Conditions | Yield |
---|---|
With benzyltriphenylphosphonium peroxodisulfate; potassium bromide In acetonitrile for 4.5h; Heating; | 100% |
With sulfuric acid; C20H22Br2N2O5V; dihydrogen peroxide In methanol; water at 20℃; for 1.33333h; Catalytic behavior; | 100% |
With oxygen; sodium bromide In dibutyl ether at 45℃; under 760.051 Torr; for 5h; Schlenk technique; | 99% |
4-bromo-1-(tert-butoxycarbonyloxy)benzene
4-bromo-phenol
Conditions | Yield |
---|---|
With erbium(III) triflate In ethanol for 25h; Microwave irradiation; | 100% |
4-bromo-phenol
Conditions | Yield |
---|---|
With N-Bromosuccinimide In dichloromethane at 20℃; for 12h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; methyltrioxorhenium(VII); sodium bromide for 0.166667h; | A 99% B n/a |
With N-Bromosuccinimide; lithium perchlorate; silica gel In dichloromethane at 20℃; for 0.0833333h; | A 15% B 85% |
With styrene-4-vinyl(N-alkylpyridinium bromide) In tetrachloromethane; dichloromethane at 23℃; for 2h; Product distribution; bromination of different aromatic molecules; | A 68% B 5% |
t-butyldimethylsilyl-4-bromophenol
4-bromo-phenol
Conditions | Yield |
---|---|
With phosphomolybdic acid hydrate; silica gel In tetrahydrofuran at 20℃; for 18h; | 99% |
With potassium hydrogen difluoride In methanol at 20℃; for 0.5h; | 95% |
With antimonypentachloride; water In acetonitrile at 20℃; for 0.25h; | 93% |
4-(allyloxy)bromobenzene
4-bromo-phenol
Conditions | Yield |
---|---|
With aniline; (ϖ-allyl)palladium triflate based catalyst at 30℃; for 3h; | 99% |
With sodium acetate; nickel In N,N-dimethyl-formamide for 18h; Ambient temperature; | 72% |
With potassium hydroxide In methanol at 20℃; for 7h; | 49% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In water; acetonitrile for 48h; Irradiation; | 99% |
With C102H96N18S3; oxygen; N-ethyl-N,N-diisopropylamine In [D3]acetonitrile; water-d2 at 20℃; for 2h; Irradiation; | 99% |
With dihydrogen peroxide at 30℃; for 5h; Green chemistry; | 98% |
p-methoxymethoxybromobenzene
4-bromo-phenol
Conditions | Yield |
---|---|
With scandium tris(trifluoromethanesulfonate); trimethyleneglycol In acetonitrile at 50℃; for 2h; | 99% |
With carbon tetrabromide; triphenylphosphine In 1,2-dichloro-ethane at 40℃; | 91% |
4-(tetrahydropyran-2'-yloxy)-1-bromobenzene
4-bromo-phenol
Conditions | Yield |
---|---|
With methanol; scandium tris(trifluoromethanesulfonate) In acetonitrile at 20℃; for 0.5h; | 98% |
With 1,4-diazabicyclo[2.2.2]octane tribromide supported on magnetic Fe3O4 nanoparticles In methanol at 20℃; for 2h; | 94% |
Stage #1: 4-(tetrahydropyran-2'-yloxy)-1-bromobenzene With aluminium(III) triflate In methanol at 20 - 25℃; for 3h; Inert atmosphere; Stage #2: With water; sodium hydrogencarbonate In methanol; dichloromethane at 20 - 25℃; Inert atmosphere; | 91% |
potassium 4-bromophenyltrifluoroborate
A
4-bromo-phenol
B
4-(4-bromophenyl)bromobenzene
Conditions | Yield |
---|---|
gold(0):poly(N-vinyl-2-pyrrolidine) nanocluster In phosphate buffer at 46.84℃; for 24h; pH=6.86; | A 1% B 98% |
potassium 4-bromophenyltrifluoroborate
4-bromo-phenol
Conditions | Yield |
---|---|
With Oxone; water In acetone at 20℃; for 0.0333333h; | 98% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; cobalt(II) chloride In ethanol at 0 - 25℃; for 10h; | 97% |
With sodium hydrogencarbonate In water at 20℃; for 4h; | 95% |
