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4-Carboxyphenylboronic acid
Cas No: 14047-29-1
USD $ 52.0-52.0 / Gram 1 Gram 100 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier
4-Carboxyphenylboronic acid
Cas No: 14047-29-1
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality 4-Carboxyphenylboronic Acid supplier in China
Cas No: 14047-29-1
No Data No Data 30 Metric Ton/Month Simagchem Corporation Contact Supplier
High quality 14047-29-1 4-Carboxybenzeneboronic acid
Cas No: 14047-29-1
USD $ 1300.0-1600.0 / Kilogram 1 Kilogram 99999 Kilogram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
4-Boronobenzoic acid
Cas No: 14047-29-1
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier
Factory Price OLED 99% 14047-29-1 4-Carboxyphenylboronic acid Manufacturer
Cas No: 14047-29-1
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
4-Carboxyphenylboronic acid
Cas No: 14047-29-1
No Data 1 Kilogram 20 Metric Ton/Week Henan Allgreen Chemical Co.,Ltd Contact Supplier
Factory Supply 4-boronobenzoic acid
Cas No: 14047-29-1
No Data 1 1 Ality Chemical Corporation Contact Supplier
High Quality Powder Raw Material 14047-29-1 99% Pure Lion's Mane Mushroom extract
Cas No: 14047-29-1
USD $ 60.0-80.0 / Kilogram 1 Kilogram 5000 Metric Ton/Month Xi'an Julong Bio-Tech Co., Ltd. Contact Supplier
4-Carboxyphenylboronicacid
Cas No: 14047-29-1
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier

14047-29-1 Usage

Uses

Intermediates of Liquid Crystals

Description

4-Carboxyphenylboronic acid is a highly versatile reagent. It is a reagent used in various reactions including condensation reactions with stabilizer chains at the surface of polystyrene latex, Suzuki coupling reactions, esterification, derivatization of polyvinylamine, synthesis of isotopically labeled mercury and functionalization of poly-SiNW for detection of dopamine. It is reagents used for Suzuki-Miyaura cross-coupling, induction of pH sensitivity on fluorescence lifetime of quantum dots by NIR fluorescent dyes, bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water and Chan-Lam-type Copper (Cu)-catalyzed S-arylation with aryl boronic acids at room temperature. It is reagents used for the preparation of isoquinolones via regioselective Suzuki-Miyaura cross-coupling and tandem palladium-catalyzed intramolecular aminocarbonylation and annulation, amprenavir-based P1-substituted bi-aryl derivatives as ultra-potent HIV-1 protease inhibitors, phenols via visible-light initiated aerobic oxidative hydroxylation of arylboronic acids using air as oxidant catalyzed by Ruthenium (Ru)-complex, glucose sensitive boronic acid-bearing block copolymers, trisulfonated calixarene upper-rim sulfonamido derivatives and their complexation with the trimethyllysine epigenetic mark. It can also be used as a corrosion inhibitor for steel.

Reference

Nam, N. D., et al. "A study of 4-carboxyphenylboronic acid as a corrosion inhibitor for steel in carbon dioxide containing environments." Corrosion Science 76.10(2013):257-266. Vollmueller, Frank, et al. "Cyclization of 4-carboxyphenylboronic acid with hydrazide derivative; hydrolysis; catalytic esterification." US, US 6197967 B1. 2001.

Uses

suzuki reaction

Chemical Properties

Off-white to light beige powder
InChI:InChI=1/C7H7BO4/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,11-12H,(H,9,10)

14047-29-1 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (C1353)  4-Carboxyphenylboronic Acid (contains varying amounts of Anhydride)   14047-29-1 1g 150.00CNY Detail
TCI America (C1353)  4-Carboxyphenylboronic Acid (contains varying amounts of Anhydride)   14047-29-1 5g 450.00CNY Detail
Alfa Aesar (B20954)  4-Carboxybenzeneboronic acid, 97%    14047-29-1 1g 331.0CNY Detail
Alfa Aesar (B20954)  4-Carboxybenzeneboronic acid, 97%    14047-29-1 5g 1374.0CNY Detail
Alfa Aesar (B20954)  4-Carboxybenzeneboronic acid, 97%    14047-29-1 25g 6201.0CNY Detail

