methyl 4-phenoxybenzoate
4-Phenoxybenzoic acid
Conditions | Yield |
---|---|
Stage #1: methyl 4-phenoxybenzoate With water; sodium hydroxide In 1,4-dioxane at 20℃; Stage #2: With hydrogenchloride In water | 100% |
With water; sodium hydroxide In ethanol at 20 - 70℃; for 1h; | 95% |
With titanium(IV) oxide; dihydrogen peroxide; sodium hydroxide at 50℃; for 5h; Temperature; | 92% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; potassium hydroxide In methanol; ethanol for 4.5h; Reflux; | 96% |
With potassium phosphate buffer at 30℃; for 72h; Rhodococcus sp. AJ270 cells; | 59.3% |
With potassium hydroxide |
Conditions | Yield |
---|---|
With tert.-butylnitrite; methanesulfonic acid; Ru(2,2'-bipyridine)3Cl2·6H2O; water In acetonitrile at 20℃; for 16h; Autoclave; Irradiation; | 95% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 12h; | 92% |
Stage #1: phenol With sodium hydroxide In water at 60℃; for 2h; Stage #2: para-chlorobenzoic acid In tetralin at 150℃; for 10h; Temperature; | 89% |
carbon monoxide
4-Phenoxybenzoic acid
Conditions | Yield |
---|---|
With Ru(2,2'-bipyridine)3Cl2·6H2O; water In acetonitrile at 20℃; under 7500.75 Torr; for 3h; Autoclave; Irradiation; | 91% |
Conditions | Yield |
---|---|
Stage #1: Ethyl 4-hydroxybenzoate; fluorobenzene With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Stage #2: With lithium hydroxide In tetrahydrofuran; methanol at 20℃; for 0.5h; | 90% |
4-phenoxybenzoic acid ethyl ester
4-Phenoxybenzoic acid
Conditions | Yield |
---|---|
With water; sodium hydroxide In tetrahydrofuran; ethanol Reflux; | 89% |
With water; sodium hydroxide In ethanol for 3h; Reflux; | 87% |
With sodium hydroxide In ethanol; water for 3h; Reflux; | 75% |
Conditions | Yield |
---|---|
With iodine; dimethyl sulfoxide at 180℃; for 0.0833333h; Inert atmosphere; Microwave irradiation; | 88% |
4-Bromodiphenyl ether
carbon dioxide
A
diphenylether
B
4-Phenoxybenzoic acid
Conditions | Yield |
---|---|
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide for 10h; Ambient temperature; electrochemically; | A 1 mmol B 86% |
Conditions | Yield |
---|---|
With Oxone; trifluoroacetic acid In 1,4-dioxane for 10h; Reflux; Green chemistry; | 83% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hypochlorite In ethanol; water | 80% |
With potassium hypochlorite | |
With sodium hydroxide; water; bromine In ethanol at 40℃; for 3h; |
2-chloro-1-(4-(phenoxy)phenyl)ethanone
4-Phenoxybenzoic acid
Conditions | Yield |
---|---|
With sodium hypochlorite; trimethylbenzylammonium bromide; sodium hydroxide In dichloromethane at 0 - 20℃; | 76.7% |
Conditions | Yield |
---|---|
Stage #1: carbon dioxide; 5,5-dimethyl-2-(4-phenoxyphenyl)-1,3,2-dioxaborinane With potassium tert-butylate; silver(I) acetate; triphenylphosphine In 1,4-dioxane at 100℃; under 15201 Torr; for 8h; Inert atmosphere; Autoclave; Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere; | 75% |
4-Bromodiphenyl ether
carbon dioxide
potassium carbonate
4-Phenoxybenzoic acid
Conditions | Yield |
---|---|
With nickel(II) bromide dimethoxyethane; 2.9-dimethyl-1,10-phenanthroline; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; C60H36N2 In N,N-dimethyl-formamide at 20℃; for 24h; Molecular sieve; Irradiation; | 68% |
4-Phenoxybenzoic acid
Conditions | Yield |
---|---|
With iron(III) chloride; cerium(III) chloride; tetrabutyl-ammonium chloride; oxygen In acetonitrile at 20℃; under 760.051 Torr; for 24h; Schlenk technique; Irradiation; | 58% |
n-butyllithium
4-Bromodiphenyl ether
diethyl ether
4-Phenoxybenzoic acid
Conditions | Yield |
---|---|
at 26℃; anschliessende Behandlung mit festem CO2; |
n-butyllithium
diethyl ether
4-phenoxyiodobenzene
A
4-Phenoxybenzoic acid
B
5-iodo-2-phenoxy-benzoic acid
Conditions | Yield |
---|---|
at 20 - 35℃; anschliessende Behandlung mit festem CO2; |
4-Bromodiphenyl ether
diethyl ether
propyllithium
4-Phenoxybenzoic acid
Conditions | Yield |
---|---|
at 26℃; anschliessende Behandlung mit festem CO2; |
Conditions | Yield |
