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626-39-1

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626-39-1 Usage

Chemical Properties

Lump powder

Uses

Different sources of media describe the Uses of 626-39-1 differently. You can refer to the following data:
1. Intermediate in drug manufacturing; organic synthesis; internal standard in analysis of aqueous samples.
2. 1,3,5-Tribromobenzene, is a reagent that can be used in the preparation of different inhibitors. It is also a substituted Bromobenzene, a general reagent in palladium-catalyzed reactions and in the synthesis of Grignard reagents.

General Description

1,3,5-Tribromobenzene(TBB) acts as internal standard during derivatization step in determination of cyanide in human plasma and urine by gas chromatography-mass spectrometry. TBB forms molecular complexes of 1:2 stoichiometry with [60]-and [70] fullerenes. TBB reacts with perfluoroalkenylzinc reagent in the presence of Pd(Ph3)4 catalyst to yield a novel trifunctional monomer 1,3,5-tris(α, β, β-trifluorovinyl)benzene.

Environmental fate

Photolytic. Peijnenburg et al. (1992) investigated the photodegradation of a variety of substituted aromatic halides using a Rayonet RPR-208 photoreactor equipped with 8 RUL 3,000- ? lamps (250–350 nm). The reaction of 1,3,5-tribromobenzene (initial concentration 10-5 M) was conducted in distilled water and maintained at 20 °C. Though no products were identified, the investigators reported photohydrolysis was the dominant transformation process. The measured pseudo-first-order reaction rate constant and corresponding half-life were 0.005/min and 140.5 min., respectively. Chemical/Physical. 1,3,5-Tribromobenzene will not hydrolyze to any reasonable extent.

Purification Methods

Crystallise it from glacial acetic acid/water (4:1), then wash with chilled EtOH and dry in air. [Beilstein 5 H 213, 5 IV 685.]

Check Digit Verification of cas no

The CAS Registry Mumber 626-39-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 6 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 626-39:
(5*6)+(4*2)+(3*6)+(2*3)+(1*9)=71
71 % 10 = 1
So 626-39-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H3Br3/c7-4-1-5(8)3-6(9)2-4/h1-3H

626-39-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Packaging
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  • Detail
  • Alfa Aesar

  • (B23860)  1,3,5-Tribromobenzene, 98%   

  • 626-39-1

  • 25g

  • 346.0CNY

  • Detail
  • Alfa Aesar

  • (B23860)  1,3,5-Tribromobenzene, 98%   

  • 626-39-1

  • 100g

  • 1174.0CNY

  • Detail
  • Alfa Aesar

  • (B23860)  1,3,5-Tribromobenzene, 98%   

  • 626-39-1

  • 500g

  • 4886.0CNY

  • Detail

626-39-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3,5-Tribromobenzene

1.2 Other means of identification

Product number -
Other names Benzene, 1,3,5-tribromo-

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:626-39-1 SDS

626-39-1Synthetic route

2,4,6-tribromobenzenediazonium o-benzenedisulfonimide

2,4,6-tribromobenzenediazonium o-benzenedisulfonimide

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With dihydrogen peroxide In tetrahydrofuran for 0.166667h; Heating;100%
Multi-step reaction with 2 steps
1: 92 percent / aq. NaOH / 0.5 h / 0 - 5 °C
2: 2 percent / aq. HI; HBF4 / acetonitrile / 24 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: 92 percent / aq. NaOH / 0.5 h / 0 - 5 °C
2: 13 percent / Et3PhCH2N(+)Cl(-); MeSO3H; Cu / acetonitrile / 1 h / 40 °C
View Scheme
2,4,6-tribromoaniline
147-82-0

2,4,6-tribromoaniline

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
Stage #1: 2,4,6-tribromoaniline With hydrogenchloride; sodium nitrite In water
Stage #2: With ethanol In water
92%
With sulfuric acid; sodium nitrite In ethanol at 20℃; Reflux;90%
With ethanol; sulfuric acid; benzene Reagens 4: Natriumnitrit;
(2,4,6-tribromophenyl)triethylsilane
722540-83-2

(2,4,6-tribromophenyl)triethylsilane

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With potassium fluoride In tetrahydrofuran; water for 12h; Heating;91%
C10H12Br3N3
401631-91-2

C10H12Br3N3

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromoiodobenzene
21521-51-7

2,4,6-tribromoiodobenzene

Conditions
ConditionsYield
With tetrafluoroboric acid; hydrogen iodide In acetonitrile at 60℃; for 24h;A 2%
B 84%
C10H12Br3N3
401631-91-2

