4-Chlorobenzoic acid, 4-nitrophenyl ester

Base Information

• Chemical Name: 4-Chlorobenzoic acid, 4-nitrophenyl ester
• CAS No.: 6264-29-5
• Molecular Formula: C13H8 Cl N O4
• Molecular Weight: 277.664
• NSC Number: 76785
• DSSTox Substance ID: DTXSID20291615
• Nikkaji Number: J838.917I
• Wikidata: Q82029614
• ChEMBL ID: CHEMBL3272634
• Mol file: 6264-29-5.mol

Synonyms:4-nitrophenyl 4-chlorobenzoate;4-Chlorobenzoic acid, 4-nitrophenyl ester;6264-29-5;NCIOpen2_004030;CHEMBL3272634;SCHEMBL11482833;DTXSID20291615;NSC76785;NSC-76785;STK388524;AKOS000578977;p-chlorobenzoic acid p-nitrophenyl ester;Benzoic acid, 4-chloro-, 4-nitrophenyl ester

Chemical Property of 4-Chlorobenzoic acid, 4-nitrophenyl ester

Chemical Property:

• Vapor Pressure: 6.61E-08mmHg at 25°C
• Boiling Point: 439°Cat760mmHg
• Flash Point: 219.3°C
• Density: 1.412g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 277.0141854
• Heavy Atom Count: 19
• Complexity: 328

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)OC2=CC=C(C=C2)[N+](=O)[O-])Cl

Technology Process of 4-Chlorobenzoic acid, 4-nitrophenyl ester

There total 8 articles about 4-Chlorobenzoic acid, 4-nitrophenyl ester 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: 88.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + para-Chlorobenzyl alcohol (873-76-7) → 4-nitrophenyl 4-chlorobenzoate (6264-29-5)

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: 80.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 4-chlorobenzaldehyde (104-88-1) → 4-nitrophenyl 4-chlorobenzoate (6264-29-5)

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

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 4-chloro-benzoyl chloride (122-01-0) → 4-nitrophenyl 4-chlorobenzoate (6264-29-5)

Guidance literature:

In N,N-dimethyl-formamide;

upstream raw materials:

4-nitro-phenol

para-chlorobenzoic acid

4-chloro-benzoyl chloride

4-nitrophenol sodium salt

Downstream raw materials:

4-nitro-phenol

1-(4-chloro-benzoyl)-4-formyl-piperazine

N-(4-chlorobenzoyl)piperidine

piperidinium 4-nitrophenolate

Refernces

• 1、 Shin, Young-Hee,Kang, Ji-Sun,Um, Ik-Hwan. "Alkaline Hydrolysis of 4-Nitrophenyl X-Substituted-Benzoates Revisited: New Insights from Yukawa–Tsuno Equation". . p. 2062 - 2065. Retrieved 2016/12/16.
• 2、 Zhang, Di,Pan, Changduo. "Ruthenium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols". experimental part. p. 41 - 45. Retrieved 2012/06/18.