3-Phenoxybenzaldehyde
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol at 0 - 20℃; for 1.5h; | 99% |
With hydrogen In methanol at 20℃; for 4.3h; chemoselective reaction; | 99% |
With sodium tetrahydroborate In tetrahydrofuran; 1,2-dimethoxyethane for 3h; Cooling with ice; | 99.2% |
3-phenoxybenzyl acetate
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
97.2% |
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
With copper dichloride In methanol at 20℃; Hydrolysis; | 95% |
With CuCl2*2H2O In methanol at 20℃; for 1.25h; | 95% |
3-phenoxybenzyl acetate
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide In methanol; dichloromethane; water | 95% |
With hydrogenchloride; sodium hydroxide In methanol; dichloromethane; water | 90% |
With sodium hydroxide In methanol; dichloromethane; water | 90% |
3-phenoxybenzoic acid
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
In ethanol; sulfuric acid; water electrochemical reduction; | 93% |
Multi-step reaction with 3 steps 1: phosphorus (V)-chloride 2: toluene; palladium/barium sulfate 3: concentrated aqueous KOH / 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: sulfuric acid / 3 h / 60 °C 2: methanol; sodium tetrahydroborate / tetrahydrofuran / 0.5 h / Reflux View Scheme |
Conditions | Yield |
---|---|
With sodium chloride; sulfuric acid; sodium hydrogencarbonate; potassium carbonate; copper(I) chloride In chlorobenzene | 93% |
With sodium chloride; sulfuric acid; sodium hydrogencarbonate; potassium carbonate; copper(I) chloride In chlorobenzene |
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; N1-benzyl-N2-(5-methyl-[1,1'-biphenyl]-2-yl)oxalamide In dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; | 92% |
With potassium carbonate; 8-quinolinol; copper(l) chloride In various solvent(s) at 150 - 170℃; for 15h; | 88 % Chromat. |
With potassium carbonate; 8-quinolinol; copper(l) chloride In dimethyl sulfoxide at 150 - 170℃; for 15h; Product distribution; solvents varied; | 58 % Chromat. |
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; N,N’-bis(2-phenylphenyl)oxalic acid In N,N-dimethyl-formamide at 90℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; | 92% |
3-Hydroxybenzyl alcohol
A
triethylene glucol monomethyl ether
B
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
A n/a B 87% |
Conditions | Yield |
---|---|
With sodium dodecyl-sulfate; potassium carbonate In water at 80℃; under 760.051 Torr; for 10h; Ullmann Condensation; Green chemistry; chemoselective reaction; | 84% |
3-phenoxybenzoic acid
trifluoroborane diethyl ether
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
With mercury In tetrahydrofuran; diethyl ether; water | 83% |
With mercury In tetrahydrofuran |
3-Hydroxybenzyl alcohol
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
75% | |
74% | |
74% | |
71% | |
71% |
3-phenoxybenzyl (1RS)-cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
A
3-phenoxybenzyl chloride
cis-permethrinic acid
C
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
With potassium chlorate at 210℃; for 0.25h; Product distribution; Further Variations:; Reagents; Solvents; reaction time; | A 3.7% B 0.9% C 3.3% D n/a |
3-Phenoxybenzaldehyde
A
3-phenoxybenzoic acid
B
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
With potassium hydroxide at 60℃; | |
With formaldehyd In water at 70℃; for 24h; Product distribution; effect of the presence and amount of PEG-200, other temperatures, reaction times; other cationic surfactants; |
Conditions | Yield |
---|---|
With oxygen; titanium(IV) oxide In acetonitrile Product distribution; Irradiation; var. solvents; |
3-phenoxytoluene
A
3-phenoxybenzoic acid
B
3-Phenoxybenzyl alcohol
C
3-Phenoxybenzaldehyde
Conditions | Yield |
---|---|
