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Product FOB Price Min.Order Supply Ability Supplier
4-Methylphenylboronic acid
Cas No: 5720-05-8
USD $ 90.0-90.0 / Gram 100 Gram 5 Metric Ton/Month Hebei Maison Chemical Co.,Ltd Contact Supplier
4-Tolylboronic acid
Cas No: 5720-05-8
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
4-Tolylboronic acid
Cas No: 5720-05-8
USD $ 52.0-52.0 / Gram 1 Gram 200 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier
High quality 4-Tolylboronic Acid supplier in China
Cas No: 5720-05-8
No Data No Data Metric Ton/Day Simagchem Corporation Contact Supplier
Factory supply 4-Tolylboronic acid
Cas No: 5720-05-8
USD $ 1.0-2.0 / Metric Ton 1 Metric Ton 500 Metric Ton/Week Hebei yanxi chemical co.,LTD. Contact Supplier
High purity 4-Methylbenzeneboronic acid CAS:5720-05-8
Cas No: 5720-05-8
USD $ 100.0-500.0 / Gram 1 Gram 99999 Gram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
4-Methylphenylboronic acid
Cas No: 5720-05-8
No Data No Data 20 Metric Ton/Month Henan Allgreen Chemical Co.,Ltd Contact Supplier
4-Tolylboronic acid
Cas No: 5720-05-8
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
4-Methylbenzeneboronic acid
Cas No: 5720-05-8
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier
4-Tolylboronic acid-
Cas No: 5720-05-8
No Data 1 Kilogram 10 Metric Ton/Month Henan Tianfu Chemical Co., Ltd. Contact Supplier

5720-05-8 Usage

Uses

suzuki reaction

Chemical Properties

white to light yellow crystal powder
InChI:InChI=1/C9H13N/c1-8(10-2)9-6-4-3-5-7-9/h3-8,10H,1-2H3/t8-/m1/s1

5720-05-8 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A13347)  4-Methylbenzeneboronic acid, 98%    5720-05-8 25g 5618.0CNY Detail
Alfa Aesar (A13347)  4-Methylbenzeneboronic acid, 98%    5720-05-8 5g 1263.0CNY Detail
Alfa Aesar (A13347)  4-Methylbenzeneboronic acid, 98%    5720-05-8 1g 412.0CNY Detail
TCI America (M1126)  4-Methylphenylboronic Acid (contains varying amounts of Anhydride)   5720-05-8 25g 1,650.00CNY Detail
TCI America (M1126)  4-Methylphenylboronic Acid (contains varying amounts of Anhydride)   5720-05-8 5g 490.00CNY Detail

5720-05-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Methylphenylboronic Acid

1.2 Other means of identification

Product number -
Other names Boronic acid, (4-methylphenyl)-

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:5720-05-8 SDS

5720-05-8Synthetic route

tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

trimethyl-p-tolylammonium iodide
6140-15-4

trimethyl-p-tolylammonium iodide

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
In methanol at 15℃; for 3h; Microwave irradiation;98%
Trimethyl borate
121-43-7

Trimethyl borate

para-chlorotoluene
106-43-4

para-chlorotoluene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
With lithium In tetrahydrofuran97.5%
diisopropopylaminoborane
22092-92-8

diisopropopylaminoborane

water
7732-18-5

water

para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: diisopropopylaminoborane; para-methylphenylmagnesium bromide In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #2: water With hydrogenchloride In tetrahydrofuran at 0℃; for 0.583333h; Inert atmosphere;
95%
p-tolylboronic pinacol ester
195062-57-8

p-tolylboronic pinacol ester

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
With hydrogenchloride; polystyrene boronic acid In acetonitrile at 20℃; for 18h;94%
Stage #1: p-tolylboronic pinacol ester With potassium hydrogen difluoride In methanol at 20℃; for 0.25h;
Stage #2: With lithium hydroxide In acetonitrile at 20℃; for 20h;
85%
4-tolylboronic dimethyl ester
40881-45-6

4-tolylboronic dimethyl ester

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
With hydrogenchloride In water91%
With hydrogenchloride In tetrahydrofuran; water for 5h;55%
With sulfuric acid In tetrahydrofuran
Triisopropyl borate
5419-55-6