---|---|
With diethyl ether; propyllithium anschliessend mit festem Kohlendioxid behandeln; | |
With n-butyllithium; diethyl ether anschliessend mit festem Kohlendioxid behandeln; |
4-phenoxy benzaldehyde
A
(4-phenoxyphenyl)methanol
B
4-Phenoxybenzoic acid
Conditions | Yield |
---|---|
With potassium hydroxide at 60℃; |
Conditions | Yield |
---|---|
With silver(l) oxide | |
With potassium permanganate | |
With rat hepatic microsomal aldehyde dehydrogenase; NAD In phosphate buffer; N,N-dimethyl-formamide at 37℃; pH=7.4; Enzyme kinetics; Dehydrogenation; | |
With potassium permanganate Alkaline aq. solution; | |
With sodium chlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; water In tetrahydrofuran; tert-butyl alcohol Pinnick oxidation; |
Conditions | Yield |
---|---|
With potassium permanganate; water | |
With sodium dichromate; sulfuric acid; acetic acid |
4-phenoxybenzamide
4-Phenoxybenzoic acid
diethyl ether
4-phenoxyiodobenzene
phenyllithium
A
4-Phenoxybenzoic acid
B
5-iodo-2-phenoxy-benzoic acid
Conditions | Yield |
---|---|
at 20 - 35℃; anschliessende Behandlung mit festem CO2; |
Conditions | Yield |
---|---|
(i) poly-4-lithium-styrene, Et2O, (ii) /BRN= 1900390/; Multistep reaction; |
p-phenoxyphenyltellurium(IV) trichloride
A
4-Phenoxybenzoic acid
B
4,4'-diphenoxy-1,1'-biphenyl
Conditions | Yield |
---|---|
With sodium hydroxide; lithium pentachloropalladate; carbon monoxide 1.) MeCN, 25 deg C, 20 h; 2.) H2O; Yield given. Multistep reaction; |
4-Phenoxybenzoic acid
Conditions | Yield |
---|---|
With thionyl chloride; N,N-dimethyl-formamide at 70℃; for 3h; | 100% |
With thionyl chloride In N,N-dimethyl-formamide at 70℃; for 3h; | 100% |
With thionyl chloride at 90℃; | 99% |
Conditions | Yield |
---|---|
Stage #1: 4-Phenoxybenzoic acid With sodium hydroxide; sodium tetrahydroborate; sulfuric acid In tetrahydrofuran; diethyl ether at 0 - 20℃; for 4h; Stage #2: With methanol In tetrahydrofuran; diethyl ether at 0 - 20℃; for 0.5h; | 100% |
Stage #1: 4-Phenoxybenzoic acid With sodium tetrahydroborate; sulfuric acid In tetrahydrofuran; diethyl ether at 0 - 20℃; for 4h; Stage #2: With methanol In tetrahydrofuran; diethyl ether at 0 - 20℃; for 0.5h; | 100% |
Stage #1: 4-Phenoxybenzoic acid With borane-THF In tetrahydrofuran at 20℃; Stage #2: With hydrogenchloride In water | 87% |
benzyl (4S)-4-(tert-butoxycarbonyl)amino-5-[(2-methoxyethoxy)methoxy]pentanoate
4-Phenoxybenzoic acid
benzyl (4S)-5-(2-methoxyethoxy)methoxy-4-[(4-phenoxybenzoyl)amino]pentanoate
Conditions | Yield |
---|---|
Stage #1: benzyl (4S)-4-(tert-butoxycarbonyl)amino-5-[(2-methoxyethoxy)methoxy]pentanoate With trifluoroacetic acid In dichloromethane; water at 0℃; for 0.5h; Stage #2: 4-Phenoxybenzoic acid With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 0℃; | 100% |
Conditions | Yield |
---|---|
With dichloromethane extract derived from 6percent aqueous hypochlorite/tetra-n-butylammonium bisulfate solution with pH value to 8-9 In dichloromethane at 20℃; | 100% |
Conditions | Yield |
---|---|
With water In ethanol at 0 - 20℃; for 0.0833333h; | 100% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h; | 100% |
4-Phenoxybenzoic acid
methyl 2-cyanoacetate
2-cyano-3-oxo-3-(4-phenoxy-phenyl)-propionic acid methyl ester
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; diethyl dicarbonate In N,N-dimethyl-formamide | 99% |
With N-ethyl-N,N-diisopropylamine; diethyl dicarbonate In N,N-dimethyl-formamide | 99% |
Conditions | Yield |
---|---|
With tetramethylammonium trifluoromethanethiolate In dichloromethane at 25℃; for 2h; Inert atmosphere; | 99% |
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate In tetrahydrofuran at 20℃; |
1-hydroxy-pyrrolidine-2,5-dione
4-Phenoxybenzoic acid
4-phenoxybenzoic acid succinimide ester
Conditions | Yield |
---|---|
With pyridine; thionyl chloride In acetonitrile at 0 - 20℃; for 1h; | 98.4% |
4-Phenoxybenzoic acid
diethyl (3-aminobenzyl)phosphonate
diethyl 3-(4-phenoxybenzamido)benzylphosphonate
