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inquiry1,4-Phenylenebisboronic acid CAS No.:4612-26-4 Name: 1,4-Phenylenebisboronic acid Synonyms: Benzene-1,4-diboronic acid Molecular Structure
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inquiryhigh quality Appearance:White or off white powder Storage:Sealed, dry, microtherm , avoid light and smell Package:According to the demand of customer Application:Pharmaceutical intermediates Transportation:by air or by sea Port:shanghai
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inquiryProduct Description Product website: http://www.finerchem.com/pro01en/id/164.html Product Name 1,4-Phenylenebisboronic acid CAS No.
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inquiryCompetitive Price High Quality Fast Delivery custom-made Welcome to Henan Tianfu Chemical Co., Ltd. website. Our company engages in Sodium Tripolyphosphate (STPP) and Sodium Hexametabphosphate (SHMP) production; development of noble me
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inquiry1,4-Phenylenebisboronic acid CAS:4612-26-4 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organ
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inquiryBest quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia
Appearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By
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inquiryA substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc
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Cas:4612-26-4
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inquiryProduct Name 1,4-Benzenediboronic acid CAS No. 4612-26-4 Appearance solid Molecular Formula
Conditions | Yield |
---|---|
Stage #1: 1.4-dibromobenzene With magnesium In tetrahydrofuran Reflux; Stage #2: With Trimethyl borate In tetrahydrofuran; diethyl ether at -70℃; Stage #3: With sulfuric acid; water In tetrahydrofuran; diethyl ether at 20℃; | 88% |
Stage #1: 1.4-dibromobenzene With magnesium In tetrahydrofuran Heating; Stage #2: With Trimethyl borate In tetrahydrofuran at -70℃; for 2h; Stage #3: With hydrogenchloride In tetrahydrofuran pH=3; | 35% |
Stage #1: 1.4-dibromobenzene With magnesium In tetrahydrofuran Metallation; Stage #2: With Trimethyl borate In tetrahydrofuran at -78℃; Substitution; Stage #3: With hydrogen cation at 0℃; Substitution; |
Conditions | Yield |
---|---|
Stage #1: 1.4-dibromobenzene With iodine; magnesium In tetrahydrofuran at 30℃; for 3h; Inert atmosphere; Stage #2: Trimethyl borate In tetrahydrofuran at -70℃; for 1h; Temperature; Concentration; | 84.6% |
Stage #1: 1.4-dibromobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: Trimethyl borate In tetrahydrofuran; hexane for 2h; | 47% |
borane
water
1,4-bis(trimethylstannyl)benzene
A
1,4-Phenyldiboronic acid
B
trimethylstannane
Conditions | Yield |
---|---|
In tetrahydrofuran (N2); addn. of a soln. of boron compd. in THF to a soln. of tin compd. in THF, stirring at room temp. for 1 h, refluxing for 3 h, addn. of water; | A 83% B n/a |
hydrogenchloride
Trimethyl borate
1.4-dibromobenzene
1,4-Phenyldiboronic acid
Conditions | Yield |
---|---|
Stage #1: 1.4-dibromobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: Trimethyl borate In tetrahydrofuran; hexane for 2h; Stage #3: hydrogenchloride In tetrahydrofuran; hexane; water | 47% |