Triisopropyl borate

para-bromotoluene
106-38-7

para-bromotoluene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: para-bromotoluene With iodine; magnesium In tetrahydrofuran at 70℃; for 1h;
Stage #2: Triisopropyl borate In tetrahydrofuran at 0℃; for 1h; Temperature; Concentration; Time;
91%
With magnesium; ethylene dibromide In tetrahydrofuran at 40 - 60℃; for 6h; Inert atmosphere;58%
Stage #1: para-bromotoluene With n-butyllithium In tetrahydrofuran; hexane at -78 - -10℃;
Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃;
52%
With hydrogenchloride; n-butyllithium In tetrahydrofuran; hexane
Stage #1: para-bromotoluene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere;
Stage #2: Triisopropyl borate In tetrahydrofuran; hexane at 25℃; for 0.333333h; Inert atmosphere;
potassium (4-methylphenyl)trifluoroborate

potassium (4-methylphenyl)trifluoroborate

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
With aluminum oxide; water at 70℃; for 0.25h; Microwave irradiation;90%
With water; silica gel at 20℃; for 1h; Inert atmosphere;76%
With water In tetrahydrofuran at 55℃; Kinetics; Reagent/catalyst;
With silica gel; sodium hydroxide; hydroxylamine-O-sulfonic acid In acetonitrile at 20℃;
p-toluidine
106-49-0

p-toluidine

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: p-toluidine With hydrogenchloride; sodium nitrite In methanol; water at 0 - 5℃; for 0.5h;
Stage #2: With tetrahydroxydiboron In methanol; water at 20℃; for 1h;
90%
Multi-step reaction with 3 steps
1.1: tetrafluoroboric acid / water / 0.17 h / 0 °C
1.2: 1 h / 0 °C
1.3: 20 °C / Inert atmosphere
2.1: 1 h / 0 - 20 °C / Inert atmosphere
3.1: hydrogenchloride / water
View Scheme
2,3-dihydro-2-(4-methylphenyl)benzo[d][1,3,2]diazaborinin-4(1H)-one
32203-14-8

2,3-dihydro-2-(4-methylphenyl)benzo[d][1,3,2]diazaborinin-4(1H)-one

A

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

B

anthranilic acid amide
28144-70-9

anthranilic acid amide

Conditions
ConditionsYield
In 1,4-dioxane; water at 140℃; for 0.5h; Microwave irradiation; Sealed tube;A 78%
B 88%
Trimethyl borate
121-43-7

Trimethyl borate

para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
In tetrahydrofuran dropwise addn. of p-tolylmagnesium bromide to borane at -70°C; stirred below -60°C for 1 h; hydrolyzed (sulfuric acid); filtration; sepn. of org. layer; extn. of aq. layer (ether); combined org. layer washed (H2O); dried (Na2SO4); concn. of soln.; crystn.; washed (hexane, H2O); IR; NMR; mass spectra;86%
p-tolyl triflate
29540-83-8

p-tolyl triflate

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: p-tolyl triflate With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; diisopropopylaminoborane; triethylamine; triphenylphosphine In tetrahydrofuran at 65℃; for 12h; Alcaraz-Vaultier borylation; Inert atmosphere;
Stage #2: With methanol In tetrahydrofuran at 0℃; Inert atmosphere; Further stages;
86%
tributyl(p-tolyl)stannane
31614-66-1

tributyl(p-tolyl)stannane

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
With borane; water In tetrahydrofuran for 1h; Heating;85%
para-bromotoluene
106-38-7

para-bromotoluene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: para-bromotoluene With magnesium In tetrahydrofuran Heating;
Stage #2: With Trimethyl borate In tetrahydrofuran; diethyl ether at 20℃; for 2h;
Stage #3: With hydrogenchloride In tetrahydrofuran; diethyl ether for 1h;
85%
Stage #1: para-bromotoluene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.5h; Inert atmosphere;
Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at -78 - 10℃; Inert atmosphere;
85%
With Trimethyl borate; iodine; magnesium In tetrahydrofuran80%
4-tolyl iodide
624-31-7