C10H12Br3N3

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,3,5-tribromo-2-chloro-benzene
78904-10-6

1,3,5-tribromo-2-chloro-benzene

Conditions
ConditionsYield
With methanesulfonic acid; N-benzyl-N,N,N-triethylammonium chloride; copper In acetonitrile at 40℃; for 1h;A 13%
B 78%
2-methoxycarbonyl-3',5'-dibromobiphenyl

2-methoxycarbonyl-3',5'-dibromobiphenyl

2-methoxycarbonylphenylboronic acid
374538-03-1

2-methoxycarbonylphenylboronic acid

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
54%
tribromo-benzenediazonium tetrafluoroborate

tribromo-benzenediazonium tetrafluoroborate

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromobenzenediazohydroxide
134253-67-1

2,4,6-tribromobenzenediazohydroxide

Conditions
ConditionsYield
With 2,2,2-trifluoroethanol at 34℃; for 24h; Irradiation; Further byproducts given;A 47%
B 8.8%
With 2,2,2-trifluoroethanol at 34℃; for 24h; Irradiation; Further byproducts given;A 47%
B 8.8%
With 2,2,2-trifluoroethanol at 34℃; for 24h; Further byproducts given;A 35.5%
B 4.1%
tribromo-benzenediazonium tetrafluoroborate

tribromo-benzenediazonium tetrafluoroborate

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromobenzenediazohydroxide
134253-67-1

2,4,6-tribromobenzenediazohydroxide

C

dibromo-hydroxybenzene

dibromo-hydroxybenzene

Conditions
ConditionsYield
With 2,2,2-trifluoroethanol at 34℃; for 24h; Product distribution; influence of magnetic field;A 47%
B 8.8%
C n/a
2,4,6-tribromoaniline
147-82-0

2,4,6-tribromoaniline

copper(I) cyanide
544-92-3

copper(I) cyanide

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,2,3,5-tetrabromobenzene
634-89-9

1,2,3,5-tetrabromobenzene

C

2,4,6-tribromonitrobenzene
3463-40-9

2,4,6-tribromonitrobenzene

D

2,4,6-tribromobenzonitrile
35851-93-5

2,4,6-tribromobenzonitrile

E

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Product distribution; Mechanism; other anilines;A 37%
B 7%
C 4%
D 20%
E 4%
2,4,6-tribromoaniline
147-82-0

2,4,6-tribromoaniline

copper(I) cyanide
544-92-3

copper(I) cyanide

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromonitrobenzene
3463-40-9

2,4,6-tribromonitrobenzene

C

2,4,6-tribromobenzonitrile
35851-93-5

2,4,6-tribromobenzonitrile

D

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Further byproducts given;A 37%
B 4%
C 20%
D 4%
2,4,6-tribromoaniline
147-82-0

2,4,6-tribromoaniline

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,2,3,5-tetrabromobenzene
634-89-9

1,2,3,5-tetrabromobenzene

C

2,4,6-tribromonitrobenzene
3463-40-9

2,4,6-tribromonitrobenzene

D

2,4,6-tribromobenzonitrile
35851-93-5

2,4,6-tribromobenzonitrile

Conditions
ConditionsYield
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Further byproducts given;A 37%
B 7%
C 4%
D 20%
2,4,6-tribromoaniline
147-82-0

2,4,6-tribromoaniline

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromonitrobenzene
3463-40-9

2,4,6-tribromonitrobenzene

C

2,4,6-tribromobenzonitrile
35851-93-5

2,4,6-tribromobenzonitrile

D

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
With tert.-butylnitrite In dimethyl sulfoxide at 60℃; for 1.5h; Further byproducts given;A 37%
B 4%
C 20%
D 4%
C6H2Br3ClN2

C6H2Br3ClN2

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 25℃; for 24h; Irradiation;34.3%
tribromo-benzenediazonium tetrafluoroborate

tribromo-benzenediazonium tetrafluoroborate

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 34℃; for 24h; Further byproducts given. Yields of byproduct given;25%
C8H2Br3F3N2O2

C8H2Br3F3N2O2

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 25℃; for 24h; Irradiation;20%
2,4,6-tribromophenyl diazonium salt

2,4,6-tribromophenyl diazonium salt

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With nitroxide13%
C7H2Br3F3N2O3S

