4-Chlorophenyl benzoate

Base Information

• Chemical Name: 4-Chlorophenyl benzoate
• CAS No.: 2005-08-5
• Molecular Formula: C13H9 Cl O2
• Molecular Weight: 232.666
• Hs Code.: 2916310090
• European Community (EC) Number: 217-910-0
• NSC Number: 406605
• UNII: 9VB2XC7DJT
• DSSTox Substance ID: DTXSID20173866
• Nikkaji Number: J148.689F
• Wikidata: Q83043906
• Mol file: 2005-08-5.mol

Synonyms:4-Chlorophenyl benzoate;2005-08-5;Benzoic acid, 4-chlorophenyl ester;(4-chlorophenyl) benzoate;p-Chlorophenol benzoate;p-Chlorophenyl benzoate;Benzoic Acid 4-Chlorophenyl Ester;Benzoic acid, p-chlorophenyl ester;MFCD00040854;NSC-406605;4-chlorophenylbenzoate;9VB2XC7DJT;CBMicro_005244;Phenol, p-chloro-, benzoate;4-Chlorophenyl benzoate, 99%;SCHEMBL4425652;DTXSID20173866;SMSF0003570;EINECS 217-910-0;NSC406605;AKOS003434492;CB07313;CCG-305744;NSC 406605;AS-61788;SY043361;BIM-0005214.P001;AI3-03807;B0063;CS-0156548;A920443;J-012981

Chemical Property of 4-Chlorophenyl benzoate

Chemical Property:

• Vapor Pressure: 7.18E-05mmHg at 25°C
• Melting Point: 87-89 °C(lit.)
• Boiling Point: 343.1°Cat760mmHg
• Flash Point: 175.5°C
• PSA: 26.30000
• Density: 1.258g/cm³
• LogP: 3.55920
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 232.0291072
• Heavy Atom Count: 16
• Complexity: 228

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chlorophenyl Benzoate ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OC2=CC=C(C=C2)Cl
• Uses: 4-Chlorophenyl Benzoate is used as a reagent in the synthesis of phenstatin analogs via Fries rearrangement and Friedel-Crafts reaction. These biaryl analogs are antitubulin compounds.

Technology Process of 4-Chlorophenyl benzoate

There total 220 articles about 4-Chlorophenyl benzoate 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%

iodobenzene (591-50-4) + carbon monoxide (201230-82-2) + 4-chloro-phenol (106-48-9,82344-39-6) → 4-chlorophenyl benzoate (2005-08-5)

Guidance literature:

With dicarbonyl(acetylacotonato)rhodium(I); triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 120 ℃; for 48h; Inert atmosphere; Autoclave; Schlenk technique;

DOI:10.1016/j.mcat.2018.07.021

Reference yield: 95.0%

4-chloro-phenol (106-48-9,82344-39-6) + benzyl alcohol (100-51-6,185532-71-2) → 4-chlorophenyl benzoate (2005-08-5)

Guidance literature:

With [RhCl₂(p-cymene)]2; oxygen; caesium carbonate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride; In 5,5-dimethyl-1,3-cyclohexadiene; at 130 ℃; for 24h;

DOI:10.1016/j.catcom.2011.12.041

Reference yield: 94.0%

benzaldehyde (100-52-7) + 4-chloro-phenol (106-48-9,82344-39-6) → 4-chlorophenyl benzoate (2005-08-5)

Guidance literature:

With bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-1-ium chloride; palladium diacetate; sodium carbonate; In 5,5-dimethyl-1,3-cyclohexadiene; at 100 ℃; for 24h; Sealed tube;

DOI:10.1016/j.tetlet.2011.03.017

upstream raw materials:

benzoic acid phenyl ester

N-phenyl-benzimidic acid-(4-chloro-phenyl ester)

4-chloromethoxybenzene

benzoyl chloride

Downstream raw materials:

benzoic acid phenyl ester

potassium 4-chlorophenoxide

3-methylphenyl benzoate

m-bromophenyl benzoate

Refernces

• 1、 Zabiulla,Naveen,Begum, A. Bushra,Khanum, Shaukath Ara,Lokanath. "Structural studies of a novel bioactive benzophenone derivative: (4-Chloro-2-hydroxy-phenyl)-phenyl-methanone". . p. 233 - 237. Retrieved 2016.
• 2、 Zheng, Lei,Sun, Chen,Xu, Wenhao,Dushkin, Alexandr V.,Polyakov, Nikolay,Su, Weike,Yu, Jingbo. "Mechanically induced solvent-free esterification method at room temperature". . p. 5080 - 5085. Retrieved 2021/02/05.
• 3、 Arisawa, Mieko,Nakai, Katsuya,Suzuki, Ren,Yamada, Tomoki,Yamaguchi, Masahiko. "Synthesis of cycloalkyl/steroidal heteroaryl sulfides using rhodium-catalyzed heteroaryl exchange reaction". . p. 104 - 118. Retrieved 2020/01/28.