106-41-2

Basic information

• Product Name: 4-Bromophenol
• Synonyms: p-Bromohydroxybenzene;p-Bromophenic acid;phenol, 4-bromo-;p-Bromophenol;4-bromophenol;1/C6H5BrO/c7-5-1-3-6(8)4-2-5/h1-4,8;Phenol, p-bromo-;4-Bromo Phenol;P-Bromophenol(4-Bromophenol);p-bromo phenol;p-bromophenol
• CAS NO: 106-41-2
• Molecular Formula: C₆H₅BrO
• Molecular Weight: 173.0073
• EINECS: 203-394-4
• Product Categories: intermediates;alcohol| alkyl bromide;Bromo;Halogenated;Volatiles/ Semivolatiles;Building Blocks for Liquid Crystals;Functional Materials;Phenols (Building Blocks for Liquid Crystals);Phenyls & Phenyl-Het;Aromatic Phenols;Halides;Phenyls & Phenyl-Het;Heterocyclic Compounds;A-BAlphabetic;Alpha Sort;B;BI - BZChemical Class;Organic Building Blocks;Oxygen Compounds;Phenols
• Mol File: 106-41-2.mol
• Article Data: 487

Chemical Properties

• Melting Point: 64-68℃
• Boiling Point: 238 °C at 760 mmHg
• Flash Point: 90.8 °C
• Appearance: pinkish-brown crystalline solid
• Density: 1.84 g/cm³
• Vapor Pressure: 0.0282mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: room temp
• Solubility: 14g/l
• PKA: 9.37(at 25℃)
• Water Solubility: It is insoluble in water. It is soluble in 5%ethanol.
• Merck: 14,1428
• BRN: 1680024
• CAS DataBase Reference: 4-Bromophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromophenol(106-41-2)
• EPA Substance Registry System: 4-Bromophenol(106-41-2)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R22:; R36/37/38:
• Safety Statements: S26:; S37/39:
• RIDADR: 2811
• WGK Germany: 2
• RTECS: SJ7960000
• F: 8-10-23
• TSCA: Yes
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 106-41-2(Hazardous Substances Data)

Usage

Chemical Properties

4-Bromophenol is a pinkish-brown crystalline solid. four-sided biconical crystal precipitated from ether or chloroform. The melting point is 66.4 ℃, and a small amount of water can reduce the melting point a lot. Soluble in water, chloroform, easily soluble in ethanol, ether and glacial acetic acid, soluble in 7 parts of water.

Uses

4-Bromophenol is used as an intermediate in medicine grade. It is also used as a phenol that is used in Stille reactions. It is used in the intermediate of organic synthesis, flame retardant and pharmaceutical industry.

Application

4-Bromophenol is a phenolic derivative that It can used as a reagent in Stille reactions or Intermediates of Liquid Crystals.

Preparation

4-Bromophenol is synthesized by bromination of phenol. The bromine and carbon disulfide solution was added to the phenolic carbon disulfide solution, and the addition was started below 5°C, and the addition was completed under stirring for 2 hours. Phenol and bromine are approximately equimolar ingredients. Distill the reactant to remove carbon disulfide, and then conduct fractional distillation under reduced pressure to collect fractions at 145-150°C (3.32-3.99kPa) to obtain the product. Yield 80-84%.

Synthesis Reference(s)

Tetrahedron, 45, p. 7869, 1989 DOI: 10.1016/S0040-4020(01)85800-2The Journal of Organic Chemistry, 23, p. 280, 1958 DOI: 10.1021/jo01096a033

Purification Methods

Crystallise the phenol from CHCl3, CCl4, pet ether (b 40-60o), or water and dry it at 70o under vacuum for 2hours. [Beilstein 6 IV 1043.]