C7H2Br3F3N2O3S

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 25℃; for 24h; Irradiation;4.4%
methanol
67-56-1

methanol

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

methanol
67-56-1

methanol

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromoanisole
607-99-8

2,4,6-tribromoanisole

C

3,5-dibromo-ortho quinone diazide
20648-40-2

3,5-dibromo-ortho quinone diazide

D

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
bei der Belichtung.Irradiation;
formic acid
64-18-6

formic acid

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

2,4,6-tribromophenol
118-79-6

2,4,6-tribromophenol

Conditions
ConditionsYield
bei der Belichtung.Irradiation;
ethanol
64-17-5

ethanol

2,4,6-tribromo-benzenediazonium; hexachloro plumbate(IV)

2,4,6-tribromo-benzenediazonium; hexachloro plumbate(IV)

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,3,5-tribromo-2-chloro-benzene
78904-10-6

1,3,5-tribromo-2-chloro-benzene

ethanol
64-17-5

ethanol

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
zersetzt sich in Dunkel;
ethanol
64-17-5

ethanol

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

2,4,6-tribromo-benzenediazonium; hydrogen sulfate

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,3,5-tribromo-2-ethoxybenzene
98437-52-6

1,3,5-tribromo-2-ethoxybenzene

Conditions
ConditionsYield
zersetzt sich in Sonnenlicht.Irradiation;
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With aluminium trichloride
1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

A

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

B

1,2,4-tribromobenzene
615-54-3

1,2,4-tribromobenzene

Conditions
ConditionsYield
With aluminium trichloride
3,5-dibromoaniline
626-40-4

3,5-dibromoaniline

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
durch Ueberfuehrung in das Diazoniumperbromid und dessen Zersetzung mit Alkohol;
1,2,3,5-tetrabromobenzene
634-89-9

1,2,3,5-tetrabromobenzene

sodium ethanolate
141-52-6

sodium ethanolate

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

2,4,6-tribromoacetophenone
2537-67-9

2,4,6-tribromoacetophenone

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With potassium hydroxide at 150℃;
2,4,6-tribromobenzaldehyde
45859-98-1

2,4,6-tribromobenzaldehyde

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

Conditions
ConditionsYield
With potassium hydroxide
2,4,6-tribromo-benzenesulfonic acid
101870-36-4

2,4,6-tribromo-benzenesulfonic acid

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

methyl 5-propyloxy-2-aminobenzoate

methyl 5-propyloxy-2-aminobenzoate

1,3,5-tris(2-carbomethoxy-4-propyloxyphenylamino)benzene

1,3,5-tris(2-carbomethoxy-4-propyloxyphenylamino)benzene

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; caesium carbonate In toluene for 72h; Inert atmosphere; Reflux;100%
methanol
67-56-1

methanol

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

Conditions
ConditionsYield
Stage #1: methanol; 1,3,5-trisbromobenzene In toluene at 135℃; under 5320.36 Torr; for 0.75h;
Stage #2: With triethylamine In toluene at 165℃; under 8360.56 Torr; for 11h; Temperature;
99.5%
With sodium methylate; copper(l) chloride In N,N-dimethyl-formamide at 100 - 110℃; for 6h;90%
Stage #1: methanol; 1,3,5-trisbromobenzene In N,N-dimethyl-formamide
Stage #2: With copper(l) iodide; sodium methylate
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

1,3,5-tris-(1-trimethylsilylethynyl)benzene
18772-58-2

1,3,5-tris-(1-trimethylsilylethynyl)benzene

Conditions
ConditionsYield
Stage #1: 1,3,5-trisbromobenzene With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine at 50℃; for 0.25h; Sonogashira Cross-Coupling;
Stage #2: trimethylsilylacetylene at 90℃; for 48h; Sonogashira Cross-Coupling;
99%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 65℃; for 16h; Sonogashira coupling;96.4%
With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 90℃; for 12h; Inert atmosphere;96.6%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

tris((2-phenyl)ethynyl)indium
250643-76-6

tris((2-phenyl)ethynyl)indium

1,3,5-tris(2-phenylethynyl)benzene
118688-56-5

1,3,5-tris(2-phenylethynyl)benzene

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran Heating;99%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