With mesoporous silica-supported (Salen) Co(II) catalyst In methanol at 20℃; for 3h; chemoselective reaction; | 92% |
Conditions | Yield |
---|---|
With 2-(diethylamino)ethanethiol hydrochloride; sodium t-butanolate In N,N-dimethyl-formamide for 3h; Heating; | 97% |
With copper(I) oxide; sodium methylate In methanol at 185℃; for 12h; Autoclave; | 97% |
With trimethylsilyl iodide at 105 - 114℃; for 0.25h; Microwave irradiation; Inert atmosphere; | 96% |
(3-(benzyloxy)propyl)(phenyl)sulfane
A
4-bromo-phenol
B
3-phenylthiopropanol
Conditions | Yield |
---|---|
With aluminium trichloride; N,N-dimethyl-aniline In dichloromethane for 1h; Ambient temperature; | A n/a B 96% |
Conditions | Yield |
---|---|
With aluminium trichloride; N,N-dimethyl-aniline In dichloromethane for 2.5h; Ambient temperature; | A n/a B 96% |
Conditions | Yield |
---|---|
With aluminium trichloride; N,N-dimethyl-aniline In dichloromethane for 2.5h; Ambient temperature; | A n/a B 96% |
[2-(4-bromophenoxy)ethyl]trimethylsilane
4-bromo-phenol
Conditions | Yield |
---|---|
Stage #1: [2-(4-bromophenoxy)ethyl]trimethylsilane With cesium fluoride In N,N-dimethyl-formamide at 60℃; for 1h; Inert atmosphere; Stage #2: With water In N,N-dimethyl-formamide Inert atmosphere; | 96% |
(4-bromophenoxy)trimethylsilane
4-bromo-phenol
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride In 1,2-dimethoxyethane at 25℃; for 4h; | 95% |
With aminosulfonic acid; water at 20℃; for 0.84h; | 94% |
With 1,4-diazabicyclo[2.2.2]octane tribromide supported on magnetic Fe3O4 nanoparticles In methanol at 20℃; for 0.166667h; | 94% |
With tetrabutylammonium borohydride In tert-butyl alcohol for 2h; Heating; | 82% |
1-bromo-4-[[(1,1-dimethylethyl)-diphenylsilyl]-oxy]-benzene
4-bromo-phenol
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride In 1,2-dimethoxyethane at 25℃; for 4h; | 95% |
With potassium hydrogen difluoride In methanol at 20℃; for 0.25h; | 92% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene Heating; Yield given; |
Conditions | Yield |
---|---|
Stage #1: 1,4-bromoiodobenzene With copper(l) iodide; 1,10-Phenanthroline; potassium hydroxide In water; dimethyl sulfoxide at 20 - 100℃; Inert atmosphere; Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; Inert atmosphere; | 95% |
Stage #1: 1,4-bromoiodobenzene With copper(l) iodide; tetra(n-butyl)ammonium hydroxide In water at 60℃; for 24h; Inert atmosphere; Sealed tube; Stage #2: With hydrogenchloride In water; ethyl acetate at 20℃; for 2h; Inert atmosphere; chemoselective reaction; | 93% |
With copper(l) iodide; potassium hydroxide In water at 100℃; Inert atmosphere; | 92% |
4-tert-butoxybromobenzene
4-bromo-phenol
Conditions | Yield |
---|---|
With phosphoric acid In dichloromethane at 20℃; for 1h; | 94% |
With erbium(III) triflate In methanol at 100℃; for 0.75h; Microwave irradiation; |
(5-bromo-2-hydroxyphenyl)boronic acid
4-bromo-phenol
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 120℃; for 18h; | 92% |
Conditions | Yield |
---|---|
With aluminium trichloride; N,N-dimethyl-aniline In dichloromethane for 0.5h; Ambient temperature; | 91% |
With thiophene; sodium hydrogen sulfate; silica gel for 4h; Heating; | 84% |
With sulfosuccinic acid functionalized mesoporous silica In ethanol at 100℃; |
p-methoxybenzyl 3-phenylpropyl ether
A
4-bromo-phenol
B
3-Phenyl-1-propanol
Conditions | Yield |
---|---|
With aluminium trichloride; N,N-dimethyl-aniline In dichloromethane at 0℃; for 0.75h; | A n/a B 91% |