With oxygen; titanium(IV) oxide In acetonitrile Product distribution; Irradiation; var. times, and conc. reag.; |
A
pyridinium hydrobromide perbromide
B
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
In acetic acid at 19.9℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS, ΔG, var. temp.; |
Conditions | Yield |
---|---|
With sodium phosphate buffer; Aspergillus niger ZD11 pyrethroid hydrolase In acetonitrile at 30℃; pH=6.8; Enzyme kinetics; | |
With sodium phosphate buffer; Klebsiella sp. ZD112 pyrethroid-hydrolyzing esterase In acetonitrile at 30℃; pH=7.0; Enzyme kinetics; |
Conditions | Yield |
---|---|
With sodium phosphate buffer; Aspergillus niger ZD11 pyrethroid hydrolase In acetonitrile at 30℃; pH=6.8; Enzyme kinetics; | |
With sodium phosphate buffer; Klebsiella sp. ZD112 pyrethroid-hydrolyzing esterase In acetonitrile at 30℃; pH=7.0; Enzyme kinetics; |
alpha-cyano-3-phenoxybenzyl acetate
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
With pig liver esterase; 1,4-dihydronicotinamide adenine dinucleotide; horse liver alcohol dehydrogenase In phosphate buffer; acetonitrile pH=7; |
3-phenoxytoluene
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 110 g / Co(OAc)2, KBr, O2 / acetic acid / 15 h / 175 °C / 7500.6 Torr 2: 93 percent / H2O; ethanol; aq. H2SO4 / electrochemical reduction View Scheme | |
Multi-step reaction with 4 steps 1: potassium permanganate; aqueous sodium carbonate 2: phosphorus (V)-chloride 3: toluene; palladium/barium sulfate 4: concentrated aqueous KOH / 60 °C View Scheme |
bromobenzene
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: copper-powder / 160 - 190 °C 2: potassium permanganate; aqueous sodium carbonate 3: phosphorus (V)-chloride 4: toluene; palladium/barium sulfate 5: concentrated aqueous KOH / 60 °C View Scheme |
iodobenzene
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: copper-powder / 160 - 190 °C 2: potassium permanganate; aqueous sodium carbonate 3: phosphorus (V)-chloride 4: toluene; palladium/barium sulfate 5: concentrated aqueous KOH / 60 °C View Scheme |
3-phenoxy-benzoyl chloride
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: toluene; palladium/barium sulfate 2: concentrated aqueous KOH / 60 °C View Scheme |
3-phenoxybenzonitrile
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: ethanolic KOH-solution 2: phosphorus (V)-chloride 3: toluene; palladium/barium sulfate 4: concentrated aqueous KOH / 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: SnCl2; HCl; diethyl ether / Erwaermen des Reaktionsprodukts mit Wasser 2: concentrated aqueous KOH / 60 °C View Scheme |
3-phenoxyaniline
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: sodium nitrite; aqueous hydrochloric acid / Eintragen in die mit Natriumcarbonat neutralisierten Diazoniumsalz-Loesung in eine aus Kupfer(II)-sulfat, Natriumcyanid und Wasser hergestellte Loesung 2: ethanolic KOH-solution 3: phosphorus (V)-chloride 4: toluene; palladium/barium sulfate 5: concentrated aqueous KOH / 60 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium nitrite; aqueous hydrochloric acid / Eintragen in die mit Natriumcarbonat neutralisierten Diazoniumsalz-Loesung in eine aus Kupfer(II)-sulfat, Natriumcyanid und Wasser hergestellte Loesung 2: SnCl2; HCl; diethyl ether / Erwaermen des Reaktionsprodukts mit Wasser 3: concentrated aqueous KOH / 60 °C View Scheme |
phenol
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: sodium methylate; copper-powder / 190 °C 2: phosphorus (V)-chloride 3: toluene; palladium/barium sulfate 4: concentrated aqueous KOH / 60 °C View Scheme |
Conditions | Yield |
---|---|
With sodium borohydrid; acetic acid In ethanol |
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