4-tolyl iodide

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: 4-tolyl iodide With diisopropopylaminoborane; triethylamine; triphenylphosphine; palladium dichloride In tetrahydrofuran at 65℃; for 12h; Alcaraz-Vaultier borylation; Inert atmosphere;
Stage #2: With methanol In tetrahydrofuran at 0℃; Inert atmosphere; Further stages;
84%
(i) (UV-irradiation), BBr3, (ii) aq. NaOH; Multistep reaction;
Trimethyl borate
121-43-7

Trimethyl borate

Triisopropyl borate
5419-55-6

Triisopropyl borate

para-bromotoluene
106-38-7

para-bromotoluene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: Triisopropyl borate; para-bromotoluene With magnesium; ethylene dibromide In tetrahydrofuran at 40 - 60℃; Inert atmosphere;
Stage #2: Trimethyl borate In tetrahydrofuran for 6h; Inert atmosphere; Reflux;
81%
Trimethyl borate
121-43-7

Trimethyl borate

para-bromotoluene
106-38-7

para-bromotoluene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
With Mg; I2 In tetrahydrofuran80%
Stage #1: para-bromotoluene With magnesium In diethyl ether for 3 - 4h; Reflux;
Stage #2: Trimethyl borate In diethyl ether at -12 - 20℃;
76%
With magnesium In tetrahydrofuran 1) Mg, THF, reflux; 2) B(OMe)3, THF, -78 to 23°C;72%
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

p-toluidine
106-49-0

p-toluidine

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: p-toluidine With hydrogenchloride In water at 20℃; for 0.0166667h;
Stage #2: With sodium nitrite In water at 0℃; for 0.25h;
Stage #3: tetrahydroxydiboron With sodium acetate In water at 20℃; for 0.333333h;
78%
methanol
67-56-1

methanol

diisopropylamine borane
55124-35-1

diisopropylamine borane

para-bromotoluene
106-38-7

para-bromotoluene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: diisopropylamine borane With magnesium; phenylmagnesium bromide In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: para-bromotoluene In tetrahydrofuran at 70℃;
Stage #3: methanol Further stages;
78%
water
7732-18-5

water

potassium (4-methylphenyl)trifluoroborate

potassium (4-methylphenyl)trifluoroborate

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
With 1H-imidazole; iron(III) chloride at 20℃; for 0.25h; Inert atmosphere;76%
With glass or Cs2CO3 In tetrahydrofuran; water Kinetics; hydrolysis at 55°C in THF/H2O in the presence of glass powder or Cs2CO3; not isolated;
tetrahydroxydiboron
13675-18-8

tetrahydroxydiboron

para-bromotoluene
106-38-7

para-bromotoluene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
In methanol at 15℃; for 3h; Microwave irradiation;76%
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;
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); N-ethyl-N,N-diisopropylamine; triphenylphosphine In ethanol at 80℃; for 4h; Miyaura Borylation Reaction; Schlenk technique; Inert atmosphere; Sealed tube;
With potassium tert-butylate In methanol at 0 - 20℃;
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

diisopropylamine borane
55124-35-1

diisopropylamine borane

para-bromotoluene
106-38-7

para-bromotoluene

water
7732-18-5

water

A

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

B

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

C

B-(4-methoxyphenyl)-B-(4-methylphenyl)borinic acid

B-(4-methoxyphenyl)-B-(4-methylphenyl)borinic acid

Conditions
ConditionsYield
Stage #1: diisopropylamine borane; para-bromotoluene With magnesium In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
Stage #2: 1-bromo-4-methoxy-benzene In tetrahydrofuran at 40℃; for 14h; Inert atmosphere;
Stage #3: water In tetrahydrofuran Temperature; Inert atmosphere;
A 9%
B 12%
C 73%
borane
13283-31-3

borane

para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
With water In tetrahydrofuran slow addn. of 10 mmol of the Grignard reagent to a stirred soln. of borane in THF (40 mmol); the mixt. was poured into ice-water and acidified with 10% HCl;; extn. into ether three-times; the combined extracts were dried over NaSO4; removal of solvent under reduced pressure; trituration with petroleum ether; recrystn. from H2O;;71%
Cedranediol p-tolylboronate

