77069-61-5

Basic information

• Product Name: Benzenecarbodithioic acid, 4-chlorophenyl ester
• CAS NO: 77069-61-5
• Molecular Formula: C13H9ClS2
• Molecular Weight: 264.799
• Mol File: 77069-61-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzenecarbodithioic acid, 4-chlorophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenecarbodithioic acid, 4-chlorophenyl ester(77069-61-5)
• EPA Substance Registry System: Benzenecarbodithioic acid, 4-chlorophenyl ester(77069-61-5)

Safety Data

• Hazardous Substances Data: 77069-61-5(Hazardous Substances Data)

Upstream product

• 13522-38-8 thiobenzoic acid O-(4-nitrophenyl) ester 
• 18803-44-6 sodium p-chlorothiophenolate 
• 4906-35-8 S-(4-chlorophenyl) benzothioate 
• 34220-01-4 di-(4-chlorophenyl)iodonium chloride 
• 3682-36-8 dithiobenzoic acid sodium salt 

Downstream Products

• 501-65-5 diphenyl acetylene 
• 636-04-4 N-Phenylbenzothioamide 
• 5310-26-9 N-(4-methoxyphenyl)benzothioamide 
• 5310-28-1 N-(4-chlorophenyl)thiobenzamide 
• 5373-55-7 N-(4-methylphenyl)thiobenzamide 
• 2168-78-7 methyl dithiobenzoate 
• 100-68-5 methyl-phenyl-thioether 
• 123-09-1 4-chlorophenyl methyl sulfide 

Relevant articles and documents

Effect of modification of the electrophilic center on the α effect

We report on a nucleophilic study of esters R-C(=X)-Y-Ar in which the electrophilic center has been modified by replacing O by S in the leaving group or carbonyl center: 4-nitrophenyl acetate (1), S-4-nitrophenyl thioacetate (2), 4-nitrophenyl benzoate (3), and O-4-nitrophenyl thionobenzoate (4). The studies include O- and S- nucleophiles as well as α nucleophiles in H2O at 25.0 ± 0.1°C. The sulfur nucleophile (4-chlorothiophenoxide, 4-ClPhS-) exhibits significant enhanced reactivity for the reactions with thiol and thione esters 2 and 4 compared with their oxygen analogues 1 and 3. On the contrary, the common nucleophile OH- is much less reactive towards 2 and 4 compared with 1 and 3. The effect of changing both the electrophilic center and the nucleofugic center on the reactivity of the other oxygen nucleophiles is not so significant: 4-chlorophenoxide (4-ClPhO-) is four to six times more reactive in the reactions with thiol and thione esters 2 and 4 compared with their oxygen analogues 1 and 3. The α effects exhibited by butan-2,3-dione monoximate (Ox-) and HOO- are strongly dependent on the nature of the electrophilic center of the substrates, indicating that the difference in the ground-state solvation energy cannot be fully responsible for the α effect. Our results clearly emphasize the strong dependence of the α effect on the substrate structure, notably, the nature of the electrophilic center. The impact of change in the nucleofuge (1-→2) and the electrophilic center (3-→4) on reactivity indicates that anucleophiles will need to be "purpose built" for decontamination and nucleophilic degradation of specific biocides.

Polyvalent Iodine in Synthesis; 3. An Efficient Method for the Synthesis of Aryl Arenedithiocarboxylates

A new method for the synthesis of aryl arenedithiocarboxylates consists of the S-arylation of sodium arenedithiocarboxylates with diaryliodonium chlorides or bromides in tert-butyl alcohol.