14047-29-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Carboxyphenylboronic acid

1.2 Other means of identification

Product number -
Other names 4-Carboxyphenylboronic Acid

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:14047-29-1 SDS

14047-29-1Synthetic route

4-methoxycarbonylphenylboronic acid
99768-12-4

4-methoxycarbonylphenylboronic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water for 3h; Concentration; Reagent/catalyst; Reflux;96.5%
(4-(diisopropylcarbamoyl)phenyl)boronic acid

(4-(diisopropylcarbamoyl)phenyl)boronic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
With lithium hydroxide monohydrate In tetrahydrofuran; water at 20℃; for 2h; Time;95.8%
p-ethoxycarbonylphenylboronic acid
4334-88-7

p-ethoxycarbonylphenylboronic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water for 3h; Concentration; Reagent/catalyst; Reflux;95.2%
4-formylphenylboronic acid,
87199-17-5

4-formylphenylboronic acid,

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-formylphenylboronic acid, With potassium permanganate; sodium hydroxide In water for 2h;
Stage #2: In ethanol; water at 50℃; for 0.166667h;
95%
With sodium hydroxide; potassium permanganate In water90%
With potassium permanganate In water; acetonitrile
tri(4-tolyl)boroxine
5084-80-0

tri(4-tolyl)boroxine

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
With potassium permanganate; tetrabutylammomium bromide; sodium hydroxide In water at 20℃;93%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
With potassium permanganate; tetrabutylammomium bromide; sodium hydroxide; nickel dichloride In water at 20℃; Concentration;92%
With potassium permanganate; tetrabutylammomium bromide; sodium hydroxide In water at 20℃;82%
With potassium permanganate; tetrabutylammomium bromide; sodium hydroxide In water at 20℃;82%
4-carboxyphenyl boronic acid MIDA ester
1072960-67-8

4-carboxyphenyl boronic acid MIDA ester

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
With sodium hydroxide; water In tetrahydrofuran at 23℃; for 0.166667h; Inert atmosphere;89%
potassium permanganate
7722-64-7

potassium permanganate

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
With hydrogenchloride In sodium hydroxide oxidatio with KMnO4 in aq. NaOH followed by acidification with HCl;72%
Trimethyl borate
121-43-7

Trimethyl borate

para-bromotoluene
106-38-7

para-bromotoluene

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: para-bromotoluene With iodine; magnesium In tetrahydrofuran for 12h; Heating;
Stage #2: Trimethyl borate In tetrahydrofuran at -78 - 20℃; for 16h;
Stage #3: With ionic liquid In water for 0.5h; Further stages.;
70%
hydrogenchloride
7647-01-0

hydrogenchloride

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

water
7732-18-5

water

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-methylphenylboronic acid; water With potassium permanganate; sodium hydroxide
Stage #2: hydrogenchloride
70%
4-formylphenylboronic acid,
87199-17-5

4-formylphenylboronic acid,

A

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

B

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With [(hydrotris(3,5-diphenyl-pyrazol-1-yl)borate)FeII(benzilate)]; oxygen In benzene at 20℃; for 0.333333h;A 10%
B 70%
carbon dioxide
124-38-9

carbon dioxide

para-diiodobenzene
624-38-4

para-diiodobenzene

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: para-diiodobenzene With n-butyllithium In diethyl ether; hexane at -70℃; for 0.5h; Inert atmosphere;
Stage #2: With Triisopropyl borate In diethyl ether; hexane at -70℃; for 0.25h; Inert atmosphere;
Stage #3: carbon dioxide Further stages;
52%
3-Formylphenylboronic acid
87199-16-4

3-Formylphenylboronic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
With potassium permanganate
4-Bromobenzoic acid
586-76-5

4-Bromobenzoic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-Bromobenzoic acid With n-butyllithium In tetrahydrofuran; hexane; toluene at -70℃; for 1.5h;
Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane; toluene at -70 - -20℃; Further stages.;
41 % Chromat.
Multi-step reaction with 3 steps
1.1: thionyl chloride / 2.5 h / Reflux
1.2: 2 h / 20 °C / Cooling with ice
2.1: n-butyllithium / tetrahydrofuran; hexane / 1.25 h / -75 °C / Inert atmosphere
2.2: 3.25 h / 20 °C / Inert atmosphere
3.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 2 h / 20 °C
View Scheme
C68H42B2F78O7Si2