Cedranediol p-tolylboronate

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
Stage #1: Cedranediol p-tolylboronate With 2,2'-iminobis[ethanol]
Stage #2: With hydrogenchloride for 0.5h;
70%
Trimethyl borate
121-43-7

Trimethyl borate

para-bromotoluene
106-38-7

para-bromotoluene

magnesium
7439-95-4

magnesium

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
With hydrogenchloride; water In tetrahydrofuran (Ar); stirring (-30°C), stirring (room temp., overnight), hydrolysis (0°C, water, 4M HCl), evapn. of the solvent, extn. (ether); evapn. of the solvent, recrystn. (water); elem. anal.;70%
Triisopropyl borate
5419-55-6

Triisopropyl borate

C7H7BrMg*ZnCl2*LiCl

C7H7BrMg*ZnCl2*LiCl

A

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

B

di(p-tolyl)borinic acid
66117-64-4

di(p-tolyl)borinic acid

Conditions
ConditionsYield
With copper(I) iodide-lithium chloride In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere;A 67%
B 15%
Trimethyl borate
121-43-7

Trimethyl borate

C7H7BrMg*ZnCl2*LiCl

C7H7BrMg*ZnCl2*LiCl

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
With copper(I) iodide-lithium chloride In tetrahydrofuran at 20℃; Reagent/catalyst; Schlenk technique; Inert atmosphere;63%
4-trifluoromethylpyridine
3796-24-5

4-trifluoromethylpyridine

potassium (4-methylphenyl)trifluoroborate

potassium (4-methylphenyl)trifluoroborate

A

2-(p-tolyl)-4-(trifluoromethyl)pyridine
1246851-48-8

2-(p-tolyl)-4-(trifluoromethyl)pyridine

B

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

Conditions
ConditionsYield
With dipotassium peroxodisulfate; silver nitrate; trifluoroacetic acid In dichloromethane; water; water-d2 at 20℃; for 4h; Mechanism; Inert atmosphere;A 60%
B n/a
Trimethyl borate
121-43-7

Trimethyl borate

C7H7BrMg*ZnCl2*LiCl

C7H7BrMg*ZnCl2*LiCl

A

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

B

di(p-tolyl)borinic acid
66117-64-4

di(p-tolyl)borinic acid

Conditions
ConditionsYield
With copper(I) iodide-lithium chloride In tetrahydrofuran at 20℃; Schlenk technique; Inert atmosphere;A 52%
B 18%
Triisopropyl borate
5419-55-6

Triisopropyl borate

para-chlorotoluene
106-43-4

para-chlorotoluene

A

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
With magnesium In tetrahydrofuran byproducts: Mg(2+); Electrolysis; electrolysis carried out in a single-compartment cell at room temp., starting materials dissolved in THF containing (CF3SO2)2NLi, solvent and excess B(OiPr)3 evaporated under vacuum, medium hydrolysed at 0°C with an HCl or H2SO4 soln.; extraction with Et2O (3 x 20 ml if the solvent evaporated or 3 x 60 ml otherwise), organic phase dried over sodium or magnesium sulfate and concentrated under vacuum, side product phenol formation avoided by work-up under inert atmosphere;A 46%
B n/a
2-Chlorobenzonitrile
873-32-5

2-Chlorobenzonitrile

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

2-Cyano-4'-methylbiphenyl
114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
With potassium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In n-heptane; water at 60℃; for 1.66667h; Suzuki Coupling; Inert atmosphere;100%
With potassium carbonate In water; isopropyl alcohol at 100℃; for 7h; Catalytic behavior; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With bis({5-chloro-2-[(4-chlorophenyl)(hydroxyimino)methyl]phenyl})cyclodipalladachl-orane-1,3,4-tris(ylium)-2-uide; tetra(n-butyl)ammonium hydroxide; potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 130℃; for 0.666667h; Suzuki-Miyaura coupling; Microwave irradiation;99%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

para-bromoacetophenone
99-90-1

para-bromoacetophenone

4-acetyl-4'-methylbiphenyl
5748-38-9

4-acetyl-4'-methylbiphenyl

Conditions
ConditionsYield
With C23H35N4O4Pd(1+)*Br(1-); potassium carbonate In water at 100℃; for 1h; Suzuki-Miyaura Coupling;100%
With potassium phosphate In N,N-dimethyl-formamide at 120℃; for 5h; Suzuki Coupling;100%
With potassium carbonate In water at 80℃; for 10.5h; Suzuki-Miyaura Coupling; Green chemistry;100%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

