2,6-dibromo-3,7-bis(trimethylsilyl)naphthalene
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With trifluoroacetic acid In tetrachloromethane Ambient temperature; | 95% |
6-bromo-2-naphthalenyl trifluoromethanesulfonate
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); t-BuBrettPhos; potassium bromide In 1,4-dioxane at 130℃; for 16h; Inert atmosphere; | 82% |
2,6-Dihydroxynaphthalene
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With dibromotriphenylphosphorane at 340℃; for 0.0833333h; | 35% |
6-bromo-naphthalen-2-ol
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
Stage #1: 6-bromo-naphthalen-2-ol With bromine; triphenylphosphine In acetonitrile at 20 - 70℃; for 2.5h; Stage #2: at 300℃; for 1h; neat (no solvent); | 29% |
With bromine; triphenylphosphine In acetonitrile 60 - 70 deg C, 2 h then 320 deg C, 1 h; | 28% |
With bromine; triphenylphosphine In methanol; dichloromethane; acetonitrile |
1,4-dibromonaphthalene
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With carbon disulfide; aluminium trichloride Einleiten von HCl; |
1,5-dibromonaphthalene
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With carbon disulfide; aluminium trichloride Einleiten von HCl; |
6-Bromonaphthalen-2-amine
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
ueber die Diazonium-Verbindungen; |
1,6-dibromonaphthalene
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With iron(III) chloride at 150℃; Einleiten von HBr; |
1,2-dibromonaphthalene
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With iron(III) chloride at 150℃; Einleiten von HBr; |
naphthalene-2,6-diamine
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
ueber die Diazonium-Verbindungen; |
hydrogenchloride
carbon disulfide
aluminium trichloride
1,4-dibromonaphthalene
2,6-dibromonaphthalene
hydrogenchloride
carbon disulfide
aluminium trichloride
1,5-dibromonaphthalene
2,6-dibromonaphthalene
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With phosphorus pentabromide durch Destillation; |
1,6-dibromonaphthalene
hydrogen bromide
iron(III) chloride
A
2-bromonaphthalene
B
1-Bromonaphthalene
C
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
at 150℃; |
1,2-dibromonaphthalene
hydrogen bromide
iron(III) chloride
A
2-bromonaphthalene
B
1-Bromonaphthalene
C
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
at 150℃; |
phosphorus pentabromide
2,6-dibromonaphthalene
2,3,6,7-tetrakis(trimethylsilyl)naphthalene
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 89 percent / pyridine, bromine / CCl4 / 3 h / Ambient temperature 2: 95 percent / trifluoroacetic acid / CCl4 / Ambient temperature View Scheme |
naphthalene
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: carbon disulfide; bromine / auch in Gegenwart von Eisen-Spaenen, bei verschiedenen Temperaturen 2: AlCl3; carbon disulfide / Einleiten von HCl View Scheme | |
Multi-step reaction with 2 steps 1: carbon disulfide; bromine / auch in Gegenwart von Eisen-Spaenen, bei verschiedenen Temperaturen 2: AlCl3; carbon disulfide / Einleiten von HCl View Scheme |
1-bromo-2-naphthylamine
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aqueous HBr / Diazotization.Versetzung der Diazoniumsalz-Loesung mit Hg(NO3)2 und NaBr und Erhitzen des gebildeten Tetrabromomercurats(II) mit NaBr 2: FeCl3 / 150 °C / Einleiten von HBr View Scheme |
[4-(decyloxy)phenyl]methanamine
2,6-dibromonaphthalene
N,N'-bis(4-decyloxybenzyl)naphthalene-2,6-diamine
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; CVT-2537 In dimethyl sulfoxide at 115℃; for 68h; Schlenk technique; Inert atmosphere; | 97% |
2,6-dibromonaphthalene
1,1-dimethylethyl 2-ethenyl-1H-pyrrole-1-carboxylate
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; acetylacetone In N,N-dimethyl-formamide at 130℃; for 6h; Heck Reaction; Inert atmosphere; Sealed tube; | 97% |
Conditions | Yield |
---|---|
With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 80℃; | 96% |
With potassium tert-butylate; palladium diacetate In toluene at 90℃; for 4h; Inert atmosphere; | 72% |
2,6-dibromonaphthalene
potassium N-dodecyl-5-(ethoxycarbonyl)-3,4-(propylene-1,3-dioxy)pyrrole-2-carboxylate
diethyl 5,5'-(naphthalene-2,6-diyl)bis(N-dodecyl-3,4-(propylene-1,3-dioxy)pyrrole-2-carboxylate)
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; palladium(II) acetylacetonate; tris-(o-tolyl)phosphine at 105℃; Inert atmosphere; | 95% |
2,6-dibromonaphthalene
trimethylsilylacetylene
2,6-bis[2-(trimethylsilyl)ethynyl]naphthalene