C68H42B2F78O7Si2

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
With acetic acid In tetrahydrofuran; water at 20℃;
para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: (i) B(OMe)3, (ii) aq. H2SO4
2: KMnO4
View Scheme
4-cyanophenylboronic acid
126747-14-6

4-cyanophenylboronic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol; water
para-bromotoluene
106-38-7

para-bromotoluene

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: iodine; magnesium / tetrahydrofuran / 5 h / Inert atmosphere; Reflux
1.2: -30 - 20 °C
1.3: 1 h / 20 °C
2.1: potassium permanganate; sodium hydroxide; tetrabutylammomium bromide / water / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: magnesium / diethyl ether / 3 - 4 h / Reflux
1.2: -12 - 20 °C
2.1: potassium permanganate; sodium hydroxide
View Scheme
Multi-step reaction with 2 steps
1.1: iodine; magnesium / tetrahydrofuran / 5 h / Inert atmosphere; Reflux
1.2: 20 °C / Inert atmosphere; Cooling
1.3: 1 h / 20 °C
2.1: potassium permanganate; sodium hydroxide; tetrabutylammomium bromide / water / 20 °C
View Scheme
4-tolylboronic dimethyl ester
40881-45-6

4-tolylboronic dimethyl ester

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / tetrahydrofuran; water / 5 h / 20 °C
2: sodium hydroxide; potassium permanganate; tetrabutylammomium bromide / water / 20 °C / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1: hydrogenchloride / tetrahydrofuran; water / 5 h
2: sodium hydroxide; potassium permanganate; tetrabutylammomium bromide / water / 20 °C
View Scheme
4-iodobenzoic acid ethyl ester
51934-41-9

4-iodobenzoic acid ethyl ester

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C
2: sodium hydroxide / tetrahydrofuran; water / 3 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C
2: sodium hydroxide / tetrahydrofuran; water / 3 h / Reflux
View Scheme
4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C
2: sodium hydroxide / tetrahydrofuran; water / 3 h / Reflux
View Scheme
Reaxys ID: 31937714

Reaxys ID: 31937714

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-iodobenzoic acid
619-58-9

4-iodobenzoic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 5.5 h / Reflux
2: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C
3: sodium hydroxide / tetrahydrofuran; water / 3 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / 5.5 h / Reflux
2: n-butyllithium / tetrahydrofuran / 1 h / -78 °C
3: sodium hydroxide / tetrahydrofuran; water / 3 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / 6 h / Reflux
2: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C
3: sodium hydroxide / tetrahydrofuran; water / 3 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / 6 h / Reflux
2: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C
3: sodium hydroxide / tetrahydrofuran; water / 3 h / Reflux
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / 6 h / Reflux
2: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C
3: sodium hydroxide / tetrahydrofuran; water / 3 h / Reflux
View Scheme
methyl 4-iodobenzoate
619-44-3

methyl 4-iodobenzoate

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C
2: sodium hydroxide / tetrahydrofuran; water / 3 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C
2: sodium hydroxide / tetrahydrofuran; water / 3 h / Reflux
View Scheme
carbon dioxide
124-38-9

carbon dioxide

tris(4-iodo phenyl)boroxine
7519-90-6

tris(4-iodo phenyl)boroxine

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: tris(4-iodo phenyl)boroxine With isopropylmagnesium chloride In tetrahydrofuran at -10℃; Inert atmosphere;
Stage #2: carbon dioxide In tetrahydrofuran at 0℃;
90.8 g
carbon dioxide
124-38-9

carbon dioxide

2,4,6-tris(4-bromophenyl)boroxin
7519-94-0

2,4,6-tris(4-bromophenyl)boroxin

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
Stage #1: 2,4,6-tris(4-bromophenyl)boroxin With iodine; magnesium In tetrahydrofuran at 40 - 70℃; Inert atmosphere;
Stage #2: carbon dioxide In tetrahydrofuran at -20℃;
118 g
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