With pyridine In benzene for 21h; Heating; | 100% |
3-Phenoxybenzyl alcohol
3-Phenoxybenzaldehyde
Conditions | Yield |
---|---|
With iodosylbenzene; Cl-CH2-PS supported 5-amino-1,10-phenanthroline-Ru In acetonitrile at 60℃; for 2h; | 100% |
With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium nitrite In dichloromethane; water at 20℃; under 760.051 Torr; for 11h; in air; | 99% |
With dmap; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper diacetate In neat (no solvent) at 25℃; for 24h; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With pyridine; dmap at 0 - 20℃; | 100% |
With thalium(III) chloride tetrahydrate at 20℃; for 0.05h; | 99% |
With silica-bonded N-propyl sulfamic acid at 20℃; for 0.5h; chemoselective reaction; | 90% |
With pyridine at 20℃; for 12h; | 86% |
3-Phenoxybenzyl alcohol
3-phenoxybenzonitrile
Conditions | Yield |
---|---|
With ammonia; oxygen In tert-Amyl alcohol; water at 100℃; under 3750.38 Torr; for 10h; Autoclave; High pressure; | 98.3% |
With copper(II) perchlorate hexahydrate; trimethylsilylazide; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 60℃; for 10h; | 95% |
With copper(II) choride dihydrate; ammonium formate; potassium carbonate In neat (no solvent) at 135℃; under 760.051 Torr; for 24h; Sealed tube; Schlenk technique; Green chemistry; | 80% |
3-Phenoxybenzyl alcohol
3-phenoxybenzyl chloride
Conditions | Yield |
---|---|
With thionyl chloride In chloroform Heating / reflux; | 98% |
With thionyl chloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 12h; | 95% |
With tetrachloromethane; triphenylphosphine for 5.66667h; Heating / reflux; | 94% |
3-Phenoxybenzyl alcohol
1,1,1,3,3,3-hexamethyl-disilazane
Conditions | Yield |
---|---|
With Nafion SAC-13 at 20℃; for 0.0833333h; | 98% |
With sulfuric acid In dichloromethane at 20℃; for 8.5h; | 91% |
With asymmetric salen type di-Schiff base-based zinc complex supported on Fe3O4 nanoparticles at 20℃; for 0.216667h; | 91% |
With cross-linked poly((30percent)4-vinylpyridine/(70percent)styrene) copolymer-supported bismuth(III) triflate In dichloromethane at 20℃; for 0.166667h; | 88% |
Conditions | Yield |
---|---|
With NiCuFeO(x) In 5,5-dimethyl-1,3-cyclohexadiene for 24h; Inert atmosphere; Sealed tube; Reflux; | 98% |
3-Phenoxybenzyl alcohol
thiophenol
Conditions | Yield |
---|---|
With 9-(2-mesityl)-10-methylacridinium perchlorate In acetonitrile at 30 - 35℃; for 24h; Schlenk technique; Irradiation; | 98% |
Conditions | Yield |
---|---|
With cesiumhydroxide monohydrate; oxygen In 1,3,5-trimethyl-benzene at 140℃; for 24h; | 97% |
With xanth-9-one; potassium hydroxide In toluene at 150℃; for 8h; Inert atmosphere; | 97% |
With zinc(II) nitrate hexahydrate; potassium tert-butylate In toluene at 140℃; for 36h; Sealed tube; Inert atmosphere; Schlenk technique; | 85% |
With iron(III) oxide; potassium hydroxide In toluene at 135℃; for 24h; Inert atmosphere; Sealed tube; | 84% |
Conditions | Yield |
---|---|
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; potassium tert-butylate In toluene at 120℃; for 18h; Inert atmosphere; Sealed tube; | 97% |
3-Phenoxybenzyl alcohol
3-phenoxybenzyl bromide
Conditions | Yield |
---|---|
With hydrogen bromide In benzene | 96% |
With phosphorus tribromide In dichloromethane at 0℃; for 1h; | 95% |
With 1H-imidazole; bromine; triphenylphosphine In dichloromethane at 0 - 22℃; Inert atmosphere; | 86% |
tetra-n-butylphosphonium chloride
3-Phenoxybenzyl alcohol
4-(2,2-dichloroethenyl)dihydro-5,5-dimethyl-2(3H)-furanone
permethrin
Conditions | Yield |
---|---|
With potassium hydroxide; thionyl chloride In ice-water; toluene; benzene | 95% |
tert.-butylhydroperoxide
3-Phenoxybenzyl alcohol
tert-butyl 3-phenoxybenzoperoxoate