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In tetrahydrofuran at 20 - 40℃; for 17h; Sonogashira Cross-Coupling; | 95% |
With copper(l) iodide; triethylamine; triphenylphosphine; palladium dichloride at 50℃; Sonogashira Cross-Coupling; Inert atmosphere; | 91% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran for 24h; Inert atmosphere; | 83% |
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In toluene at 95℃; for 12h; | 79% |
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine at 60℃; for 24h; Inert atmosphere; Schlenk technique; | 74% |
bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II)
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 1h; | 94% |
2,6-dibromonaphthalene
chlorodiisopropylsilane
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromonaphthalene With tert.-butyl lithium In diethyl ether; pentane at -78℃; for 0.333333h; Inert atmosphere; Stage #2: chlorodiisopropylsilane In diethyl ether; pentane at 20℃; for 12h; Inert atmosphere; | 94% |
2,6-dibromonaphthalene
2,6-dibromo-1,5-dinitronaphthalene
Conditions | Yield |
---|---|
With nitric acid at -30 - -25℃; | 93% |
With nitric acid at -25℃; for 1.5h; Inert atmosphere; | 60% |
With nitric acid at -30℃; |
2,6-dibromonaphthalene
(S)-1-phenyl-ethylamine
Conditions | Yield |
---|---|
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0) In toluene at 110℃; for 8h; Buchwald-Hartwig amination; | 93% |
2,6-dibromonaphthalene
naphthalene-2-boronic acid
6-bromo-2,2'-binaphthyl
Conditions | Yield |
---|---|
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 24h; Suzuki Coupling; Heating / reflux; | 93% |
With palladium diacetate; potassium carbonate; tris-(o-tolyl)phosphine In ethanol; water; toluene at 60 - 80℃; for 2h; Inert atmosphere; | 74% |
2,6-dibromonaphthalene
1-(6-bromonaphthalen-2-yl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromonaphthalene With n-butyllithium In tetrahydrofuran at -50℃; for 0.333333h; Stage #2: 2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanone In tetrahydrofuran at -50℃; for 0.666667h; | 93% |
2,6-dibromonaphthalene
2-methyl-but-3-yn-2-ol
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 100℃; for 8h; Inert atmosphere; | 92.9% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In triethylamine for 72h; Reflux; Inert atmosphere; | 82% |
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine for 72h; Reflux; Inert atmosphere; | 55% |
With triethylamine; copper(I) bromide; lithium bromide; tetrakis(triphenylphosphine) palladium(0); triphenylphosphine In tetrahydrofuran at 85 - 90℃; for 2h; |
2,6-dibromonaphthalene
bis(pinacol)diborane
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In dimethyl sulfoxide | 91% |
With bis(diphenylphosphino)propanepalladium(II) dichloride; potassium acetate In 1,4-dioxane at 72℃; Inert atmosphere; Reflux; | 91% |
With potassium acetate; palladium dichloride In 1,4-dioxane at 90℃; for 24h; Inert atmosphere; | 77% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 155℃; for 25h; Inert atmosphere; | 91% |
In 1-methyl-pyrrolidin-2-one for 3h; Reflux; Inert atmosphere; | 76% |
triisopropyl phosphite
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) at 200 - 220℃; for 25h; Michaelis-Arbuzov Synthesis; Inert atmosphere; | 91% |
With tetrakis(triphenylphosphine) palladium(0) at 200 - 220℃; for 24h; Michaelis-Arbuzov Synthesis; Inert atmosphere; | 91% |
2,6-dibromonaphthalene
n-hexylmagnesium bromide
2,6-di(n-hexyl)naphthalene
Conditions | Yield |
---|---|
1,2-bis(diphenylphosphino)ethane nickel(II) chloride In diethyl ether for 15h; Heating; | 90% |
benzo[b]thiophene-2-boronic acid
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux; | 90% |
Conditions | Yield |
---|---|
With tri-tert-butyl phosphine; palladium diacetate; caesium carbonate In toluene at 110℃; | 90% |
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 110℃; for 12h; Stille Cross Coupling; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene for 24h; Inert atmosphere; Reflux; | 89% |
2,6-dibromonaphthalene
anthracene-2-ylboronic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 90℃; for 96h; Suzuki Coupling; | 89% |
2,6-dibromonaphthalene
4-pyridylboronic acid
4,4'-(2,6-naphthalenediyl)bis-pyridine
Conditions | Yield |
---|---|
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine In 1,4-dioxane; water Reflux; Inert atmosphere; | 88.4% |
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In N,N-dimethyl-formamide at 100℃; for 48h; Suzuki coupling; Inert atmosphere; | 87% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,4-dioxane; water at 100℃; for 72h; Inert atmosphere; | 73% |
