2362-28-9

Basic information

• Product Name: Phenol, 3-chloro-, potassium salt
• CAS NO: 2362-28-9
• Molecular Formula: C6H5ClO.K
• Molecular Weight: 166.648
• Mol File: 2362-28-9.mol

Chemical Properties

• CAS DataBase Reference: Phenol, 3-chloro-, potassium salt(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 3-chloro-, potassium salt(2362-28-9)
• EPA Substance Registry System: Phenol, 3-chloro-, potassium salt(2362-28-9)

Safety Data

• Hazardous Substances Data: 2362-28-9(Hazardous Substances Data)

Upstream product

• 13189-55-4 3-chlorophenyl benzoate 
• 917-58-8 potassium ethoxide 
• 108-43-0 3-monochlorophenol 
• 1885-14-9 phenyl chloroformate 

Downstream Products

• 122623-81-8 methyl 2-(3-chlorophenoxy)propionate 
• 140146-14-1 (R)-methyl 2-(3-chlorophenoxy) propionate 
• 109423-87-2 (R)-2-(3-Chloro-phenoxy)-propionic acid ethyl ester 
• 130250-83-8 6-Amino-11-(3-chloro-phenoxy)-naphthacene-5,12-dione 
• 52095-00-8 2-(3-Chloro-phenoxy)-propionic acid ethyl ester 
• 13031-39-5 3-chlorophenyl acetate 
• 101-10-0 2-(3-chlorophenoxy)propionic acid 
• 101-10-0 (R)-(+)-2-(3-chlorophenoxy)propionic acid 
• 344880-73-5 4-(3-Chloro-phenoxy)-2-[(furan-2-ylmethyl)-amino]-5-sulfamoyl-benzenesulfonic acid phenyl ester 
• 85958-27-6 potassium salt of N-(2-furylmethyl)-4-(3-chlorophenoxy)-5-sulfamoyl-orthanilic acid 
• 158845-61-5 KCo(m-chlorophenolate)3(tetrahydrofuran)*(tetrahydrofuran) 
• 158845-60-4 KCo(m-chlorophenolate)3(tetrahydrofuran) 

Relevant articles and documents

A kinetic study on nucleophilic displacement reactions of phenyl Y-substituted-phenyl carbonates with alkali metal ethoxides: Metal ion effect and reaction mechanism

Pseudo-first-order rate constants (kobsd) have been measured for reactions of phenyl Y-substituted-phenyl carbonates with alkali metal ethoxides (EtOM, M = Li, Na, and K). The plot of kobsd vs. [EtOM] curves upward for the reaction of diphenyl carbonate with EtOM but is linear for that with EtOK in the presence of 18-crown-6-ether (18C6), indicating that the reaction is catalyzed by M+ ions and the catalytic effect disappears in the presence of 18C6. The kobsd values for the reactions with EtOK have been dissected into fEtO- and kEtOK, i.e., the second-order rate constants for the reactions with dissociated EtO- and ion-paired EtOK, respectively. The Hammett plots correlated with σ- and σ-0 constants exhibit highly scattered points, while the Yukawa-Tsuno plots result in an excellent linear correlation with p = 2.11 and r = 0.21 for kEtO-, and P = 1.62 and r = 0.26 for kEtOK, implying that the reaction proceeds through a concerted mechanism. The catalytic effect (i.e., the kEtOK/kEtOr ratio) is independent of the electronic nature of the substituent Y. Thus, it has been concluded that K+ ion catalyzes the reaction by increasing the electrophilicity of the reaction center.

Kinetics and mechanism of nucleophilic displacement reactions of Y-substituted phenyl benzoates with cyanide Ion

Second-order rate constants (kCN-) have been measured for nucleophilic substitution reactions of Y-substituted phenyl benzoates (1a-r) with CN- ion in 80 mol % H2O/20 mol % DMSO at 25.0 ± 0.1 °C. The Bronsted-type plot is linear with βlg = -0.49, a typical βlg value for reactions reported to proceed through a concerted mechanism. Hammett plots correlated with σo and σ-constants exhibit many scattered points. In contrast, the Yukawa-Tsuno plot for the same reaction exhibits excellent linearity with pY = 1.37 and r = 0.34, indicating that a negative charge develops partially on the oxygen atom of the leaving aryloxide in the rate-determining step (RDS). Although two different mechanisms are plausible (i.e., a concerted mechanism and a stepwise pathway in which expulsion of the leaving group occurs at the RDS), the reaction has been concluded to proceed through a concerted mechanism on the basis of the magnitude of βlg and pY values.