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide In water at 20℃; for 16h; Solvent; | 95% |
cis,trans methyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate
3-Phenoxybenzyl alcohol
B
permethrin
Conditions | Yield |
---|---|
With lithium methanolate In methanol; xylene at 100 - 145℃; for 12h; Heating / reflux; | A 0.1% B 94% |
With sodium methylate In methanol | A 1.1% B 81% |
succinic acid anhydride
3-Phenoxybenzyl alcohol
4-oxo-4-(3-phenoxybenzyloxy)butanoic acid
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 94% |
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In toluene at 70℃; for 3h; | 94% |
With triphenylphosphine; diethylazodicarboxylate In toluene at 70℃; for 3h; | 94% |
With triphenylphosphine; diethylazodicarboxylate |
tert.-butylhydroperoxide
3-Phenoxybenzyl alcohol
methyl 3-phenoxybenzoate
Conditions | Yield |
---|---|
Stage #1: tert.-butylhydroperoxide; 3-Phenoxybenzyl alcohol In water; dimethyl sulfoxide Stage #2: In water; dimethyl sulfoxide at 100℃; for 20h; Sealed tube; | 94% |
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In dichloromethane at 35 - 40℃; for 2h; Reagent/catalyst; Temperature; Solvent; | 93.7% |
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione In dichloromethane at 35℃; for 2h; Inert atmosphere; regioselective reaction; | 92% |
1-Adamantanecarbonyl chloride
3-Phenoxybenzyl alcohol
Conditions | Yield |
---|---|
With pyridine In benzene for 66h; Ambient temperature; | 93% |
Conditions | Yield |
---|---|
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In potassium hydroxide at 20 - 25℃; for 1.5h; pH=11.5; Schotten-Baumann-type reaction; | 93% |
With 1-methyl-1H-imidazole; N,N,N,N,-tetramethylethylenediamine; potassium carbonate In acetonitrile at 0 - 25℃; for 2h; | 92% |
Conditions | Yield |
---|---|
With sodium hydride In diethylene glycol dimethyl ether; Petroleum ether at 55 - 90℃; for 2.5h; | 92% |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 25℃; for 2h; Mitsunobu Displacement; | 92% |
3-Phenoxybenzyl alcohol
anthranilic acid amide
2-(3-phenoxyphenyl)-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In dimethyl sulfoxide at 110℃; for 12h; | 92% |
With potassium hydroxide In toluene at 90℃; for 20h; | 82% |
IUPAC Name: 3-Phenoxybenzyl alcohol
The MF of 3-Phenoxybenzyl alcohol (13826-35-2) is C13H12O2.
The MW of 3-Phenoxybenzyl alcohol (13826-35-2) is 200.23.
Synonyms of 3-Phenoxybenzyl alcohol (13826-35-2): (3-Phenoxyphenyl)methanol ; Benzenemethanol, 3-phenoxy- ; 3-(Hydroxymethyl)diphenyl ether
Product Categories: Benzhydrols,Benzyl & Special Alcohols;Alcohols;Oxygen Compounds
Form: colourless liquid
Index of Refraction: 1.595
EINECS: 237-525-1
Density: 1.151 g/ml
Flash Point: 151.3 °C
Boiling Point: 377.8 °C
Melting Point: 4-7 °C
Water Solubility: Insoluble
BRN: 475312
Stability: Stable
3-Phenoxybenzyl alcohol (13826-35-2) is permethrin, phenothrin and permethrin and other pesticides in the middle of ether, pharmaceutical intermediates.
1. | orl-rat LD50:3 g/kg | GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 35 (1)(1991),47. | ||
2. | orl-mus LD50:2040 mg/kg | GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 35 (1)(1991),47. | ||
3. | ipr-mus LD50:575 mg/kg | JAFCAU Journal of Agricultural and Food Chemistry. 25 (1977),9. |
Reported in EPA TSCA Inventory.
Moderately toxic by ingestion and intraperitoneal routes. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety information of 3-Phenoxybenzyl alcohol (13826-35-2):
Hazard Codes Xn,Xi
Risk Statements
22 Harmful if swallowed
Safety Statements
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37 Wear suitable protective clothing and gloves
WGK Germany 3
RTECS DP0775400
Hazard Note Irritant
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