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13720-06-4

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13720-06-4 Usage

Chemical Properties

Light yellow solid

Uses

2,6-Dibromonaphthalene is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals. It reacts with hexylmagnesium bromide to form 2,6-Dihexyl-naphthalene.

Check Digit Verification of cas no

The CAS Registry Mumber 13720-06-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,7,2 and 0 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 13720-06:
(7*1)+(6*3)+(5*7)+(4*2)+(3*0)+(2*0)+(1*6)=74
74 % 10 = 4
So 13720-06-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H6Br2/c11-9-3-1-7-5-10(12)4-2-8(7)6-9/h1-6H

13720-06-4 Well-known Company Product Price

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  • TCI America

  • (D4154)  2,6-Dibromonaphthalene  >98.0%(GC)

  • 13720-06-4

  • 1g

  • 840.00CNY

  • Detail
  • Alfa Aesar

  • (L16134)  2,6-Dibromonaphthalene, 99%   

  • 13720-06-4

  • 1g

  • 400.0CNY

  • Detail
  • Alfa Aesar

  • (L16134)  2,6-Dibromonaphthalene, 99%   

  • 13720-06-4

  • 5g

  • 1554.0CNY

  • Detail
  • Alfa Aesar

  • (L16134)  2,6-Dibromonaphthalene, 99%   

  • 13720-06-4

  • 25g

  • 5539.0CNY

  • Detail

13720-06-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-Dibromonaphthalene

1.2 Other means of identification

Product number -
Other names Naphthalene, 2,6-dibromo-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:13720-06-4 SDS

13720-06-4Synthetic route

2,6-dibromo-3,7-bis(trimethylsilyl)naphthalene
62131-92-4

2,6-dibromo-3,7-bis(trimethylsilyl)naphthalene

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
With trifluoroacetic acid In tetrachloromethane Ambient temperature;95%
6-bromo-2-naphthalenyl trifluoromethanesulfonate
151600-02-1

6-bromo-2-naphthalenyl trifluoromethanesulfonate

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
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
581-43-1

2,6-Dihydroxynaphthalene

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
With dibromotriphenylphosphorane at 340℃; for 0.0833333h;35%
6-bromo-naphthalen-2-ol
15231-91-1

6-bromo-naphthalen-2-ol

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
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
83-53-4

1,4-dibromonaphthalene

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
With carbon disulfide; aluminium trichloride Einleiten von HCl;
1,5-dibromonaphthalene
7351-74-8

1,5-dibromonaphthalene

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
With carbon disulfide; aluminium trichloride Einleiten von HCl;
6-Bromonaphthalen-2-amine
7499-66-3

6-Bromonaphthalen-2-amine

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
ueber die Diazonium-Verbindungen;
1,6-dibromonaphthalene
19125-84-9

1,6-dibromonaphthalene

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
With iron(III) chloride at 150℃; Einleiten von HBr;
1,2-dibromonaphthalene
5438-13-1

1,2-dibromonaphthalene

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
With iron(III) chloride at 150℃; Einleiten von HBr;
naphthalene-2,6-diamine
2243-67-6

naphthalene-2,6-diamine

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
ueber die Diazonium-Verbindungen;
hydrogenchloride
7647-01-0

hydrogenchloride

carbon disulfide
75-15-0

carbon disulfide

aluminium trichloride
7446-70-0

aluminium trichloride

1,4-dibromonaphthalene
83-53-4

1,4-dibromonaphthalene

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

hydrogenchloride
7647-01-0

hydrogenchloride

carbon disulfide
75-15-0

carbon disulfide

aluminium trichloride
7446-70-0

aluminium trichloride

1,5-dibromonaphthalene
7351-74-8

1,5-dibromonaphthalene

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

bromide of/the/ 6-bromo-naphthalene-sulfonic acid-(2)

bromide of/the/ 6-bromo-naphthalene-sulfonic acid-(2)

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
With phosphorus pentabromide durch Destillation;
1,6-dibromonaphthalene
19125-84-9