4-iodobenzoic acid
619-58-9

4-iodobenzoic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
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;
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Conditions
ConditionsYield
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;
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

butan-1-ol
71-36-3

butan-1-ol

n-butyl ester 4-carboxyphenyl boronic acid
91345-47-0

n-butyl ester 4-carboxyphenyl boronic acid

Conditions
ConditionsYield
With hydrogenchloride In water for 5h; Reflux;100%
With hydrogenchloride
2,3-dimethyl-2,3-butane diol
76-09-5

2,3-dimethyl-2,3-butane diol

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-carboxyphenylboronic acid pinacol ester
180516-87-4

4-carboxyphenylboronic acid pinacol ester

Conditions
ConditionsYield
In tetrahydrofuran; toluene100%
In tetrahydrofuran; toluene at 45℃;100%
In hexane at 70℃; for 3h; Temperature; Time; Concentration;93.7%
2-bromothioanisole

2-bromothioanisole

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-[(2-methylthio)phenyl]benzoic acid
330942-85-3

4-[(2-methylthio)phenyl]benzoic acid

Conditions
ConditionsYield
With hydrogenchloride; potassium carbonate; dichlorobis(triphenylphosphine)palladium[II] In 1,4-dioxane100%
2-bromothioanisole

2-bromothioanisole

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-[(2-ethylthio)phenyl]benzoic acid

4-[(2-ethylthio)phenyl]benzoic acid

Conditions
ConditionsYield
With hydrogenchloride; potassium carbonate; dichlorobis(triphenylphosphine)palladium[II] In 1,4-dioxane100%
2-bromo-1-(methylsulfanyl)benzene
19614-16-5

2-bromo-1-(methylsulfanyl)benzene

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-[(2-methylthio)phenyl]benzoic acid
330942-85-3

4-[(2-methylthio)phenyl]benzoic acid

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,4-dioxane for 2h; Inert atmosphere; Reflux;100%
Stage #1: 2-bromo-1-(methylsulfanyl)benzene; 4-carboxyphenylboronic acid With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane; water for 2h; Heating / reflux;
Stage #2: With hydrogenchloride; water
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With water; oxygen; sodium sulfite at 50℃; for 1h; Green chemistry;100%
With N-ethyl-N,N-diisopropylamine In water; acetonitrile at 20℃; for 48h; Catalytic behavior; Reagent/catalyst; Irradiation; Green chemistry;99%
With N-ethyl-N,N-diisopropylamine In water; acetonitrile for 28h; Irradiation;99%
3-Bromopyridine
626-55-1

3-Bromopyridine

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-pyridine-3-yl-benzoic acid hydrochloride

4-pyridine-3-yl-benzoic acid hydrochloride

Conditions
ConditionsYield
Stage #1: 3-Bromopyridine; 4-carboxyphenylboronic acid With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; acetonitrile at 150℃; under 9000.9 Torr; for 0.333333h; Inert atmosphere; Microwave irradiation;
Stage #2: With hydrogenchloride In water; acetonitrile pH=1; Inert atmosphere;
100%
methanol
67-56-1

methanol

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-methoxycarbonylphenylboronic acid
99768-12-4

4-methoxycarbonylphenylboronic acid

Conditions
ConditionsYield
With sulfuric acid for 30h; Reflux;99%
In thionyl chloride at 50℃; for 2.5h; Inert atmosphere;92%
sulfuric acid for 8h; Heating / reflux;90%
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-bromo-2-hydroxy-benzonitrile
288067-35-6

4-bromo-2-hydroxy-benzonitrile

C14H9NO3
1261983-31-6

C14H9NO3

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; toluene for 24h; Heating / reflux;99%
4-iodophenyl-1-piperidin-1-ylethanone
1093169-72-2

4-iodophenyl-1-piperidin-1-ylethanone

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4'-(2-oxo-2-piperidino-ethyl)biphenyl-4-carboxylic acid
1093169-75-5

4'-(2-oxo-2-piperidino-ethyl)biphenyl-4-carboxylic acid

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate In water; acetone at 65℃; for 1h; Suzuki coupling; Inert atmosphere;99%
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

tris(4-iodophenyl)phosphine oxide

tris(4-iodophenyl)phosphine oxide

4',4''',4'''''-(oxo-λ5-phosphanetriyl)tris([1,1'-biphenyl]-4-carboxylic acid)