(4,4'-dimethyl-1,1'-biphenyl)
613-33-2

(4,4'-dimethyl-1,1'-biphenyl)

Conditions
ConditionsYield
With air; palladium diacetate In methanol at 20℃; for 5h;100%
With p-benzoquinone; (IPr)Pd(OAc)2(H2O) In methanol at 20℃; for 24h;100%
With sodium hydroxide In water at 120 - 130℃; Microwave irradiation;99%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-bromo-N-(3-methyl-5-isoxazolyl)benzenesulfonamide
184042-10-2

4-bromo-N-(3-methyl-5-isoxazolyl)benzenesulfonamide

4-(4-tolyl)-N-(3-methyl-5-isoxazolyl)benzenesulfonamide
184036-44-0

4-(4-tolyl)-N-(3-methyl-5-isoxazolyl)benzenesulfonamide

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; toluene at 80℃; for 24h; Suzuki coupling;100%
With sodium carbonate; tetrakis (triphenylphosphine)palladium (O) In ethanol; toluene at 80℃; for 24h; biphasic mixture;100%
bromobenzene
108-86-1

bromobenzene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-Methylbiphenyl
644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride In pyridine for 3h; Suzuki cross-coupling; Heating;100%
With potassium carbonate; carbapalladacycle complex*periodic mesoporous organosilica for 24h; Suzuki coupling; Heating;100%
With tetra-butylammonium acetate; Pd EnCat-30TM In ethanol at 120℃; for 0.166667h; Suzuki cross-coupling; microwave irradiation;100%
iodobenzene
591-50-4

iodobenzene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-Methylbiphenyl
644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With potassium carbonate In water at 80℃; Catalytic behavior; Suzuki-Miyaura Coupling; Green chemistry;100%
With aluminum oxide; potassium fluoride; palladium at 100℃; for 4h; Suzuki reaction;99%
With sodium hydroxide; tetrabutylammomium bromide; palladium on activated charcoal at 100℃; for 2h; Suzuki-Miyaura cross-coupling;99%
4-tolyl iodide
624-31-7

4-tolyl iodide

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

(4,4'-dimethyl-1,1'-biphenyl)
613-33-2

(4,4'-dimethyl-1,1'-biphenyl)

Conditions
ConditionsYield
With sodium carbonate In ethanol; water at 80℃; for 0.166667h; Catalytic behavior; Suzuki-Miyaura Coupling;100%
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;99%
With potassium phosphate tribasic trihydrate In ethanol; water at 60℃; for 0.166667h; Suzuki-Miyaura cross-coupling reaction;99%
2-Pyridone
142-08-5

2-Pyridone

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

1-(4-methylphenyl)-1,2-dihydropyridin-2-one
19006-80-5

1-(4-methylphenyl)-1,2-dihydropyridin-2-one

Conditions
ConditionsYield
With pyridine; 4 Angstroem MS; oxygen; copper diacetate In dichloromethane at 20℃;100%
With pyridine; copper diacetate; 4 A molecular sieve In dichloromethane at 20℃; for 48h; Arylation;75%
With copper diacetate; 4 A molecular sieve; triethylamine In pyridine; dichloromethane at 20℃; for 48h; Arylation;38%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-(4-tolyl)anisole
53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride In ethanol; water at 20℃; for 0.166667h; Suzuki-Miyaura reaction;100%
With sodium carbonate; polystyrene-supported N-heterocyclic carbene-Pd catalyst In N,N-dimethyl-formamide at 20℃; for 24h; Suzuki reaction;99%
With C28H38Cl2N2O6PdS2(2-)*2Na(1+); potassium carbonate In ethanol; water at 70℃; for 1.5h; Suzuki coupling;99%
o-cyanobromobenzene
2042-37-7

o-cyanobromobenzene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

2-Cyano-4'-methylbiphenyl
114772-53-1

2-Cyano-4'-methylbiphenyl

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate In 1,4-dioxane; water at 50℃; for 5h; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With potassium carbonate; [1-cyclohexyl-3-(di-pyridin-2-yl-methyl)-urea][PdCl2] In water at 100℃; for 1h; Suzuki-Miyaura coupling;99%
With potassium carbonate; palladium dichloride In water; N,N-dimethyl-formamide at 20℃; for 0.0833333h; Suzuki cross-coupling reaction;99%
para-bromotoluene
106-38-7

para-bromotoluene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

(4,4'-dimethyl-1,1'-biphenyl)
613-33-2

(4,4'-dimethyl-1,1'-biphenyl)