1,6-dibromonaphthalene

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

iron(III) chloride
7705-08-0

iron(III) chloride

A

2-bromonaphthalene
580-13-2

2-bromonaphthalene

B

1-Bromonaphthalene
90-11-9

1-Bromonaphthalene

C

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
at 150℃;
1,2-dibromonaphthalene
5438-13-1

1,2-dibromonaphthalene

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

iron(III) chloride
7705-08-0

iron(III) chloride

A

2-bromonaphthalene
580-13-2

2-bromonaphthalene

B

1-Bromonaphthalene
90-11-9

1-Bromonaphthalene

C

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
at 150℃;
6-bromo-naphthalene-2-sulfonyl bromide

6-bromo-naphthalene-2-sulfonyl bromide

phosphorus pentabromide
7789-69-7

phosphorus pentabromide

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

2,3,6,7-tetrakis(trimethylsilyl)naphthalene
62131-91-3

2,3,6,7-tetrakis(trimethylsilyl)naphthalene

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
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
91-20-3

naphthalene

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
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
20191-75-7

1-bromo-2-naphthylamine

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

Conditions
ConditionsYield
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
887580-87-2

[4-(decyloxy)phenyl]methanamine

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

N,N'-bis(4-decyloxybenzyl)naphthalene-2,6-diamine
1589489-88-2

N,N'-bis(4-decyloxybenzyl)naphthalene-2,6-diamine

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; CVT-2537 In dimethyl sulfoxide at 115℃; for 68h; Schlenk technique; Inert atmosphere;97%
2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

1,1-dimethylethyl 2-ethenyl-1H-pyrrole-1-carboxylate
180283-59-4

1,1-dimethylethyl 2-ethenyl-1H-pyrrole-1-carboxylate

2,6-bis((E)-2-(1H-pyrrol-2-yl)vinyl)naphthalene

2,6-bis((E)-2-(1H-pyrrol-2-yl)vinyl)naphthalene

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate; acetylacetone In N,N-dimethyl-formamide at 130℃; for 6h; Heck Reaction; Inert atmosphere; Sealed tube;97%
benzophenone hydrazone
5350-57-2

benzophenone hydrazone

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

C23H17BrN2
1351775-70-6

C23H17BrN2

Conditions
ConditionsYield
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
13720-06-4

2,6-dibromonaphthalene

potassium N-dodecyl-5-(ethoxycarbonyl)-3,4-(propylene-1,3-dioxy)pyrrole-2-carboxylate
1218780-27-8

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)
1218780-32-5

diethyl 5,5'-(naphthalene-2,6-diyl)bis(N-dodecyl-3,4-(propylene-1,3-dioxy)pyrrole-2-carboxylate)

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; palladium(II) acetylacetonate; tris-(o-tolyl)phosphine at 105℃; Inert atmosphere;95%
2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

2,6-bis[2-(trimethylsilyl)ethynyl]naphthalene
507277-02-3

2,6-bis[2-(trimethylsilyl)ethynyl]naphthalene

Conditions
ConditionsYield
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%
sodium 2'‐(dicyclohexylphosphaneyl)‐2,6‐diisopropyl‐[1,1'‐biphenyl]‐3‐sulfonate

sodium 2'‐(dicyclohexylphosphaneyl)‐2,6‐diisopropyl‐[1,1'‐biphenyl]‐3‐sulfonate

bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II)
225931-80-6

bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II)

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

C62H74Br2O10P2Pd2S2(2-)*2Na(1+)

C62H74Br2O10P2Pd2S2(2-)*2Na(1+)

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h;94%
2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

chlorodiisopropylsilane
2227-29-4

chlorodiisopropylsilane

2,6-bis(diisopropylsilyl)naphthalene

2,6-bis(diisopropylsilyl)naphthalene

Conditions
ConditionsYield
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
13720-06-4

2,6-dibromonaphthalene

2,6-dibromo-1,5-dinitronaphthalene
157722-36-6

2,6-dibromo-1,5-dinitronaphthalene

Conditions
ConditionsYield
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
13720-06-4