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h; | 98% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 20℃; for 4h; | 97% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; | 97% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; | 97% |
2-amino-4-ethoxycarbonyl-pyridine
4-Phenoxybenzoic acid
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In chloroform at 50℃; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
With acetyl chloride for 3h; Reflux; Inert atmosphere; | 96% |
With sulfuric acid for 72h; Heating; | 50% |
With sulfuric acid |
4-Phenoxybenzoic acid
malononitrile
2-[hydroxy-(4-phenoxy-phenyl)-methylene]-malononitrile
Conditions | Yield |
---|---|
Stage #1: 4-Phenoxybenzoic acid With thionyl chloride for 1h; Heating / reflux; Stage #2: malononitrile With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; toluene at -10 - 20℃; | 96% |
Stage #1: 4-Phenoxybenzoic acid With thionyl chloride for 1h; Reflux; Stage #2: malononitrile With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; toluene at -10 - 20℃; | 96% |
Stage #1: 4-Phenoxybenzoic acid With thionyl chloride In toluene for 1h; Reflux; Stage #2: malononitrile With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; toluene at 0 - 20℃; | 96% |
4-Phenoxybenzoic acid
diethyl (4-aminobenzyl)phosphonate
diethyl 4-(4-phenoxybenzamido)benzylphosphonate
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 16h; | 96% |
With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 0 - 20℃; for 16h; | 96% |
4-Phenoxybenzoic acid
2-(3,4-dimethoxyphenyl)-ethylamine
N-(3,4-dimethoxyphenethyl)-4-phenoxybenzamide
Conditions | Yield |
---|---|
Stage #1: 4-Phenoxybenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20℃; for 0.166667h; Stage #2: 2-(3,4-dimethoxyphenyl)-ethylamine With triethylamine at 20℃; | 95% |
With hydrogenchloride In dichloromethane |
Conditions | Yield |
---|---|
With iron(III)-acetylacetonate; di-tert-butyl peroxide at 120℃; for 24h; Schlenk technique; | 94% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In dichloromethane at 20℃; for 17.5h; | 93% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; | 91% |
4-Phenoxybenzoic acid
(3-aminophenyl)phosphonate de diethyle
diethyl 3-(4-phenoxybenzamido)phenylphosphonate
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; Inert atmosphere; | 90% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; | 90% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; | 90% |
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; | 90% |
The Molecular formula of p-PHENOXYBENZOIC ACID(2215-77-2):C13H10O3
The Molecular Weight of p-PHENOXYBENZOIC ACID(2215-77-2):214.22
The Molecular Structure of p-PHENOXYBENZOIC ACID(2215-77-2) is:
Density:1.241 g/cm3
Melting point:163-165 °C(lit.)
Boiling point:364.2 °C at 760 mmHg
Flash point:141.7 °C
Sensitive:Air Sensitive
BRN:2212463
Index of Refraction:1.607
Molar Refractivity:59.62 cm3
Molar Volume:172.5 cm
Polarizability:23.63 10-24cm3
Surface Tension:50.7 dyne/cm
Enthalpy of Vaporization:64.4 kJ/mol
Vapour Pressure:6.07E-06 mmHg at 25°C
IUPAC Name:4-phenoxybenzoic acid
Synonyms:4-phenoxy-benzoicaci;RARECHEM AL BO 0319;P-PHENOXYBENZOIC ACID;TIMTEC-BB SBB000542;4-PHENOXYBENZOIC ACID;LABOTEST-BB LT00454671;DIPHENYL ETHER 4-CARBOXYLIC ACID;Benzoic acid, p-phenoxy-
1. | ivn-rat TDLo:10,711 µg/kg | BIPBU* Biological & pharmaceutical bulletin. 25 (2002),686. |
A poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes:Xi
Xi:Irritant
Risk Statements
R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Statements
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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing .
WGK Germany:3
Chemical Stability: Not available
Incompatibilities with Other Materials: Strong oxidizing agents, strong bases.
Hazardous Decomposition Products: Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.
Conditions to Avoid: Incompatible materials, exposure to moist air or water
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