Phenyl 4-hydroxybenzoate

Base Information

• Chemical Name: Phenyl 4-hydroxybenzoate
• CAS No.: 17696-62-7
• Molecular Formula: C13H10O3
• Molecular Weight: 214.221
• Hs Code.: 2918290000
• European Community (EC) Number: 241-698-9
• UNII: B15A4L4Y1J
• DSSTox Substance ID: DTXSID4047882
• Nikkaji Number: J136.557F
• Wikidata: Q27274245
• ChEMBL ID: CHEMBL3184274
• Mol file: 17696-62-7.mol

Synonyms:Phenyl 4-hydroxybenzoate;17696-62-7;Phenylparaben;Phenyl p-hydroxybenzoate;4-Hydroxybenzoic Acid Phenyl Ester;Benzoic acid, 4-hydroxy-, phenyl ester;Phenyl-4-hydroxybenzoate;4-(Phenoxycarbonyl)phenol;UNII-B15A4L4Y1J;B15A4L4Y1J;DTXSID4047882;4-Hydroxy-benzoic acid phenyl ester;EINECS 241-698-9;DTXCID0027858;Benzoic acid,4-hydroxy-,phenyl ester;26220-23-5;CAS-17696-62-7;Phenyl-p-hydroxybenzoate;phenyl paraben;Phenyl 4- hydroxybenzoate;PHENYLPARABEN [INCI];Oprea1_695260;SCHEMBL455541;CHEMBL3184274;p-hydroxybenzoic acid phenyl ester;4-Hydroxybenzoic acid-phenyl ester;Tox21_200545;Tox21_303589;MFCD00016467;Phenyl 4-hydroxybenzoate, AldrichCPR;AKOS015856569;FS-4051;NCGC00248691-01;NCGC00257341-01;NCGC00258099-01;FT-0765834;H0218;Phenyl 4-hydroxybenzoate, analytical standard;BENZOIC ACID, P-HYDROXY-, PHENYL ESTER;D90820;J-011244;Q27274245

Chemical Property of Phenyl 4-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 1.08E-06mmHg at 25°C
• Melting Point: 176 °C
• Refractive Index: 1.615
• Boiling Point: 391.6 °C at 760 mmHg
• PKA: 8.95±0.26(Predicted)
• Flash Point: 172.6 °C
• PSA: 46.53000
• Density: 1.25 g/cm³
• LogP: 2.61140
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.062994177
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

99.9% ^*data from raw suppliers

Phenyl 4-hydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC(=O)C2=CC=C(C=C2)O
• Uses: Phenyl 4-Hydroxybenzoate is a substance for the production of stable exenatide preparations for treating diabetes and obesity. Investigation of drug partition property in artificial sebum for the targeted delivery of therapeutic agent into the hair and sebaceous follicles. In vitro and molecular docking studies on the side chains of parabens as modulators of antiandrogenic activities.

Technology Process of Phenyl 4-hydroxybenzoate

There total 10 articles about Phenyl 4-hydroxybenzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

N-methyl-2-dimethylamino-acetohydroxamic acid (65753-93-7) + phenyl 4-(acetyloxy)benzoate (24262-65-5) → Phenyl 4-hydroxybenzoate (17696-62-7) + N-Acetoxy-2-dimethylamino-N-methyl-acetamide

Guidance literature:

In methanol; at 30 ℃; THF - water 1/1 may also be used;

DOI:10.1016/S0040-4039(00)95161-X

Reference yield: 94.4%

phenyl 4-(acetyloxy)benzoate (24262-65-5) → Phenyl 4-hydroxybenzoate (17696-62-7)

Guidance literature:

With ammonium hydroxide; at 10 - 20 ℃; for 3h; Concentration;

Reference yield: 84.0%

phenol (108-95-2,27073-41-2) + 4-hydroxy-benzoic acid (99-96-7) → Phenyl 4-hydroxybenzoate (17696-62-7)

Guidance literature:

RE-Y zeolite; In various solvent(s); Heating;

DOI:10.1081/SCC-120005422

upstream raw materials:

4-hydroxybenzoyl chloride

phenol

4-hydroxy-benzoic acid

N-methyl-2-dimethylamino-acetohydroxamic acid

Downstream raw materials:

C₂₀H₂₄N₂O₄

4-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid phenyl ester

4-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid phenyl ester

C₂₆H₁₆N₂O₄

Refernces

• 1、 -. "Synthetic method for ultraviolet absorbent namely 4,4'-dihexyloxybenzophenone". . . Retrieved 2017/09/13.
• 2、 Ding, Yixiang,Wu, Rui,Lin, Qiang. "The chemoselective preparation of the substituted phenyl benzoates using re-Y zeolite as catalyst". . p. 2149 - 2153. Retrieved 2007/10/03.