2,6-dibromonaphthalene

(S)-1-phenyl-ethylamine
2627-86-3

(S)-1-phenyl-ethylamine

(S)-6-bromo-N-(1-phenylethyl)naphthalen-2-amine

(S)-6-bromo-N-(1-phenylethyl)naphthalen-2-amine

Conditions
ConditionsYield
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
13720-06-4

2,6-dibromonaphthalene

naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

6-bromo-2,2'-binaphthyl
62156-75-6

6-bromo-2,2'-binaphthyl

Conditions
ConditionsYield
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
13720-06-4

2,6-dibromonaphthalene

2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanone

2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanone

1-(6-bromonaphthalen-2-yl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol
247174-38-5

1-(6-bromonaphthalen-2-yl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol

Conditions
ConditionsYield
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
13720-06-4

2,6-dibromonaphthalene

2-methyl-but-3-yn-2-ol
115-19-5

2-methyl-but-3-yn-2-ol

4,4'-(naphthalene-2,6-diyl)-bis(2-methylbut-3-yn-2-ol)

4,4'-(naphthalene-2,6-diyl)-bis(2-methylbut-3-yn-2-ol)

Conditions
ConditionsYield
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
13720-06-4

2,6-dibromonaphthalene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

4,4,5,5-tetramethyl-2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-6-yl)-1,3,2-dioxaborolane

4,4,5,5-tetramethyl-2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-6-yl)-1,3,2-dioxaborolane

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In dimethyl sulfoxide91%
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%
2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

copper(l) cyanide

copper(l) cyanide

naphthalene-2,6-dicarbonitrile
31656-49-2

naphthalene-2,6-dicarbonitrile

Conditions
ConditionsYield
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
116-17-6

triisopropyl phosphite

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

naphthalene-2,6-diyl-bis(phosphonic diisopropyl ester)

naphthalene-2,6-diyl-bis(phosphonic diisopropyl ester)

Conditions
ConditionsYield
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
13720-06-4

2,6-dibromonaphthalene

n-hexylmagnesium bromide
3761-92-0

n-hexylmagnesium bromide

2,6-di(n-hexyl)naphthalene
4268-75-1

2,6-di(n-hexyl)naphthalene

Conditions
ConditionsYield
1,2-bis(diphenylphosphino)ethane nickel(II) chloride In diethyl ether for 15h; Heating;90%
benzo[b]thiophene-2-boronic acid
98437-23-1

benzo[b]thiophene-2-boronic acid

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

2,6-bis(benzo[b]thiophen-2-yl)naphthalene

2,6-bis(benzo[b]thiophen-2-yl)naphthalene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran for 24h; Suzuki Coupling; Inert atmosphere; Reflux;90%
2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

2-carbomethoxyaniline
134-20-3

2-carbomethoxyaniline

C26H22N2O4

C26H22N2O4

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; caesium carbonate In toluene at 110℃;90%
2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

tert-butyl 6-cyano-2-(trimethylstannyl)-1H-indole-1-carboxylate

tert-butyl 6-cyano-2-(trimethylstannyl)-1H-indole-1-carboxylate

2,6-bis(6-cyanoindol-2-yl)naphthalene

2,6-bis(6-cyanoindol-2-yl)naphthalene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 110℃; for 12h; Stille Cross Coupling; Inert atmosphere;89%
2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

1,9-dimethylphenothiazine
254099-67-7

1,9-dimethylphenothiazine

C38H30N2S2

C38H30N2S2

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene for 24h; Inert atmosphere; Reflux;89%
2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

anthracene-2-ylboronic acid
141981-64-8

anthracene-2-ylboronic acid

2,6-dianthran-2-ylnaphthalene

2,6-dianthran-2-ylnaphthalene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 90℃; for 96h; Suzuki Coupling;89%
2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

4-pyridylboronic acid
1692-15-5

4-pyridylboronic acid

4,4'-(2,6-naphthalenediyl)bis-pyridine
950520-39-5

4,4'-(2,6-naphthalenediyl)bis-pyridine

Conditions
ConditionsYield
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
124-38-9

carbon dioxide

2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

2,6-Naphthalenedicarboxylic acid
1141-38-4

2,6-Naphthalenedicarboxylic acid

Conditions
ConditionsYield
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
13720-06-4