4',4''',4'''''-(oxo-λ5-phosphanetriyl)tris([1,1'-biphenyl]-4-carboxylic acid)

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Suzuki-Miyaura Coupling;99%
4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4′‐cyano‐[1,1′‐biphenyl]‐4‐carboxylic acid
5728-46-1

4′‐cyano‐[1,1′‐biphenyl]‐4‐carboxylic acid

Conditions
ConditionsYield
Stage #1: 4-bromobenzenecarbonitrile; 4-carboxyphenylboronic acid With sodium carbonate; palladium on activated charcoal In methanol; water at 77℃;
Stage #2: With hydrogenchloride In methanol; water pH=4 - 4.5;
98%
With sodium carbonate In ethanol; water at 20℃; for 1h; Suzuki-Miyaura Coupling; Green chemistry;80%
Stage #1: 4-bromobenzenecarbonitrile; 4-carboxyphenylboronic acid With potassium carbonate In 1,4-dioxane; ethanol; water at 120℃; for 0.333333h; Inert atmosphere;
Stage #2: With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; ethanol; water at 0 - 85℃; for 25h; Suzuki-Miyaura Coupling; Inert atmosphere;
78%
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,4-dioxane for 1h; Suzuki coupling; Heating;
1-(benzo[d][1,3]dioxol-5-yl)-N-(3-bromo-4-methylphenyl)cyclopropanecarboxamide
945244-49-5

1-(benzo[d][1,3]dioxol-5-yl)-N-(3-bromo-4-methylphenyl)cyclopropanecarboxamide

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-[5-(1-benzo[1,3]dioxol-5-ylcyclopropyl)carbonylamino-2-methylphenyl]benzoic acid
945240-59-5

4-[5-(1-benzo[1,3]dioxol-5-ylcyclopropyl)carbonylamino-2-methylphenyl]benzoic acid

Conditions
ConditionsYield
With potassium carbonate; Pd-FibreCat 1007 In N,N-dimethyl-formamide at 80℃; for 3h;98%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;98%
4-bromopyridin
1120-87-2

4-bromopyridin

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-(4-pyridinyl)benzoic acid
4385-76-6

4-(4-pyridinyl)benzoic acid

Conditions
ConditionsYield
With sodium carbonate In ethanol; water at 90℃; Suzuki coupling; Inert atmosphere;98%
With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In water; acetonitrile at 100℃; for 24h; Inert atmosphere;90%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate In 1,2-dimethoxyethane at 100℃; for 4h; Inert atmosphere;71%
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

C7H5(131)IO2

C7H5(131)IO2

Conditions
ConditionsYield
With copper(I) oxide; 1,10-Phenanthroline; [131I]-sodium iodide; triethylamine In water; acetonitrile at 25℃; for 1h; Chan-Lam Coupling;98%
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

7-bromo-2-(morpholinomethyl)-4H-imidazol[2,1-c][1,4]benzoxazine

7-bromo-2-(morpholinomethyl)-4H-imidazol[2,1-c][1,4]benzoxazine

4-[2-(morpholinomethyl)-4H-imidazo[2,1-c][1,4]benzoxazin-7-yl]benzoic acid

4-[2-(morpholinomethyl)-4H-imidazo[2,1-c][1,4]benzoxazin-7-yl]benzoic acid

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; acetonitrile at 90℃; for 18h; Suzuki Coupling; Inert atmosphere;98%
3,5-dibromophenol
626-41-5

3,5-dibromophenol

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

3,5-bis(4-carboxyphenyl)-1-hydroxybenzene

3,5-bis(4-carboxyphenyl)-1-hydroxybenzene

Conditions
ConditionsYield
With bis(triphenylphosphine)palladium(II) chloride; potassium carbonate In water; acetonitrile at 100℃; for 48h; Schlenk technique; Inert atmosphere;98%
europioum(III) chloride