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride In pyridine for 4h; Suzuki cross-coupling; Heating;100%
With potassium phosphate; 3-(2,6-diisopropylphenyl)-1-(2-diphenylphosphanylbenzyl)-3H-imidazol-1-ium chloride; bis(η3-allyl-μ-chloropalladium(II)) In 1,4-dioxane at 80℃; for 12h; Suzuki cross-coupling;100%
With potassium phosphate; [Pd(Ph2PCH2CH(CH3)O)2] In tetrahydrofuran; water at 20℃; for 5h; Suzuki cross-coupling reaction;99%
para-iodoanisole
696-62-8

para-iodoanisole

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-(4-tolyl)anisole
53040-92-9

4-(4-tolyl)anisole

Conditions
ConditionsYield
With potassium carbonate In water at 80℃; for 2h; Suzuki Coupling;100%
With potassium carbonate; [PS-PEG-adppp-Pd(η3-C3H5)]Cl In water at 50℃; for 12h; Suzuki-Miyaura coupling;99%
With water; triethylamine; Pd(OAc)2EnCatTM In N,N-dimethyl-formamide at 120℃; for 0.25h; Suzuki-Miyaura reaction; microwave irradiation;99%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

trifluoro-methanesulfonic acid 4-diisopropylcarbamoyl-phenyl ester
188112-24-5

trifluoro-methanesulfonic acid 4-diisopropylcarbamoyl-phenyl ester

N,N-diisopropyl-4'-methyl-[1,1'-biphenyl]-3-carboxamide
188112-26-7

N,N-diisopropyl-4'-methyl-[1,1'-biphenyl]-3-carboxamide

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; lithium chloride In ethanol; toluene Heating;100%
cyclohexenone
930-68-7

cyclohexenone

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

3-(p-tolyl)cyclohexan-1-one
99495-15-5

3-(p-tolyl)cyclohexan-1-one

Conditions
ConditionsYield
With chloroform; caesium carbonate; triphenylphosphine; palladium diacetate In toluene at 80℃; for 24h;100%
[Rh(OH)(cod)]2; β‐cyclodextrin In water at 50℃; for 6h; Product distribution; Further Variations:; Catalysts; Reaction partners; Temperatures;99%
With 1,5-cis,cis-cyclooctadiene; rhodium-grafted hydrotalcite In 1,4-dioxane at 100℃; for 4h;99%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

benzyl chloride
100-44-7

benzyl chloride

1-methyl-4-(phenylmethyl)benzene
620-83-7

1-methyl-4-(phenylmethyl)benzene

Conditions
ConditionsYield
With potassium phosphate; SP-4-[1,3-bis[2,6-diisopropylphenyl]-1,3-dihydro-2H-imidazol-2-ylidene]chloro[2-(1-methyl-1H-imidazol-2-yl-κN3)phenyl-κC]palladium(II) In ethanol at 60℃; for 2h; Suzuki-Miyaura Coupling; Inert atmosphere;100%
With potassium phosphate tribasic trihydrate In ethanol at 80℃; for 0.166667h; Catalytic behavior; Suzuki-Miyaura Coupling;99%
With C34H41Cl2N3OPd; potassium tert-butylate In water; isopropyl alcohol at 80℃; for 15h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;99%
2-bromoanisole
578-57-4

2-bromoanisole

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

2-methoxy-4'-methylbiphenyl
92495-53-9

2-methoxy-4'-methylbiphenyl

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride In ethanol; water at 20℃; for 0.25h; Suzuki-Miyaura reaction;100%
With Pd/C; potassium carbonate In ethanol; water at 100℃; for 3h; Suzuki-Miyaura Coupling;95%
With cetyltrimethylammonim bromide; sodium hydroxide In water at 25℃; for 1h; Catalytic behavior; Suzuki Coupling; Microwave irradiation;94%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