2,6-dibromonaphthalene

diisopropyl (8-chloro-7-mesitylnaphthalen-1-yl)boronate

diisopropyl (8-chloro-7-mesitylnaphthalen-1-yl)boronate

8,8''-dichloro-7,7''-dimesityl-1,2':6',1''-ternaphthalene

8,8''-dichloro-7,7''-dimesityl-1,2':6',1''-ternaphthalene

Conditions
ConditionsYield
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
13720-06-4

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
1208009-37-3

(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
1239653-11-2

C42H46N6O4

Conditions
ConditionsYield
With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 85℃; Suzuki Coupling; Inert atmosphere;87%
2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

N-phenylphenylene-1,4-diamine
101-54-2

N-phenylphenylene-1,4-diamine

N1,N1'-(naphthalene-2,6-diyl)bis(N4-phenylbenzene-1,4-diamine)
1352822-10-6

N1,N1'-(naphthalene-2,6-diyl)bis(N4-phenylbenzene-1,4-diamine)

Conditions
ConditionsYield
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
13720-06-4

2,6-dibromonaphthalene

tributyltin chloride
1461-22-9

tributyltin chloride

2,6-bis(tributylstannyl)naphthalene
1380244-95-0

2,6-bis(tributylstannyl)naphthalene

Conditions
ConditionsYield
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%
2,6-dibromonaphthalene
13720-06-4

2,6-dibromonaphthalene

carbon dioxide
1111-72-4

carbon dioxide

C10(13)C2H8O4

C10(13)C2H8O4

Conditions
ConditionsYield
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
13720-06-4

2,6-dibromonaphthalene

7,7,11,11-tetramethyl-9-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-7,11-dihydrobenzo[8,1]indolizino[2,3,4,5,6-defg]acridine

7,7,11,11-tetramethyl-9-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-7,11-dihydrobenzo[8,1]indolizino[2,3,4,5,6-defg]acridine

C58H46N2

C58H46N2

Conditions
ConditionsYield
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%

13720-06-4Relevant articles and documents

Funk,R.L.,Vollhardt,K.P.C.

, p. 833 - 834 (1976)

An improved palladium-catalyzed conversion of aryl and vinyl triflates to bromides and chlorides

Pan, Jun,Wang, Xinyan,Zhang, Yong,Buchwald, Stephen L.

supporting information; experimental part, p. 4974 - 4976 (2011/11/06)

A facile Pd-catalyzed conversion of aryl and vinyl triflates to aryl and vinyl halides (bromides and chlorides) is described. This method allows convenient access to a variety of aryl, heteroaryl, and vinyl halides in good to excellent yields and with greatly simplified conditions relative to our previous report.

Naphthalene derivatives, their production and use

-

, (2008/06/13)

A composition containing a compound of the formula: wherein A is a nitrogen-containing heterocyclic group which may be substituted, R1 is a hydrogen atom, hydrocarbon group which may be substituted, or monocyclic aromatic heterocyclic group which may be substituted, R2 is a hydrogen atom or a lower alkyl group which may be substituted, R3, R4, R5, R6, R7, R8 and R9 are independently a hydrogen atom, a hydrocarbon group which may be substituted, a hydroxy group which may be substituted, a thiol group which may be substituted, an amino group which may be substituted, an acyl group or a halogen atom, a salt thereof or a prodrug thereof has steroid C17,20-lyase inhibitory activity, and is useful for preventing and treating for example, primary cancer of malignant tumor, its metastasis and recurrence thereof.

A Convenient Synthesis of Some (1-Alkylethenyl)arenes and Bis(1-alkylethenyl)arenes

Blatter, Karsten,Schlueter, Arnulf-Dieter

, p. 356 - 359 (2007/10/02)

The title compounds may be prepared in good yields and high isomeric purities (98 + percent) by reaction of 1-alkylethenylmagnesium bromides with bromo- or dibromoarenes, respectively).An improved synthesis of 2,6-dibromonaphthalene and synthesis of 4,9-dibromopyrene are also described.

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