Conditions | Yield |
---|---|
(i) B(OMe)3, (ii) aq. H2SO4; Multistep reaction; |
1,4-bis(dichloroboryl)benzene
1,4-Phenyldiboronic acid
Conditions | Yield |
---|---|
hydrolysis; |
Trimethyl borate
2,4,6-tris(4-bromophenyl)boroxin
1,4-Phenyldiboronic acid
Conditions | Yield |
---|---|
With Na In hexane | |
With Na In hexane |
C10H16B2O4
1,4-Phenyldiboronic acid
Conditions | Yield |
---|---|
With sulfuric acid; water at 0℃; Inert atmosphere; | 3.44 g |
With hydrogenchloride; water at 20℃; for 1h; | 1.6 g |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrachloromethane View Scheme | |
Multi-step reaction with 2 steps 1: tetrachloromethane View Scheme |
Trimethyl borate
1.4-dibromobenzene
water
1,4-Phenyldiboronic acid
Conditions | Yield |
---|---|
With HCl In tetrahydrofuran (inert atm.); addn. of THF soln. of dibromobenzene to Mg in dry THF, refluxing for 24-48 h, addn. of trimethylborate in dry THF, refluxing for 2h, addn. into aq. HCl, stirring at room temp. for 1 h; extn. (diethyl ether), drying over Na2SO4, filtration, evapn., NMR and MS; |
1,4-Phenyldiboronic acid
Conditions | Yield |
---|---|
With water In water Inert atmosphere; |
Conditions | Yield |
---|---|
With [{Pd(μ-Cl){κ2-P,C-P(iPr)2(OC6H3-2-Ph)}}2]; sodium acetate In dichloromethane; water at 40℃; for 6h; Inert atmosphere; |
1,4-Phenyldiboronic acid
2,2-Dimethyl-1,3-propanediol
1,4-bis-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzene
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 12h; Inert atmosphere; Reflux; | 100% |
With toluene-4-sulfonic acid In benzene for 24h; Reflux; Dean-Stark; | 90% |
In toluene for 24h; Reflux; | 80% |
With toluene-4-sulfonic acid In benzene at 70℃; for 12h; |
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; triphenylphosphine In 1,2-dimethoxyethane; water for 24h; Reflux; | 100% |
1,4-Phenyldiboronic acid
para-nitrophenyl bromide
p,p-dinitro-p-terphenyl
Conditions | Yield |
---|---|
With [PdCl2(2-pyridin-2-yl-benzo[b]thiophen-3-ol)]; potassium carbonate In water; N,N-dimethyl-formamide at 90℃; for 6h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Suzuki-Miyaura Coupling; | 99% |
With palladium; potassium carbonate In methanol; acetonitrile at 20℃; for 2h; Suzuki Coupling; | 88% |
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 18h; Suzuki cross-coupling; Heating; | 76% |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 65h; | 54% |
1,4-Phenyldiboronic acid
7,8,13,14-tetrahydro-6-(3'-bromophenyl)chino[8,7-k][1,8]phenanthroline
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In methanol; toluene for 24h; Suzuki cross-coupling reaction; Heating; | 99% |
1,4-Phenyldiboronic acid
benzene-1,2-diol
2,2'-(1,4-phenylene)bis-1,3,2-benzodioxaborole
Conditions | Yield |
---|---|
In toluene for 48h; Heating; | 99% |
In dichloromethane; ethyl acetate at 20℃; | 36% |
In water; toluene byproducts: H2O; bisdioxaborole synthesized from mixt. of diboronic acid and excess catechol through azeotropic removal of water with toluene; unreacted catechol sublimited under reduced pressure; (1)H NMR, MS; | |
Stage #1: 1,4-Phenyldiboronic acid; benzene-1,2-diol With 4,4'-bipyridine In tetrahydrofuran; toluene for 4h; Inert atmosphere; Dean-Stark; Reflux; Stage #2: In chloroform-d1 Heating; Inert atmosphere; |