1-(1,1-dimethylethyl) 3-ethyl 4-{[(trifluoromethyl)sulfonyl]oxy}-1,2,5,6-tetrahydropyridine-1,3-dicarboxylate
176525-98-7

1-(1,1-dimethylethyl) 3-ethyl 4-{[(trifluoromethyl)sulfonyl]oxy}-1,2,5,6-tetrahydropyridine-1,3-dicarboxylate

1-tert-butyl 3-ethyl 4-(p-tolyl)-5,6-dihydropyridine-1,3(2H)-dicarboxylate

1-tert-butyl 3-ethyl 4-(p-tolyl)-5,6-dihydropyridine-1,3(2H)-dicarboxylate

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water for 4h; Inert atmosphere; Reflux;100%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium hydrogencarbonate In ethanol at 80℃; Suzuki-Miyaura cross-coupling;
diphenyl diselenide
1666-13-3

diphenyl diselenide

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-tolyl phenyl selenide
83859-32-9

4-tolyl phenyl selenide

Conditions
ConditionsYield
With Cu NPs/Ac In dimethyl sulfoxide at 20 - 100℃; for 4h; Sealed tube; Sonication;100%
With [2,2]bipyridinyl; copper(l) iodide In water; dimethyl sulfoxide at 100℃; for 12h;98%
With silver nitrate In 1,4-dioxane at 100℃; for 6h;96%
chlormadinone acetate
302-22-7

chlormadinone acetate

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

17-acetoxy-6-(4-methylphenyl)pregna-4,6-diene-3,20-dione

17-acetoxy-6-(4-methylphenyl)pregna-4,6-diene-3,20-dione

Conditions
ConditionsYield
With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In toluene at 100℃; for 13h; Suzuki-Miyaura coupling;100%
With potassium carbonate; PdCl2(PPh2(CH2)4PPh2) In toluene at 100℃; for 13h; Suzuki-Miyaura cross-coupling;100%
4-methoxycarbonylphenyl bromide
619-42-1

4-methoxycarbonylphenyl bromide

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

methyl 4-(4-tolyl)benzoate
49742-56-5

methyl 4-(4-tolyl)benzoate

Conditions
ConditionsYield
With potassium phosphate; second generation phosphine dendrimer-stabilized palladium In 1,4-dioxane for 20h; Suzuki coupling; Heating;100%
With sodium carbonate; bis(dibenzylideneacetone)-palladium(0); C78H99N6P(6+)*6Br(1-) In methanol; water at 65℃; for 3h; Reactivity; Kinetics; Reagent/catalyst; Time; Suzuki-Miyaura cross-coupling; Inert atmosphere;100%
With potassium phosphate tribasic heptahydrate In 1,4-dioxane for 20h; Suzuki coupling; Reflux;100%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

sodium (4-methylphenyltrihydroxyborate)

sodium (4-methylphenyltrihydroxyborate)

Conditions
ConditionsYield
With sodium hydroxide In toluene100%
With sodium hydroxide In water; toluene Reflux;
cyclohexenone
930-68-7

cyclohexenone

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

(R)-3-p-tolyl-cyclohexanone
610273-86-4

(R)-3-p-tolyl-cyclohexanone

Conditions
ConditionsYield
With potassium hydroxide; [{Rh(C2H4)2Cl}2]; (1-methyl-1-phenylethyl)cyclohexanol biphenol phosphite In 1,4-dioxane; water at 23℃; for 15h;100%
With BF4(1-)*C68H44N2O4P2Rh(1+); water; potassium hydroxide In 1,4-dioxane at 60℃; for 1h; Anaerobic conditions; Combinatorial reaction / High throughput screening (HTS); optical yield given as %ee; enantioselective reaction;99%
Stage #1: 4-methylphenylboronic acid With chlorobis(ethylene)rhodium(I) dimer; C21H26O4S In tetrahydrofuran at 60℃; for 0.5h; Inert atmosphere;
Stage #2: cyclohexenone With potassium dihydrogenphosphate In tetrahydrofuran; water at 60℃; Inert atmosphere; optical yield given as %ee; enantioselective reaction;
99%
2-(thiophen-2-ylethynyl)-benzaldehyde