5,5-dibromo-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione
phenol
A
1,3-dimethylbarbituric acid
B
4-bromo-phenol
Conditions | Yield |
---|---|
at 100℃; for 48h; | A 81% B 91% |
at 100℃; for 48h; | A 81% B n/a |
2,2-dibromo-1,3-diphenyl-1,3-propanedione
phenol
A
4-bromo-phenol
B
1,3-diphenylpropanedione
Conditions | Yield |
---|---|
at 100℃; for 48h; | A 91% B 89% |
at 100℃; for 48h; | A n/a B 89% |
4-bromo-1-(triisopropylsilyloxy)benzene
4-bromo-phenol
Conditions | Yield |
---|---|
With potassium acetate In water; N,N-dimethyl-formamide at 25℃; for 5h; | 91% |
With potassium hydrogen difluoride In methanol at 20℃; for 0.25h; | 25% |
Conditions | Yield |
---|---|
With triethanolamine In water at 20℃; for 18h; Sonication; Irradiation; Green chemistry; | 91% |
Conditions | Yield |
---|---|
With phosphotungstic acid; N-bromosaccharin In acetonitrile at 0℃; regioselective reaction; | A 90% B 6% |
With N-Bromosuccinimide at 0℃; for 2h; regioselective reaction; | A 90% B n/a |
With N-Bromosuccinimide; silver hexafluoroantimonate; 1-methylthiotriptycene In 1,2-dichloro-ethane at 20℃; for 0.5h; Inert atmosphere; Schlenk technique; Overall yield = 100 percentSpectr.; | A 84% B n/a |
3,4-dihydro-2H-pyran
4-bromo-phenol
4-(tetrahydropyran-2'-yloxy)-1-bromobenzene
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid at 20℃; for 2h; | 100% |
With toluene-4-sulfonic acid at 22℃; for 0.75h; | 99% |
With toluene-4-sulfonic acid at 22℃; for 0.75h; | 99% |
4-bromo-phenol
4-bromo-2,6-dinitrophenol
Conditions | Yield |
---|---|
With dinitrogen tetraoxide; ferric nitrate In ethyl acetate for 0.0833333h; Heating; | 100% |
With NO+*18-crown-6*H(NO3)2- In ethyl acetate for 0.0833333h; Nitration; Heating; | 94% |
With trichloroisocyanuric acid; silica gel; sodium nitrite at 20℃; for 0.25h; | 90% |
Conditions | Yield |
---|---|
With magnesium(II) perchlorate at 80℃; for 0.25h; | 100% |
With pyridine at 100℃; for 4h; | 100% |
With pyridine In dichloromethane at 20℃; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 6h; | 100% |
Stage #1: 4-bromo-phenol With sodium hydride In N,N-dimethyl-formamide at 5℃; for 0.333333h; Inert atmosphere; Stage #2: benzyl bromide In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; | 99% |
With potassium phosphate; tetrabutylammomium bromide In water at 20℃; for 2h; Sealed tube; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; Alkylation; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 60℃; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 0.833333h; | 99% |
4-bromo-phenol
3-Chloro-2-methylpropene
1-(2’-methylallyloxy)-4-bromobenzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 18h; Inert atmosphere; | 100% |
With potassium carbonate In acetone Inert atmosphere; Reflux; | 87% |
With potassium carbonate; acetone | |
With potassium carbonate In acetone | |
With potassium carbonate In N,N-dimethyl-formamide at 70℃; |
4-bromo-phenol
1,1,3,3-tetramethyldisilazane
4-bromophenoxydimethylsilane
Conditions | Yield |
---|---|
100% |
4-bromo-phenol
rac-3-bromocyclohexene
4-(cyclohex-2-enyloxy)bromobenzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 100% |
With potassium carbonate In acetone for 10h; Heating; | 88% |
With potassium carbonate In dimethyl sulfoxide at 20℃; |
Conditions | Yield |
---|---|
With sulfuric acid; acetic acid at 20℃; for 48h; Friedel Crafts alkylation; | 100% |