4-bromobenzenecarbonitrile
1,4-Phenyldiboronic acid
[1,1′:4′,1”‐terphenyl]‐4,4″‐dicarbonitrile
Conditions | Yield |
---|---|
With C37H28N8O*2Cl(1-)*Pd(2+); potassium carbonate In ethanol at 70℃; for 2h; Suzuki-Miyaura Coupling; | 99% |
With [PdCl2(2-pyridin-2-yl-benzo[b]thiophen-3-ol)]; potassium carbonate In water; N,N-dimethyl-formamide at 90℃; for 6h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Suzuki-Miyaura Coupling; | 95% |
With palladium; potassium carbonate In methanol; acetonitrile at 20℃; for 2h; Suzuki Coupling; | 86% |
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In methanol; toluene at 80℃; for 12h; Suzuki coupling; | 73% |
Conditions | Yield |
---|---|
2,9-dimethyl-1,10-phenanthroline-based palladium(II) complex In N,N-dimethyl-formamide at 60℃; for 12h; | 99% |
Conditions | Yield |
---|---|
With C37H28N8O*2Cl(1-)*Pd(2+); potassium carbonate In ethanol at 70℃; for 2h; Suzuki-Miyaura Coupling; | 99% |
With 1,3-bis[3-(3-phenylpropyl)-1-ylbenzimidazolium]propane dibromide; palladium diacetate; potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 0.0833333h; Reagent/catalyst; Suzuki-Miyaura Coupling; Microwave irradiation; | 94% |
With palladium diacetate; 3,3'-(propane-1,3-diyl)bis(1-pentyl-1,3-dihydro-2H-benzo[d]imidazole-2-tellurone); potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 0.166667h; Reagent/catalyst; Suzuki-Miyaura Coupling; Microwave irradiation; | 73% |
With palladium diacetate; potassium carbonate In 2-methoxy-ethanol; water at 21℃; for 0.25h; Suzuki coupling; | 98 %Chromat. |
1,4-Phenyldiboronic acid
para-bromoacetophenone
1,1'-(1,1':4',1''-terphenyl-4,4''-diyl)diethanone
Conditions | Yield |
---|---|
With C37H28N8O*2Cl(1-)*Pd(2+); potassium carbonate In ethanol at 70℃; for 2h; Suzuki-Miyaura Coupling; | 99% |
With palladium; potassium carbonate In methanol; acetonitrile at 20℃; for 2h; Suzuki Coupling; | 87% |
Conditions | Yield |
---|---|
In chloroform-d1; d(4)-methanol at 50℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
In methanol; chloroform at 50℃; Molecular sieve; | 99% |
1,4-Phenyldiboronic acid
2,5-dibromo-N,N'-bis-(4-octyl-phenyl)-benzene-1,4-diamine
polymer, product of polymerization by Suzuki coupling, Mw 7900 Da, PDI 1.8; monomer(s): benzene-1,4-diboronic acid; 2,5-dibromo-N,N\-bis(4-octylphenyl)-1,4-phenylenediamine
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 80℃; Suzuki coupling; | 98% |
2-(2-bromo-6-fluoro-1H-indol-3-ylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
1,4-Phenyldiboronic acid
Conditions | Yield |
---|---|
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 100℃; for 5h; | 98% |
1,4-Phenyldiboronic acid
4-bromo-benzaldehyde
[1,1′:4′,1″-terphenyl]-4,4″-dicarbaldehyde
Conditions | Yield |
---|---|
With [PdCl2(2-pyridin-2-yl-benzo[b]thiophen-3-ol)]; potassium carbonate In water; N,N-dimethyl-formamide at 90℃; for 8h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; Suzuki-Miyaura Coupling; | 98% |
With palladium; potassium carbonate In methanol; acetonitrile at 20℃; for 2h; Suzuki Coupling; | 82% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; N,N-dimethyl-formamide at 80℃; for 8.5h; Suzuki-Miyaura Coupling; Inert atmosphere; | 72.5% |
With tetrakis(triphenylphosphine) palladium(0); water; sodium carbonate In tetrahydrofuran; toluene at 80℃; for 48h; Suzuki coupling; Inert atmosphere; | 34% |
