3-hydroxyprop-1-yn-1-yl)anthracene-9,10-dione

Conditions
ConditionsYield
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
633-70-5

2,6-dibromoanthraquinone

2-octyldodecyl 4-methylbenzenesulfonate

2-octyldodecyl 4-methylbenzenesulfonate

2,6-dibromo-9,10-bis(2-octyldodecyloxy)anthracene

2,6-dibromo-9,10-bis(2-octyldodecyloxy)anthracene

Conditions
ConditionsYield
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
633-70-5

2,6-dibromoanthraquinone

1-ethynyl-4-(n-pentyl)benzene
79887-10-8

1-ethynyl-4-(n-pentyl)benzene

2,6-Bis((4-pentylphenyl)ethynyl)anthracene-9,10-dione

2,6-Bis((4-pentylphenyl)ethynyl)anthracene-9,10-dione

Conditions
ConditionsYield
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
633-70-5

2,6-dibromoanthraquinone

(5-methylthiophen-2-yl)boronic acid
162607-20-7

(5-methylthiophen-2-yl)boronic acid

2,6-bis(5-methylthiophen-2-yl)-4a,9a-dihydroanthraquinone

2,6-bis(5-methylthiophen-2-yl)-4a,9a-dihydroanthraquinone

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; sodium carbonate In toluene at 110℃; for 24h; Inert atmosphere;75%
2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

2,4-dimethoxyphenylboronic acid
133730-34-4

2,4-dimethoxyphenylboronic acid

2,6-bis(2,4-dimethoxyphenyl)anthracene-9,10-dione

2,6-bis(2,4-dimethoxyphenyl)anthracene-9,10-dione

Conditions
ConditionsYield
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;
1-bromo-2-(2-phenylethenyl)benzene
78602-28-5

1-bromo-2-(2-phenylethenyl)benzene

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

C28H16Br2O

C28H16Br2O

Conditions
ConditionsYield
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
633-70-5

2,6-dibromoanthraquinone

4-hexylphenylacetylene
79887-11-9

4-hexylphenylacetylene

2,6-bis((4-hexylphenyl)ethynyl)anthracene-9,10-dione
1284214-22-7

2,6-bis((4-hexylphenyl)ethynyl)anthracene-9,10-dione

Conditions
ConditionsYield
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;
methyl 10-undecynoate
2777-66-4

methyl 10-undecynoate

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

dimethyl 11,11'-(9,10-dioxoanthracene-2,6-diyl)bis[undec-10-ynoate]

dimethyl 11,11'-(9,10-dioxoanthracene-2,6-diyl)bis[undec-10-ynoate]

Conditions
ConditionsYield
With copper(l) iodide; triethylammonium; bis-triphenylphosphine-palladium(II) chloride for 8h; Condensation; Sonogashira-Hagihara-type cross-coupling; Heating;73%
2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

propyl bromide
106-94-5

propyl bromide

2,6-dibromo-9,10-dipropoxyanthracene
844696-83-9

2,6-dibromo-9,10-dipropoxyanthracene

Conditions
ConditionsYield
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
764-93-2

1-decyne

2,6-dibromoanthraquinone
633-70-5

2,6-dibromoanthraquinone

2,6-dibromo-9,10-bis(decy-1-ynyl)anthracene
880496-19-5

2,6-dibromo-9,10-bis(decy-1-ynyl)anthracene

Conditions
ConditionsYield
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
633-70-5

2,6-dibromoanthraquinone

diphenylamine
122-39-4

diphenylamine

2,6-bis(diphenylamino)anthraquinone
868850-50-4

2,6-bis(diphenylamino)anthraquinone

Conditions
ConditionsYield
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%

2,6-Dibromoanthraquinone Specification

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

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