With sulfuric acid; acetic acid In dichloromethane at 20℃; for 24h; | 100% |
With sulfuric acid; acetic acid In dichloromethane at 20℃; for 48h; Friedel-Crafts Alkylation; Large scale; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate Williamson's etherification; | 100% |
With potassium carbonate In acetonitrile at 80℃; for 17h; | 99% |
With sodium iodide; potassium hydroxide In ethanol for 27h; Reflux; | 98% |
4-bromo-phenol
Bromoacetaldehyde diethyl acetal
1-bromo-4-(2,2-diethoxyethoxy)benzene
Conditions | Yield |
---|---|
With sodium hydride In DMF (N,N-dimethyl-formamide) under a nitrogen atmosphere; Heating / reflux; | 100% |
Stage #1: 4-bromo-phenol With sodium hydride In DMF (N,N-dimethyl-formamide) at 0℃; for 0.333333h; Stage #2: Bromoacetaldehyde diethyl acetal In DMF (N,N-dimethyl-formamide) Heating / reflux; | 100% |
Stage #1: 4-bromo-phenol With sodium hydride In DMF (N,N-dimethyl-formamide) at 0℃; for 0.333333h; Stage #2: Bromoacetaldehyde diethyl acetal In DMF (N,N-dimethyl-formamide) Heating / reflux; | 100% |
4-bromo-phenol
tert-butylchlorodiphenylsilane
1-bromo-4-[[(1,1-dimethylethyl)-diphenylsilyl]-oxy]-benzene
Conditions | Yield |
---|---|
Stage #1: 4-bromo-phenol With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: tert-butylchlorodiphenylsilane In N,N-dimethyl-formamide at 20℃; for 19h; Inert atmosphere; | 100% |
Stage #1: 4-bromo-phenol With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: tert-butylchlorodiphenylsilane In N,N-dimethyl-formamide at 20℃; for 3h; | 97% |
With 1H-imidazole In N,N-dimethyl-formamide for 48h; Ambient temperature; | 96.7% |
4-bromo-phenol
prenyl bromide
1-bromo-4-((3-methylbut-2-en-1-yl)oxy)benzene
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In acetone at 80℃; for 12h; | 100% |
With potassium carbonate In acetone at 67℃; for 18h; Inert atmosphere; | 98% |
With potassium carbonate; potassium iodide In acetone for 15h; Heating; | 91% |
Conditions | Yield |
---|---|
With potassium carbonate In water at 70℃; for 1h; Suzuki-Miyaura Coupling; | 100% |
With [{PdCl(2-(2-thiophenyl)-4,4-dimethyloxazoline)}2]; potassium carbonate In water at 90℃; for 2h; Catalytic behavior; Reagent/catalyst; Suzuki-Miyaura Coupling; | 100% |
With potassium carbonate; Pd/PS-co-PAEMA-co-PMAA In water at 90℃; for 1h; Suzuki reaction; | 99% |
4-bromo-phenol
2,3,4,6-tetra-O-pivaloyl-α-D-mannopyranosyl fluoride
4-bromophenyl tetra-O-pivaloyl-α-D-mannopyranoside
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 2h; Substitution; | 100% |
4-bromo-phenol
triisopropylsilyl chloride
4-bromo-1-(triisopropylsilyloxy)benzene
Conditions | Yield |
---|---|
With 1H-imidazole In DMF (N,N-dimethyl-formamide) at 20℃; for 4h; | 100% |
With 1H-imidazole In dichloromethane at 20℃; for 3h; | 100% |
With 1H-imidazole In dichloromethane at 20℃; for 3h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate Williamson's etherification; | 100% |
With potassium hydroxide In dimethyl sulfoxide at 50℃; Inert atmosphere; | 96% |
With potassium carbonate In N,N-dimethyl-formamide at 70℃; | 95.3% |
4-bromo-phenol
1,1,1,3,3,3-hexamethyl-disilazane
(4-bromophenoxy)trimethylsilane
Conditions | Yield |
---|---|
With ammonium chloride Reflux; | 100% |
With potassium fluoride incorporated on clinoptilolite nanoparticles In dichloromethane at 20℃; for 0.833333h; chemoselective reaction; | 97% |