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; toluene at 80℃; for 7h; Suzuki-Miyaura cross-coupling; | 32% |
1,4-Phenyldiboronic acid
N-<1(S)-methyl-2(R)-phenyl-2-hydroxyethyl>sarcosine
Conditions | Yield |
---|---|
In ethanol; benzene addn. of boronic acid to a soln. of glycine derivate in C2H5OH/C6H6, reflux for 8 h; evapn. (vac.); | 98% |
4-iodo-biphenyl
1,4-Phenyldiboronic acid
4-nitro-1,1':4',1'':4'',1'''-quaterphenyl
Conditions | Yield |
---|---|
Stage #1: p-nitrobenzene iodide; 1,4-Phenyldiboronic acid With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol; water; toluene Suzuki cross-coupling; Stage #2: 4-iodo-biphenyl With tetrakis(triphenylphosphine) palladium(0) In methanol; water; toluene for 32h; Reflux; | 98% |
1-bromo-2-methoxy-3-tert-butylbenzene
1,4-Phenyldiboronic acid
3,3"-di-tert-butyl-2,2"-dimethoxy[1,1';4',1"]terphenyl
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; N,N-dimethyl-formamide at 100℃; for 20h; Suzuki coupling; Inert atmosphere; | 98% |
2,3-dimethyl-2,3-butane diol
1,4-Phenyldiboronic acid
benzene-1,4-diboronic acid bispinacol ester
Conditions | Yield |
---|---|
With magnesium sulfate In methanol at 30℃; | 97% |
In diethyl ether at 20℃; for 12h; | 95% |
In N,N-dimethyl-formamide at 20℃; for 12h; | 93% |
1-phenyl-1,2-propanedione 2-oxime 1-hydrazone
1,4-Phenyldiboronic acid
Conditions | Yield |
---|---|
In ethanol Dissolving/suspending of PMXY in absolute EtOH, outgassing of mixt. with N2, and then addn. of FeBr2. B-compd. is added to resulting orange-brown suspn., and mixt. is stirred (2 h, N2).; Filtn. of pptd. solid via suction and washing with EtOH followed by ethyl ether.; | 97% |
Conditions | Yield |
---|---|
Stage #1: 1,4-Phenyldiboronic acid; diethyl 4-bromo-2,6-pyridinedicarboxylate With potassium carbonate In water; toluene at 60℃; for 1h; Suzuki Coupling; Inert atmosphere; Stage #2: With tris(dibenzylideneacetone)dipalladium; tri-tert-butyl phosphine In water; toluene at 80℃; for 0.25h; | 97% |
Conditions | Yield |
---|---|
In methanol; chloroform at 50℃; Molecular sieve; | 97% |
Conditions | Yield |
---|---|
With potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 2h; Catalytic behavior; Suzuki Coupling; Inert atmosphere; Irradiation; | 97% |
With potassium phosphate In ethanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling; Inert atmosphere; | 99 %Chromat. |
1,4-Phenyldiboronic acid
Conditions | Yield |
---|---|
With C45H58ClNPPd; potassium carbonate In tetrahydrofuran; water for 20h; Reflux; | 96.4% |
1,4-Phenyldiboronic acid
ethylene glycol
1,4-bis(1,3,2-dioxaborolanyl)benzene
Conditions | Yield |
---|---|
In toluene for 2h; Heating; | 96% |
1,4-Phenyldiboronic acid
Conditions | Yield |
---|---|
In methanol at 20℃; for 3h; | 96% |
3-iodo-8-isobutyl-5,6,7-trimethoxy-2-methyl-4H-chromen-4-one
1,4-Phenyldiboronic acid
C40H46O10
Conditions | Yield |
---|---|
With sodium carbonate; Pd2(dpf)2Cl2*CH2Cl2 In ethanol; water; N,N-dimethyl-formamide at 90℃; for 10h; Suzuki coupling; | 96% |
1,4-Phenyldiboronic acid
Conditions | Yield |
---|---|
In methanol react. tetrol and 1,4-benzenedi(boronic acid) in 1:1 ratio in MeOH at room temp. for 3 h; elem. anal.; | 96% |
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