InChI:InChI=1/C6H5BrO/c7-5-1-3-6(8)4-2-5/h1-4,8H

Synthetic route

phenol (108-95-2) → 4-bromo-phenol (106-41-2)

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 (436848-01-0) → 4-bromo-phenol (106-41-2)

Conditions	Yield
With erbium(III) triflate In ethanol for 25h; Microwave irradiation;	100%

C8H11BO → 4-bromo-phenol (106-41-2)

Conditions	Yield
With N-Bromosuccinimide In dichloromethane at 20℃; for 12h; Inert atmosphere;	100%

phenol (108-95-2) → 4-bromo-phenol (106-41-2) + 2,4-dibromophenol (615-58-7)

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 (67963-68-2) → 4-bromo-phenol (106-41-2)

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 (25244-30-8) → 4-bromo-phenol (106-41-2)

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%

4-Bromophenylboronic acid (5467-74-3) → 4-bromo-phenol (106-41-2)

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 (25458-45-1) → 4-bromo-phenol (106-41-2)

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 (36603-49-3) → 4-bromo-phenol (106-41-2)

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 (374564-35-9) → 4-bromo-phenol (106-41-2) + 4-(4-bromophenyl)bromobenzene (92-86-4)

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 (374564-35-9) → 4-bromo-phenol (106-41-2)

Conditions	Yield
With Oxone; water In acetone at 20℃; for 0.0333333h;	98%

4-bromophenyl acetate (1927-95-3) → 4-bromo-phenol (106-41-2)

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%

1-bromo-4-methoxy-benzene (104-92-7) → 4-bromo-phenol (106-41-2)

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 (64740-44-9) → 4-bromo-phenol (106-41-2) + 3-phenylthiopropanol (24536-40-1)

Conditions	Yield
With aluminium trichloride; N,N-dimethyl-aniline In dichloromethane for 1h; Ambient temperature;	A n/a B 96%

5α-cholestan-3β-yl allyl ether (108741-19-1) → 4-bromo-phenol (106-41-2) + Cholestanol (80-97-7)

Conditions	Yield
With aluminium trichloride; N,N-dimethyl-aniline In dichloromethane for 2.5h; Ambient temperature;	A n/a B 96%

5α-cholestan-3β-yl benzyl ether (69483-57-4) → 4-bromo-phenol (106-41-2) + Cholestanol (80-97-7)

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 (1338215-33-0) → 4-bromo-phenol (106-41-2)

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 (17878-44-3) → 4-bromo-phenol (106-41-2)

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 (127481-94-1) → 4-bromo-phenol (106-41-2)

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;

1,4-bromoiodobenzene (589-87-7) → 4-bromo-phenol (106-41-2)

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 (60876-70-2) → 4-bromo-phenol (106-41-2)

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 (89598-97-0) → 4-bromo-phenol (106-41-2)

Conditions	Yield
In dimethyl sulfoxide at 120℃; for 18h;	92%

p-benzyloxyphenylbromide (6793-92-6) → 4-bromo-phenol (106-41-2)

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 (104330-36-1) → 4-bromo-phenol (106-41-2) + 3-Phenyl-1-propanol (122-97-4)

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 (56983-59-6) + phenol (108-95-2) → 1,3-dimethylbarbituric acid (769-42-6) + 4-bromo-phenol (106-41-2)

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 (16619-55-9) + phenol (108-95-2) → 4-bromo-phenol (106-41-2) + 1,3-diphenylpropanedione (120-46-7)

Conditions	Yield
at 100℃; for 48h;	A 91% B 89%
at 100℃; for 48h;	A n/a B 89%

4-bromo-1-(triisopropylsilyloxy)benzene (193966-77-7) → 4-bromo-phenol (106-41-2)

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%

4-Bromophenylboronic acid (5467-74-3) + oxygen (80937-33-3) → 4-bromo-phenol (106-41-2)

Conditions	Yield
With triethanolamine In water at 20℃; for 18h; Sonication; Irradiation; Green chemistry;	91%

phenol (108-95-2) → 4-bromo-phenol (106-41-2) + 2-hydroxybromobenzene (95-56-7)