3,5-Bis-trimethylsilyl-bromobenzene
81500-92-7

3,5-Bis-trimethylsilyl-bromobenzene

Conditions
ConditionsYield
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium In diethyl ether at -78℃; for 1h;
Stage #2: chloro-trimethyl-silane In diethyl ether at -78 - 20℃; Further stages.;
99%
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium In diethyl ether; hexane at -80℃; for 0.25h; Inert atmosphere;
Stage #2: chloro-trimethyl-silane In diethyl ether; hexane at -80 - 20℃; for 1h; Inert atmosphere;
98%
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium In diethyl ether; hexane at -78℃;
Stage #2: chloro-trimethyl-silane In diethyl ether; hexane at -78 - 20℃;
85%
With hydrogenchloride In diethyl ether; magnesium56%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

tert-butyl 1-(4-cyanophenyl)hydrazine-1-carboxylate
226065-32-3

tert-butyl 1-(4-cyanophenyl)hydrazine-1-carboxylate

N'-{3,5-bis-[N'-tert-butoxycarbonyl-N'-(4-cyano-phenyl)-hydrazino]-phenyl}-N-(4-cyano-phenyl)-hydrazinecarboxylic acid tert-butyl ester

N'-{3,5-bis-[N'-tert-butoxycarbonyl-N'-(4-cyano-phenyl)-hydrazino]-phenyl}-N-(4-cyano-phenyl)-hydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 2.5h;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

N-(4-benzoyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester
226065-39-0

N-(4-benzoyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester

N-(4-benzoyl-phenyl)-N'-{3,5-bis-[N'-(4-benzoyl-phenyl)-N'-tert-butoxycarbonyl-hydrazino]-phenyl}-hydrazinecarboxylic acid tert-butyl ester

N-(4-benzoyl-phenyl)-N'-{3,5-bis-[N'-(4-benzoyl-phenyl)-N'-tert-butoxycarbonyl-hydrazino]-phenyl}-hydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 3.5h;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

N-(2-methoxy-phenyl)-hydrazinecarboxylic acid tert-butyl ester
380383-87-9

N-(2-methoxy-phenyl)-hydrazinecarboxylic acid tert-butyl ester

N'-[3,5-bis-(N'-tert-butoxycarbonyl-N'-(2-methoxy-phenyl)-hydrazino)-phenyl]-N-(2-methoxy-phenyl)-hydrazinecarboxylic acid tert-butyl ester
681815-56-5

N'-[3,5-bis-(N'-tert-butoxycarbonyl-N'-(2-methoxy-phenyl)-hydrazino)-phenyl]-N-(2-methoxy-phenyl)-hydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 2.5h;99%
With palladium diacetate; caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate In toluene for 2h; Heating;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

1-tert-butoxycarbonyl-1-(4-phenylphenyl)hydrazine
360045-13-2

1-tert-butoxycarbonyl-1-(4-phenylphenyl)hydrazine

N-(biphenyl-4-yl)-N'-[3,5-bis(N'-(biphenyl-4-yl)-N'-tert-butoxycarbonylhydrazino)phenyl]hydrazinecarboxylic acid tert-butyl ester

N-(biphenyl-4-yl)-N'-[3,5-bis(N'-(biphenyl-4-yl)-N'-tert-butoxycarbonylhydrazino)phenyl]hydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 3.5h;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

N-(4-hexyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester

N-(4-hexyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester

N'-{3,5-bis-[N'-tert-butoxycarbonyl-N'-(4-hexyl-phenyl)-hydrazino]-phenyl}-N-(4-hexyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester

N'-{3,5-bis-[N'-tert-butoxycarbonyl-N'-(4-hexyl-phenyl)-hydrazino]-phenyl}-N-(4-hexyl-phenyl)-hydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 2.5h;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

3-methoxyphenylboronic acid
10365-98-7

3-methoxyphenylboronic acid

3,3''-dimethoxy-5'-(3-methoxyphenyl)-1,1':3',1''-terphenyl
132361-34-3

3,3''-dimethoxy-5'-(3-methoxyphenyl)-1,1':3',1''-terphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran at 80℃; for 48h;99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 48h; Suzuki coupling; Inert atmosphere; Reflux;
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

