4-PHENOXYBENZOIC ACID Chemical Properties

Melting point:

163-165 °C (lit.)

Boiling point:

314.35°C (rough estimate)

Density 

1.1956 (rough estimate)

refractive index 

1.5090 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Very faint turbidity in hot methanol.

form 

Crystalline Powder

pka

4.57(at 25℃)

color 

White to slightly yellow

Sensitive 

Air Sensitive

BRN 

2212463

InChI

1S/C13H10O3/c14-13(15)10-6-8-12(9-7-10)16-11-4-2-1-3-5-11/h1-9H,(H,14,15)

InChIKey

RYAQFHLUEMJOMF-UHFFFAOYSA-N

SMILES

OC(=O)c1ccc(Oc2ccccc2)cc1

CAS DataBase Reference

2215-77-2(CAS DataBase Reference)

NIST Chemistry Reference

Benzoic acid, 4-phenoxy-(2215-77-2)

EPA Substance Registry System

Benzoic acid, 4-phenoxy- (2215-77-2)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-36/37/39-36

WGK Germany 

3

RTECS 

DH6293620

TSCA 

TSCA listed

HazardClass 

IRRITANT

HS Code 

29189900

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

Toxicity

TDLo ivn-rat: 10,711 mg/kg BIPBU* 25,686,2002

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-PHENOXYBENZOIC ACID Usage And Synthesis

Chemical Properties

white to slightly yellow crystalline powder

Uses

4-Phenoxybenzoic acid can block DNA binding of the human papillomarvirus (HPV) E2 protein. It is employed as an intermediate of Sitafloxacin, which is a fluoroquinolone antibiotic that shows promise in the treatment of Buruli ulcer.

Definition

ChEBI: A phenoxybenzoic acid in which the phenoxy group is para to the carboxy group.

Safety Profile

A poison by intravenous route. When heated to decomposition it emits acrid smoke and irritating vapors.

Synthesis

4-Phenoxybenzoic acid was synthesized by oxidizing 4-phenoxyacetophenone with sodium hypochlorite as the oxidizing agent under the effect of phase transfer catalyst polyethylene glycol (PEG)-400, and the conditions of material ratio of the oxidation reaction, the selection and dosage of the phase transfer catalyst, and the pH of the reaction mixture were investigated in depth. The optimum conditions were as follows: 4-phenoxyacetophenone:sodium hypochlorite:PEG-400 was 1 mol:4 mol:150 mL, the pH of the reaction mixture was 12~13 (the effective chlorine of sodium hypochlorite was required to be >15%), and the product yield was more than 92%.

4-PHENOXYBENZOIC ACID(2215-77-2)Related Product Information

• 1-Piperidinecarboxylic acid, 4-[3-(dimethylamino)-1-oxo-2-propen-1-yl]-, 1,1-dim
• Propanedinitrile, 2-[hydroxy(4-phenoxyphenyl)Methylene]-
• Propanedinitrile, 2-[Methoxy(4-phenoxyphenyl)Methylene]-
• tert-butyl 4-(3-cyano-2-(4-phenoxyphenyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-7-yl)piperidine-1-carboxylate
• 5-aMino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile
• tert-butyl 4-(3-cyano-2-(4-phenoxyphenyl)pyrazolo[1,5-a]pyrimidin-7-yl)piperidine-1-carboxylate
• Pyrazolo[1,5-a]pyrimidine-3-carboxamide, 4,5,6,7-tetrahydro-2-(4-phenoxyphenyl)-7-(4-piperidinyl)-, (7S)-
• (R)-Zanubrutinib
• 4-Acetyl-piperidine-1-carboxylic acid tert-butyl ester
• Pyrazolo[1,5-a]pyrimidine-3-carbonitrile, 4,5,6,7-tetrahydro-2-(4-phenoxyphenyl)-7-(4-piperidinyl)-
• Zanubrutinib
• 4-PHENOXYPHENYLBORONIC ACID
• 3-(AMINOSULFONYL)-5-(BUTYLAMINO)-4-PHENOXYBENZOIC ACID
• 4,4'-(4,4'-ISOPROPYLIDENEDIPHENOXY)BIS(PHTHALIC ANHYDRIDE)
• Dimethyl 4,4'-oxydibenzoate
• 2-Phenoxybenzoic acid ,98%,2-PHENOXYBENZOIC ACID,O-PHENOXYBENZOIC ACID,ortho-Phenoxybenzoic acid
• 3-(2-CHLORO-4-TRIFLUOROMETHYLPHENOXY)BENZOIC ACID
• METHYL 2-PHENOXYBENZOATE