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 (110-87-2) + 4-bromo-phenol (106-41-2) → 4-(tetrahydropyran-2'-yloxy)-1-bromobenzene (36603-49-3)

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 (106-41-2) → 4-bromo-2,6-dinitrophenol (40466-95-3)

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%

4-bromo-phenol (106-41-2) + acetic anhydride (108-24-7) → 4-bromophenyl acetate (1927-95-3)

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%

4-bromo-phenol (106-41-2) + benzyl bromide (100-39-0) → p-benzyloxyphenylbromide (6793-92-6)

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%

4-bromo-phenol (106-41-2) + allyl bromide (106-95-6) → 4-(allyloxy)bromobenzene (25244-30-8)

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 (106-41-2) + 3-Chloro-2-methylpropene (563-47-3) → 1-(2’-methylallyloxy)-4-bromobenzene (5820-27-9)

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 (106-41-2) + 1,1,3,3-tetramethyldisilazane (15933-59-2) → 4-bromophenoxydimethylsilane (33324-34-4)

Conditions	Yield
	100%

4-bromo-phenol (106-41-2) + rac-3-bromocyclohexene (1521-51-3) → 4-(cyclohex-2-enyloxy)bromobenzene (30752-34-2)

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℃;

4-bromo-phenol (106-41-2) + 1-adamanthanol (768-95-6) → 2-(1-adamantyl)-4-bromophenol (104224-68-2)

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%

4-bromo-phenol (106-41-2) + 1-bromo dodecane (112-29-8) → 1-bromo-4-decyloxybenzene (30752-20-6)

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 (106-41-2) + Bromoacetaldehyde diethyl acetal (2032-35-1) → 1-bromo-4-(2,2-diethoxyethoxy)benzene (112598-18-2)

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 (106-41-2) + tert-butylchlorodiphenylsilane (58479-61-1) → 1-bromo-4-[[(1,1-dimethylethyl)-diphenylsilyl]-oxy]-benzene (127481-94-1)

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 (106-41-2) + prenyl bromide (870-63-3) → 1-bromo-4-((3-methylbut-2-en-1-yl)oxy)benzene (204503-25-3)

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%

4-bromo-phenol (106-41-2) + phenylboronic acid (98-80-6) → 4-Phenylphenol (92-69-3)

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 (106-41-2) + 2,3,4,6-tetra-O-pivaloyl-α-D-mannopyranosyl fluoride (187269-63-2) → 4-bromophenyl tetra-O-pivaloyl-α-D-mannopyranoside (243120-93-6)

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 2h; Substitution;	100%

4-bromo-phenol (106-41-2) + triisopropylsilyl chloride (13154-24-0) → 4-bromo-1-(triisopropylsilyloxy)benzene (193966-77-7)

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%

4-bromo-phenol (106-41-2) + 1-dodecylbromide (143-15-7) → 1-bromo-4-dodecyloxybenzene (123883-51-2)

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 (106-41-2) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → (4-bromophenoxy)trimethylsilane (17878-44-3)

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%

4-bromo-phenol (106-41-2) + 1-bromo-3-propanol (627-18-9) → 3-(4-Bromophenoxy)-1-propanol (67900-64-5)

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%

chloro-trimethyl-silane (75-77-4) + 4-bromo-phenol (106-41-2) → 4-(trimethylsilyl)phenol (13132-25-7)

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%

4-bromo-phenol (106-41-2) + propargyl bromide (106-96-7) → 1-bromo-4-(prop-2-ynyloxy)benzene (33133-45-8)