2-amino-5-methylbenzoic acid methyl ester
18595-16-9

2-amino-5-methylbenzoic acid methyl ester

1,3,5-tris(2-carbomethoxy-4-methylphenylamino)benzene
1305155-04-7

1,3,5-tris(2-carbomethoxy-4-methylphenylamino)benzene

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; caesium carbonate In toluene for 72h; Inert atmosphere; Reflux;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

methyl 5-dodecyloxy-2-amino-benzoate

methyl 5-dodecyloxy-2-amino-benzoate

1,3,5-tris(2-carbomethoxy-4-dodecyloxyphenylamino)benzene

1,3,5-tris(2-carbomethoxy-4-dodecyloxyphenylamino)benzene

Conditions
ConditionsYield
With tri-tert-butyl phosphine; palladium diacetate; caesium carbonate In toluene for 72h; Inert atmosphere; Reflux;99%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

sodium methylate
124-41-4

sodium methylate

3,5-dibromoanisole
74137-36-3

3,5-dibromoanisole

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90℃; for 12h;98%
In N,N-dimethyl-formamide at 80℃; for 8h;70%
In N,N-dimethyl-formamide at 80℃; for 28h; Inert atmosphere;48.9%
In pyridine; methanol at 115℃; Rate constant; Product distribution;
In N,N-dimethyl-formamide at 90℃; for 0.25h;
morpholine
110-91-8

morpholine

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

1,3,5-trimorpholinobenzene
16857-97-9

1,3,5-trimorpholinobenzene

Conditions
ConditionsYield
With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 100℃; for 24h;98%
With potassium tert-butylate In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 7h; Buchwald-Hartwig coupling reaction;86%
With potassium tert-butylate In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; for 7h; Reagent/catalyst; Buchwald-Hartwig Coupling; Glovebox;86%
4-phenyl-1-piperazine
92-54-6

4-phenyl-1-piperazine

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

C36H42N6

C36H42N6

Conditions
ConditionsYield
With sodium t-butanolate; tris(dibenzylideneacetone)dipalladium (0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 100℃; for 24h;98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

C9H15ClMg
245507-96-4

C9H15ClMg

1,3,5-tris(3-tert-butylbicyclo[1.1.1]pent-1-yl)benzene

1,3,5-tris(3-tert-butylbicyclo[1.1.1]pent-1-yl)benzene

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane at 20℃; for 48h; Grignard reaction;98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

sodium methylate
124-41-4

sodium methylate

1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

Conditions
ConditionsYield
With methanol; Methyl formate; copper(l) chloride at 115℃; for 2h; Autoclave; Green chemistry;98%
With copper(I) chloride In N,N-dimethyl-formamide at 130℃; for 6h;91%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

phenylboronic acid
98-80-6

phenylboronic acid

1,3,5-triphenylbenzene
612-71-5

1,3,5-triphenylbenzene

Conditions
ConditionsYield
With {2,6-bis[(di-1-piperidinylphosphino)amino]phenyl}palladium(II) chloride; potassium carbonate In 1,4-dioxane; water; butan-1-ol at 100℃; for 1h; Suzuki-Miyaura reaction;98%
With sodium carbonate; palladium diacetate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki;97%
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0); tri-tert-butyl phosphine In 1,1,1,2,3,3,3-Heptafluoropropane; ethanol; 1,1,1,3,3-pentafluorobutane at 20℃; for 24h; Inert atmosphere;96%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

N-phenyl-hydrazine carboxylic acid tert-butyl ester
226065-37-8

N-phenyl-hydrazine carboxylic acid tert-butyl ester

N'-[3,5-bis-(N'-tert-butoxycarbonyl-N'-phenyl-hydrazino)-phenyl]-N-phenylhydrazinecarboxylic acid tert-butyl ester
681815-36-1

N'-[3,5-bis-(N'-tert-butoxycarbonyl-N'-phenyl-hydrazino)-phenyl]-N-phenylhydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 2.5h;98%
With palladium diacetate; caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate In toluene for 2h; Heating;98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

tert-butyl 1-p-tolylhydrazinecarboxylate
497064-60-5

tert-butyl 1-p-tolylhydrazinecarboxylate

N'-[3,5-bis(N'-tert-butoxycarbonyl-N'-p-tolylhydrazino)phenyl]-N-p-tolylhydrazinecarboxylic acid tert-butyl ester

N'-[3,5-bis(N'-tert-butoxycarbonyl-N'-p-tolylhydrazino)phenyl]-N-p-tolylhydrazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With caesium carbonate; palladium diacetate; tri-tert-butyl phosphine In hexane; toluene at 20 - 110℃; for 2.5h;98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole
321903-29-1

1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole

(3,5-dibromophenyl)[2-(hydroxymethyl)phenyl]dimethylsilane
1239354-49-4

(3,5-dibromophenyl)[2-(hydroxymethyl)phenyl]dimethylsilane

Conditions
ConditionsYield
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium In diethyl ether; hexane at -78℃; for 2.5h;
Stage #2: 1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole In diethyl ether; hexane at -78 - 20℃;
98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