Stage #1: 2,6-dibromonaphthalene; 4-pyridylboronic acid With palladium diacetate; XPhos In 1,4-dioxane at 25℃; for 0.5h; Suzuki-Miyaura Coupling; Stage #2: With sodium hydroxide In 1,4-dioxane; water at 95℃; Suzuki-Miyaura Coupling; | 59% |
With potassium carbonate In 1,4-dioxane; water at 90℃; for 72h; Suzuki-Miyaura Coupling; Inert atmosphere; Glovebox; | 55% |
carbon dioxide
2,6-dibromonaphthalene
2,6-Naphthalenedicarboxylic acid
Conditions | Yield |
---|---|
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.416667h; Schlenk technique; Stage #2: 2,6-dibromonaphthalene With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 10h; Schlenk technique; | 88% |
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique; Stage #2: 2,6-dibromonaphthalene With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 10h; Schlenk technique; Sealed tube; | 83% |
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); barium hydroxide octahydrate In 1,4-dioxane; water at 80℃; for 18h; Inert atmosphere; Schlenk technique; | 88% |
2,6-dibromonaphthalene
(S)-tert-butyl 2-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)pyrrolidine-1-carboxylate
C42H46N6O4
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 85℃; Suzuki Coupling; Inert atmosphere; | 87% |
2,6-dibromonaphthalene
N-phenylphenylene-1,4-diamine
N1,N1'-(naphthalene-2,6-diyl)bis(N4-phenylbenzene-1,4-diamine)
Conditions | Yield |
---|---|
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 110℃; for 24h; Buchwald-Hartwig cross-coupling reaction; Inert atmosphere; | 84% |
2,6-dibromonaphthalene
tributyltin chloride
2,6-bis(tributylstannyl)naphthalene
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromonaphthalene With tert.-butyl lithium In diethyl ether; pentane at -78 - 23℃; for 18h; Inert atmosphere; Stage #2: tributyltin chloride In diethyl ether; pentane at -78 - 23℃; for 5h; Inert atmosphere; | 84% |
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromonaphthalene With n-butyllithium In tetrahydrofuran; ethanol; hexane at -78℃; for 0.5h; Schlenk technique; Inert atmosphere; High pressure; Stage #2: carbon dioxide In tetrahydrofuran; ethanol; hexane for 12h; Inert atmosphere; Schlenk technique; | 84% |
2,6-dibromonaphthalene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene at 100℃; for 24h; Suzuki Coupling; Inert atmosphere; | 84% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; toluene at 100℃; for 24h; Suzuki Coupling; | 84% |
The IUPAC name of 2,6-Dibromonaphthalene is 2,6-dibromonaphthalene. With the CAS registry number 13720-06-4, it is also named as Naphthalene,2,6-dibromo-. Besides, it is white or cream-colored crystalline powder, which should be stored in a colsed, cool, dry and ventilated place at ambient temperature. In addition, when you are using this chemical, please do not breathe dust. And you should avoid contact with skin and eyes. Moreover, its molecular formula is C10H6Br2 and molecular weight is 285.96.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 4.99; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.99; (4)ACD/LogD (pH 7.4): 4.99; (5)ACD/BCF (pH 5.5): 3666.34; (6)ACD/BCF (pH 7.4): 3666.34; (7)ACD/KOC (pH 5.5): 12384.32; (8)ACD/KOC (pH 7.4): 12384.32; (9)H bond acceptors: 0; (10)H bond donors: 0; (11)Freely Rotating Bonds: 0; (12)Index of Refraction: 1.688; (13)Molar Refractivity: 59.47 cm3; (14)Molar Volume: 155.9 cm3; (15)Surface Tension: 48.7 dyne/cm; (16)Density: 1.834 g/cm3; (17)Flash Point: 184.7 °C; (18)Melting Point: 163-166 °C; (19)Enthalpy of Vaporization: 55.95 kJ/mol; (20)Boiling Point: 339.1 °C at 760 mmHg; (21)Vapour Pressure: 0.000184 mmHg at 25 °C.
Preparation of 2,6-Dibromonaphthalene: this chemical can be prepared by 2,6-Dibromo-3,7-bis-trimethylsilanyl-naphthalene.
This reaction needs Trifluoroacetic acid and CCl4 at ambient temperature. The yield is 95 %.
Uses of 2,6-Dibromonaphthalene: it can react with Hexylmagnesium bromide to get 2,6-Dihexyl-naphthalene.
This reaction needs Diphenylphosphinoethane-nickel(II) chloride and Diethyl ether by heating for 15 hours. The yield is 90 %.
People can use the following data to convert to the molecule structure.
(1)SMILES:Brc1ccc2c(c1)ccc(Br)c2
(2)InChI:InChI=1/C10H6Br2/c11-9-3-1-7-5-10(12)4-2-8(7)6-9/h1-6H
(3)InChIKey:PJZDEYKZSZWFPX-UHFFFAOYAI
(4)Std. InChI:InChI=1S/C10H6Br2/c11-9-3-1-7-5-10(12)4-2-8(7)6-9/h1-6H
(5)Std. InChIKey:PJZDEYKZSZWFPX-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