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%

Upstream product

• 106411-62-5 (1S,3S)-2-acetyl-1-methyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid 
• 106410-46-2 4-[5-(benzyloxycarbonylamino)pentyl-hydroxy-amino]-4-oxo-butanoic acid 
• 106410-46-2 4-[5-(benzyloxycarbonylamino)pentyl-hydroxy-amino]-4-oxo-butanoic acid 
• 1064-10-4 HEXAPHENYLDITIN 
• 1064077-34-4 3-Benzyloxy-1-methyl-1H-pyridin-4-one 
• 1064-06-8 QUERCETINPENTAACETATE 
• 1064052-00-1 (S)-tert-butyl methyl(pyrrolidin-3-ylmethyl)carbamate 
• 1064051-97-3 (R)-tert-butyl methyl(pyrrolidin-3-ylmethyl)carbamate 
• 1064048-51-6 Methyl-(2-pyrrolidin-3-yl-ethyl)-carbamic acid tert-butyl ester 
• 106404-52-8 7-Oxa-1-aza-spiro[3.5]nonane 
• 106404-06-2 Cuprate(3-), 2-3-4-2-2-(ethenylsulfonyl)ethoxyethylamino-6-fluoro-1,3,5-triazin-2-ylamino-2-(hydroxy-.kappa.O)-5-sulfophenylazo-.kappa.N2phenylmethylazo-.kappa.N1-4-sulfobenzoato(5-)-.kappa.O-, trisodium 
• 106402-41-9 H-Ser-OtBu · HCl 
• 106402-09-9 3-oxa-9(O)-methano-delta(6,9)prostaglandin I(1) 
• 106402-05-5 N-NONYL-B-D-MALTOPYRANOSIDE, ANAGRADE? 

Downstream Products

• 106412-35-5 benzyl 2-oxopiperidine-1-carboxylate 
• 106412-36-6 N-BOC-CYCLOHEXAMIDE 
• 106412-40-2 1-Pyrrolidinecarboxylicacid,2-ethoxy-,1,1-dimethylethylester(9CI) 
• 106412-45-7 1H-Azepine-1-carboxylicacid,2-ethoxyhexahydro-,ethylester(9CI) 
• 1064137-50-3 2,5-Dichloroquinoline-3-carbaldehyde 
• 106414-11-3 Molybdenum 2-ethylhexanoate 
• 106416-87-9 1H-Imidazole,2,5-dihydro-2,2-dimethyl-5-methylene-1-(1-methylethyl)-(9CI) 
• 106416-93-7 Ethanone, 1-[2,3,3-trimethyl-1-(1-methylethyl)-2-aziridinyl]- (9CI) 
• 106416-96-0 1H-Pyrrole,2,3,5-trimethyl-1-(1-methylethyl)-(9CI) 
• 106417-28-1 TECHNETIUM TC-99M SIBOROXIME 
• 106418-67-1 1-BROMO-4-DECYLBENZENE 
• 106418-92-2 2,3-DICHLOROPHENYLMETHYLSULFONE 
• 1064194-10-0 tert-butyl 3-bromoazetidine-1-carboxylate 
• 1064-20-6 1,2,3,4,5,6,7,8,14,14,15,15-dodecachloro-1,4,4a,4b,5,8,8a,13b-octahydro-12H-1,4:5,8-dimethanotriphenyleno[2,3-c][1,2]oxathiol-12-one 10,10-dioxide 

Recommend Products

• 69084-02-2  4-bromo-2-pyrrolidinomethyl-phenol 
• 123-75-1  pyrrolidine 
• 50-00-0  formaldehyd 
• 87059-86-7  2-(piperidinomethyl)-4-bromophenol 
• 110-89-4  piperidine 
• 36603-49-3  4-(tetrahydropyran-2'-yloxy)-1-bromobenzene 
• 110-87-2  3,4-dihydro-2H-pyran 
• 6967-88-0  1-bromo-4-isopropoxybenzene 
• 75-30-9  2-iodo-propane 
• 39969-57-8  1-bromo-4-butoxybenzene 
• 109-65-9  1-bromo-butane 
• 89-55-4  5-bromosalicyclic acid 
• 56-23-5  tetrachloromethane 
• 17357-65-2  furan-2-carboxylic acid-(4-bromo-phenyl ester) 

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