europioum(III) chloride

terbium(III) chloride

terbium(III) chloride

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

water
7732-18-5

water

0.5Tb(3+)*0.5Eu(3+)*C7H6BO4(1-)*C7H7BO5(2-)*2H2O

0.5Tb(3+)*0.5Eu(3+)*C7H6BO4(1-)*C7H7BO5(2-)*2H2O

Conditions
ConditionsYield
at 20℃;98%
gadolinium(III) chloride

gadolinium(III) chloride

europioum(III) chloride

europioum(III) chloride

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

water
7732-18-5

water

0.5Gd(3+)*0.5Eu(3+)*C7H6BO4(1-)*C7H7BO5(2-)*2H2O

0.5Gd(3+)*0.5Eu(3+)*C7H6BO4(1-)*C7H7BO5(2-)*2H2O

Conditions
ConditionsYield
at 20℃;98%
3-bromophthalic acid
116-69-8

3-bromophthalic acid

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

biphenyl-2,3,4'-tricarboxylic acid

biphenyl-2,3,4'-tricarboxylic acid

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); Davisil 500 Angstroem beads; sodium carbonate In water for 1.5h; Suzuki cross coupling reaction; Heating;97%
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;97%
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

C19H21N3O3

C19H21N3O3

C26H24BN3O5

C26H24BN3O5

Conditions
ConditionsYield
In acetonitrile at 80℃; for 2h;97%
yttrium(III) chloride

yttrium(III) chloride

europioum(III) chloride

europioum(III) chloride

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

water
7732-18-5

water

0.5Eu(3+)*0.5Y(3+)*C7H6BO4(1-)*C7H7BO5(2-)*2H2O

0.5Eu(3+)*0.5Y(3+)*C7H6BO4(1-)*C7H7BO5(2-)*2H2O

Conditions
ConditionsYield
at 20℃;97%
gadolinium(III) chloride

gadolinium(III) chloride

terbium(III) chloride

terbium(III) chloride

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

0.5Tb(3+)*0.5Gd(3+)*C7H6BO4(1-)*C7H7BO5(2-)*2H2O

0.5Tb(3+)*0.5Gd(3+)*C7H6BO4(1-)*C7H7BO5(2-)*2H2O

Conditions
ConditionsYield
at 20℃;97%
2-oxa-6-azaspiro[3.3]heptane
174-78-7

2-oxa-6-azaspiro[3.3]heptane

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

(4-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)phenyl)boronic acid

(4-(2-oxa-6-azaspiro[3.3]heptane-6-carbonyl)phenyl)boronic acid

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h;97%
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

2-bromopyrimidine
4595-60-2

2-bromopyrimidine

4-(pyrimidine-2-yl)benzoic acid
199678-12-1

4-(pyrimidine-2-yl)benzoic acid

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; acetonitrile at 140℃; under 9000.9 Torr; for 0.25h; Inert atmosphere; Microwave irradiation;96%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In acetonitrile at 90℃; for 17h;89%
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In acetonitrile at 90℃; for 4h; Substitution; Suzuki reaction;
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In acetonitrile Inert atmosphere; Reflux;2 g
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

Wang resin-bound p-iodobenzoic acid

Wang resin-bound p-iodobenzoic acid

dibenzylamine
103-49-1

dibenzylamine

4'-(3-phenyl-propylcarbamoyl)-biphenyl-4-carboxylic acid

4'-(3-phenyl-propylcarbamoyl)-biphenyl-4-carboxylic acid

Conditions
ConditionsYield
Multistep reaction.;96%
4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

trimethyleneglycol
504-63-2

trimethyleneglycol

2-(4-carboxyphenyl)-1,3,2-dioxaborinane
126747-13-5

2-(4-carboxyphenyl)-1,3,2-dioxaborinane

Conditions
ConditionsYield
In toluene for 2h; Heating;96%
In toluene byproducts: H2O; mixt. refluxed for 2 h; water removed azeotropically; cooled to 25°C; crystn.; filtration; IR; NMR; mass spectra;92%
In toluene
In toluene
4-(5-bromo-1,3,4-oxadiazol-2-yl)morpholine

4-(5-bromo-1,3,4-oxadiazol-2-yl)morpholine

4-carboxyphenylboronic acid
14047-29-1

4-carboxyphenylboronic acid

4-(5-morpholino-1,3,4-oxadiazol-2-yl)benzoic acid

4-(5-morpholino-1,3,4-oxadiazol-2-yl)benzoic acid

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate In 1,4-dioxane; water at 120℃; for 0.5h; Suzuki Coupling; Inert atmosphere; Microwave irradiation;96%
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