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4-Phenoxybenzoic acid
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Name

4-Phenoxybenzoic acid

 EINECS 218-682-5
CAS No. 2215-77-2 Density 1.241 g/cm3
PSA 46.53000 LogP 3.17710
Solubility N/A Melting Point 163-165 °C(lit.)
Formula C13H10O3 Boiling Point 364.2 °C at 760 mmHg
Molecular Weight 214.221 Flash Point 141.7 °C
Transport Information N/A Appearance white to slightly yellow crystalline powder
Safety 26-37/39-36/37/39-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 2215-77-2 (4-PHENOXYBENZOIC ACID) Hazard Symbols IrritantXi
Synonyms

Benzoicacid, p-phenoxy- (6CI,7CI,8CI);4-Phenoxybenzoic acid;NSC 246039;p-Phenoxybenzoic acid;

Article Data 69

4-Phenoxybenzoic acid Synthetic route

21218-94-0

methyl 4-phenoxybenzoate

2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
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%
3096-81-9

4-phenoxybenzonitrile

2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
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
201230-82-2

carbon monoxide

139-59-3

4-phenoxyanilin

2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With tert.-butylnitrite; methanesulfonic acid; Ru(2,2'-bipyridine)3Cl2·6H2O; water In acetonitrile at 20℃; for 16h; Autoclave; Irradiation;95%
74-11-3

para-chlorobenzoic acid

108-95-2

phenol

2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
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%
201230-82-2

carbon monoxide

4-phenoxybenzene-1-diazonium tetrafluoroborate

2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With Ru(2,2'-bipyridine)3Cl2·6H2O; water In acetonitrile at 20℃; under 7500.75 Torr; for 3h; Autoclave; Irradiation;91%
120-47-8

Ethyl 4-hydroxybenzoate

462-06-6

fluorobenzene

2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
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%
31994-68-0

4-phenoxybenzoic acid ethyl ester

2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
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%
70-97-3

4-phenoxyphenylglyoxal

2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With iodine; dimethyl sulfoxide at 180℃; for 0.0833333h; Inert atmosphere; Microwave irradiation;88%
101-55-3

4-Bromodiphenyl ether

124-38-9

carbon dioxide

A

101-84-8

diphenylether

B

2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
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%
4200-06-0

1-(4-ethynylphenoxy)benzene

2215-77-2

4-Phenoxybenzoic acid

Conditions
ConditionsYield
With Oxone; trifluoroacetic acid In 1,4-dioxane for 10h; Reflux; Green chemistry;83%

4-Phenoxybenzoic acid Chemical Properties

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-
 

4-Phenoxybenzoic acid Toxicity Data With Reference

1.    

ivn-rat TDLo:10,711 µg/kg

     BIPBU*    Biological & pharmaceutical bulletin. 25 (2002),686.

4-Phenoxybenzoic acid Safety Profile

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
 

 

4-Phenoxybenzoic acid Specification

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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