With 1,4-diazabicyclo[2.2.2]octane tribromide supported on magnetic Fe3O4 nanoparticles In neat (no solvent) at 20℃; for 1h; | 96% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 93% |
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 12h; | 83% |
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Inert atmosphere; | 100% |
Stage #1: 4-bromo-phenol With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.75h; Inert atmosphere; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 20℃; for 14h; | 90% |
Stage #1: 4-bromo-phenol With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 2.25h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane at -78 - 20℃; Stage #3: With hydrogenchloride In water at 20℃; for 1h; | 82% |
Conditions | Yield |
---|---|
Stage #1: 4-bromo-phenol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: propargyl bromide In N,N-dimethyl-formamide at 20℃; for 10h; Inert atmosphere; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 99% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 98% |
Molecule structure of 4-Bromophenol (CAS NO.106-41-2) :
IUPAC Name: 4-bromophenol
Molecular Weight: 173.0073 g/mol
Molecular Formula: C6H5BrO
Density: 1.662 g/cm3
Melting Point: 66.4 deg C
Boiling Point: 238 °C at 760 mmHg
Flash Point: 90.8 °C
Appreance: pinkish-brown crystalline solid
Enthalpy of Vaporization: 49.41 kJ/mol
Water Solubility: 1.40E+04 mg/L
EINECS: 203-394-4
Product Categories: Aromatic Phenols; Halides; Phenyls & Phenyl-Het; Heterocyclic Compounds; Building Blocks for Liquid Crystals; Functional Materials; Phenols (Building Blocks for Liquid Crystals) ; Phenyls & Phenyl-Het; Organic Building Blocks; Oxygen Compounds; Phenols ; A-BAlphabetic; Alpha Sort;B; BI - BZChemical Class; Bromo; Halogenated; Volatiles/ Semivolatiles
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 411mg/kg (411mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979. | |
mouse | LD50 | oral | 523mg/kg (523mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979 |
Hazard Codes: Xn, Xi
Risk Statements: 22-36/37/38-20/21/22
R22: Harmful if swallowed
R36/37/38: Irritating to eyes, respiratory system and skin
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 26-37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S37/39: Wear suitable gloves and eye/face protection
S36: Wear suitable protective clothing
4-Bromophenol (CAS NO.106-41-2) is a pinkish-brown crystalline solid,soluble in water, chloroform, ethanol, ether and glacial acetic acid, it even can dissolve in seven parts of water.
4-Bromophenol (CAS NO.106-41-2) is used in organic synthesis, medicine, pesticide intermediates,it also can be used as pesticides,which can be derived from phenol bromide. The specific process is to put bromine, carbon disulfide carbon disulfide solution by adding phenol solution, starting at 5 ℃ below to join in and stirring 2h to plus end. Phenol and bromine proximity Moore ingredients. Distillation to remove the reactants carbon disulfide, and then to vacuum distillation, collecting at 145-150 ℃ (3.32-3.99kPa) will distillate derived products. Yield of 80-84%.
4-Bromophenol (CAS NO.106-41-2) is a highly-toxic material,burning will produce releases toxic fumes bromide.Besides should be stored and transported in low-temperature,drying environment. separately with oxidizing agents.Fire extinguishing agents water, carbon dioxide, dry powder, foam would be used if emergency.
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