2-(thiophen-2-ylethynyl)-benzaldehyde

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

2-(2-thienyl)-3-(4-methylphenyl)-1H-inden-1-ol

2-(2-thienyl)-3-(4-methylphenyl)-1H-inden-1-ol

Conditions
ConditionsYield
With tricyclohexylphosphine; tris(dibenzylideneacetone)dipalladium (0) In methanol at 100℃; for 5h;100%
morpholine
110-91-8

morpholine

o-(phenylethynyl)benzaldehyde
59046-72-9

o-(phenylethynyl)benzaldehyde

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

3-morpholino-1-(4-methylphenyl)-2-phenyl-1H-indene

3-morpholino-1-(4-methylphenyl)-2-phenyl-1H-indene

Conditions
ConditionsYield
With tricyclohexylphosphine; allyl(cyclopentadiene)palladium(II) In N,N-dimethyl-formamide at 80℃; for 1h;100%
2-[4-(4-iodo-3,5-dimethyl-1H-pyrazol-1-yl)phenyl]ethanol
616878-80-9

2-[4-(4-iodo-3,5-dimethyl-1H-pyrazol-1-yl)phenyl]ethanol

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

2-{4-[3,5-dimethyl-4-(4-methylphenyl)-1H-pyrazol-1-yl]phenyl}ethanol

2-{4-[3,5-dimethyl-4-(4-methylphenyl)-1H-pyrazol-1-yl]phenyl}ethanol

Conditions
ConditionsYield
With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In 1,2-dimethoxyethane; water for 16h; Heating / reflux;100%
3-(6-bromo-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine
863783-61-3

3-(6-bromo-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

5,6-Dimethyl-3-(6-p-tolyl-quinolin-4-yloxy)-[2,2']bipyridine

5,6-Dimethyl-3-(6-p-tolyl-quinolin-4-yloxy)-[2,2']bipyridine

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 70℃; for 3h;100%
3-(7-bromo-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine
863783-73-7

3-(7-bromo-quinolin-4-yloxy)-5,6-dimethyl-[2,2']bipyridine

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

5,6-Dimethyl-3-(7-p-tolyl-quinolin-4-yloxy)-[2,2']bipyridine

5,6-Dimethyl-3-(7-p-tolyl-quinolin-4-yloxy)-[2,2']bipyridine

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 70℃; for 1h;100%
2-(4-chloro-2-methoxyphenoxy)-6-fluoropyridine

2-(4-chloro-2-methoxyphenoxy)-6-fluoropyridine

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

2-fluoro-6-[(3-methoxy-4'-methylbiphenyl-4-yl)oxy]pyridine

2-fluoro-6-[(3-methoxy-4'-methylbiphenyl-4-yl)oxy]pyridine

Conditions
ConditionsYield
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water at 105℃; for 48h;100%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,2-dimethoxyethane; water at 105℃; for 48h; Inert atmosphere;100%
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

2-chloro-6-phenyl-furo[2,3-b]pyrazine
67718-18-7

2-chloro-6-phenyl-furo[2,3-b]pyrazine

C19H14N2O
1011736-51-8

C19H14N2O

Conditions
ConditionsYield
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; N,N-dimethyl-formamide at 100℃; for 0.166667h; Suzuki coupling; microwave irradiation;100%
1-Chloro-4-iodobenzene
637-87-6

1-Chloro-4-iodobenzene

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-chloro-4'-methylbiphenyl
19482-11-2

4-chloro-4'-methylbiphenyl

Conditions
ConditionsYield
With potassium phosphate; tetrabutylammomium bromide In 1,4-dioxane; water at 120℃; for 2h; Suzuki Coupling; Inert atmosphere;100%
With potassium carbonate In ethanol; water at 20℃; for 0.5h; Catalytic behavior; Suzuki-Miyaura Coupling; Irradiation;99%
With sodium hydroxide In ethanol; water at 25℃; for 3h; Suzuki Coupling;94%

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