1,3,5-tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene
365564-05-2

1,3,5-tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 90℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere;98%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 90℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere;98%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 90℃; for 24h; Inert atmosphere;96%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

di-p-tolylamine
620-93-9

di-p-tolylamine

N1,N1,N3,N3,N5,N5-hexakis(4-methylphenyl)-1,3,5-benzenetriamine
134257-64-0

N1,N1,N3,N3,N5,N5-hexakis(4-methylphenyl)-1,3,5-benzenetriamine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 60℃; for 7h; Inert atmosphere; Schlenk technique;98%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 60℃; for 7h; Inert atmosphere;98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

N-methylaniline
100-61-8

N-methylaniline

N1,N3,N5-trimethyl-N1,N3,N5-triphenylbenzene-1,3,5-triamine

N1,N3,N5-trimethyl-N1,N3,N5-triphenylbenzene-1,3,5-triamine

Conditions
ConditionsYield
With (6-Dipp)PdCl2-SPhos; sodium t-butanolate In neat (no solvent) at 110℃; for 24h; Buchwald-Hartwig Coupling;98%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

deuterated 1,3,5-tribromobenzene
52921-77-4

deuterated 1,3,5-tribromobenzene

Conditions
ConditionsYield
With water-d2; silver(l) oxide; 2-(dicyclohexylphosphino)-2'-methylbiphenyl In toluene at 60 - 80℃; Reagent/catalyst;97.1%
With water-d2; potassium carbonate; silver carbonate; cyclohexyldiphenylphosphine In toluene at 120℃; for 12h;90%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

triphenylindium
3958-47-2

triphenylindium

1,3,5-triphenylbenzene
612-71-5

1,3,5-triphenylbenzene

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran Heating;97%
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran for 6h; Heating;97%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

1,3,5-tris(4-methoxyphenyl)benzene
7509-20-8

1,3,5-tris(4-methoxyphenyl)benzene

Conditions
ConditionsYield
With sodium carbonate; palladium diacetate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki;97%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane for 48h; Suzuki Coupling; Inert atmosphere; Reflux;95%
With potassium carbonate In ethanol; water at 20℃; for 0.333333h; Suzuki-Miyaura Coupling; Green chemistry;95%
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl 3,5-dibromobenzoate
422569-46-8

tert-butyl 3,5-dibromobenzoate

Conditions
ConditionsYield
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium; butyl magnesium bromide In tetrahydrofuran; hexane; toluene at -10℃;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; hexane; toluene at -10℃;
Stage #3: With citric acid In tetrahydrofuran; hexane; toluene Further stages.;
97%
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium; butyl magnesium bromide In tetrahydrofuran; hexane; toluene at -5℃; for 1h; Inert atmosphere;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; hexane; toluene at -5℃; for 2h; Temperature; Inert atmosphere;
97%

626-39-1Relevant articles and documents

Biddle et al.

, p. 311 (1968)

Synthesis method of high-purity phloroglucinol compound

-

, (2021/06/09)

The invention discloses a one-step chemical catalytic synthesis method of high-purity phloroglucinol by taking 3,5-dichlorophenol as a starting material and taking strong base and a catalyst as auxiliary materials. Through the method, the phloroglucinol compound with high molar yield, high purity and low cost can be effectively synthesized.

An alternative synthesis of 2,6-dimethoxyl-1,4-benzoquinone

Wang, Qian,Yang, Jian,Zheng, Yang,Liao, Xiali

, p. 193 - 194 (2017/06/20)

An economic four-step synthesis of 2,6-dimethoxy-1,4-benzoquinone was achieved in 68 % overall yield starting from aniline. The reaction sequence involved conversion to1,3,5-tribromoaniline, deamination, methoxylation, and oxidation. The procedure is operationally simple and amenable to scale-up production.

COMPOUND FOR ORGANIC ELECTROLUMINESCENT DEVICE AND ORGANIC ELECTROLUMINESCENT DEVICE INCLUDING THE SAME

-

, (2015/10/28)

This invention relates to a compound for an organic electroluminescent device and to an organic electroluminescent device including the same. This compound for an organic electroluminescent device including the same is improved in thermal stability and light emission efficiency. When this compound is used as a hole transport layer material, a triplet energy of a phosphorescent light emitting material is increased, thus improving the efficiency of the organic electroluminescent device.

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