13036-91-4

Basic information

• Product Name: (4-methylphenyl)carbamodithioic acid
• CAS NO: 13036-91-4
• Molecular Formula: C₈H₉NS₂*H₃N
• Molecular Weight: 183.2938
• Mol File: 13036-91-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 266.4°C at 760 mmHg
• Flash Point: 114.9°C
• Density: 1.271g/cm³
• Vapor Pressure: 0.00866mmHg at 25°C
• Refractive Index: 1.702
• CAS DataBase Reference: (4-methylphenyl)carbamodithioic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (4-methylphenyl)carbamodithioic acid(13036-91-4)
• EPA Substance Registry System: (4-methylphenyl)carbamodithioic acid(13036-91-4)

Safety Data

• Hazardous Substances Data: 13036-91-4(Hazardous Substances Data)

Usage

Description

(4-methylphenyl)carbamodithioic acid, also known as 4-methylphenyl)carbamothioic acid, is a chemical compound with the molecular formula C8H9NS2. It is a dithiocarbamic acid derivative with a methylphenyl group attached to the carbamothioate functional group.

Uses

Used in Organic Synthesis:
(4-methylphenyl)carbamodithioic acid is used as a reagent for the formation of dithiocarbamate salts, which have applications in the field of coordination chemistry and as precursors for metal sulfides.
Used in Coordination Chemistry:
(4-methylphenyl)carbamodithioic acid is used as a precursor for the synthesis of metal complexes, which are important in coordination chemistry.
Used in Pharmaceutical Applications:
(4-methylphenyl)carbamodithioic acid has potential biological and pharmaceutical applications due to its ability to interact with metal ions and form metal complexes. However, further research is needed to fully understand its properties and potential uses in these areas.

Upstream product

• 75-15-0 carbon disulfide 
• 106-49-0 p-toluidine 

Downstream Products

• 33174-69-5 4-hydroxy-3-(p-tolyl)thiazolidine-2-thione 
• 57632-95-8 p-tolyl-dithiocarbamic acid [1,3,4]thiadiazol-2-ylcarbamoyl-methyl ester 
• 63873-87-0 3-p-tolyl-3H-thiazolo[4,5-b]quinoxaline-2-thione 
• 51656-03-2 4-phenethyl-3-p-tolyl-3H-thiazole-2-thione 
• 40288-25-3 5-phenylimino-4-p-tolyl-3-thio-1,2,4-thiadiazolidine 
• 51656-01-0 4-(4-chloro-phenyl)-3-p-tolyl-3H-thiazole-2-thione 
• 51656-02-1 4-(4-bromo-phenyl)-3-p-tolyl-3H-thiazole-2-thione 
• 51655-98-2 4-(2-hydroxy-phenyl)-3-p-tolyl-3H-thiazole-2-thione 
• 72757-91-6 2,6-dithioxo-3,7-di-p-tolyl-2,3,6,7-tetrahydro-benzo[1,2-d;4,5-d']bisthiazole-4,8-dione 
• 40288-30-0 4-p-tolyl-5-p-tolylimino-[1,2,4]dithiazolidine-3-thione 
• 51655-95-9 4-phenyl-3-p-tolyl-3H-thiazole-2-thione 
• 51655-97-1 3-(4-methylphenyl)-4,5-dimethyl-1,3-thiazole-2(3H)-thione 
• 51656-00-9 4-(4-methoxy-phenyl)-3-p-tolyl-3H-thiazole-2-thione 
• 51655-99-3 4-(4-hydroxy-phenyl)-3-p-tolyl-3H-thiazole-2-thione 

Relevant articles and documents

Homonuclear tris-dithiocarbamato ruthenium(III) complexes as single-molecule precursors for the synthesis of ruthenium(III) sulfide nanoparticles

Tris(N-phenyldithiocarbamato) ruthenium(III) complexes, [Ru(L1)3] (1); tris(N-(4-methylphenyl)dithiocarbamato)) ruthenium(III), [Ru(L2)3] (2); and tris(N-(4-methoxyphenyl)dithiocarbamato)) ruthenium(III), [Ru(L3)3] (3) were synthesized and characterized by elemental analysis, thermogravimetric analysis, FTIR, UV–VIS and NMR spectroscopy. TGA analyses show major degradation of all complexes in the range 120–350°C, leading to the formation of residual weight corresponding to ruthenium (III) sulfides. The 1H-NMR spectra of the ligands and complexes are in agreement with the proposed structures. FTIR studies confirmed that the ligands coordinate the Ru3+ ion in a bidentate chelating mode. The complexes were thermolysed at 180°C to prepare hexadecylamine-capped Ru2S3 nanoparticles. Powder X-ray diffraction patterns revealed the formation of hexagonal-phase Ru2S3 nanoparticles with average crystallite sizes ranging from 8.3 to 9.5 nm. TEM images showed the crystalline clusters with shapes ranging from square to hexagonal, while SEM images elucidated that the particles were agglomerated. Energy-dispersive X-ray spectra confirmed the presents of Ru2S3 nanoparticles.

Synthesis and biological activities of novel artemisinin derivatives as cysteine protease falcipain-2 inhibitors

A series of novel artemisinin derivatives were synthesized from artemisinin and different anilines. All compounds were obtained as β-isomers. The target compounds were evaluated for inhibition activity against Plasmodium falciparum falcipain-2 in vitro, and most of them exhibited potent inhibition in the low micromolar range and proved to be new types of falcipain-2 inhibitors.

Mechanisms of acid decomposition of dithiocarbamates. 3. Aryldithiocarbamates and the torsional effect

The acid decomposition of some p-substituted aryldithiocarbamates (arylDTCs) was observed in 20% aqueous ethanol at 25°C, μ = 1.0 (KCl, for pH > 0). The pH-rate profiles showed a dumbell shape with a plateau where the observed first-order rate constant kobs was equal to ko, the rate constant of the decomposition of the dithiocarbamic acid species. The acid dissociation constants of the dithiocarbamic acids (pKa) and their conjugate acids (pK+) were calculated from the pH-rate profiles. Comparatively, ko was more than 104-fold faster than alkyldithiocarbamates (alkDTCs) with similar pKN (the acid dissociation constant of the parent amine). It was observed that the values of pKa and pK+ were 5 and 8 units of pK, respectively, higher than the expected values from the pKN of alkylDTCs. The higher values were attributed to the inhibition of the delocalization of the nitrogen electron pair into the benzene ring because of the strong electron withdrawal effect of the thiocarbonyl group. Comparison of the activation parameters showed that the rate acceleration was due to a decrease in the enthalpy of activation. Proton inventory indicated the existence of a multiproton transition state, and it was consistent with an S to N proton transfer through a water molecule. There are two hydrogens contributing to a secondary SIE, and there are also two protons that are being transferred at the transition state to form a zwitterion followed by fast C-N bond cleavage. The mechanism could also be a concerted asynchronic process where the N-protonation is more advanced than the C-N bond breakdown. The kinetic barrier is similar to the torsional barrier of thioamides, suggesting that the driving force to reach the transition state is the needed torsion of the C-N bond that inhibits the resonance with the thiocarbonyl group and the aromatic moiety, increasing the basicity of the nitrogen and making the proton transfer thermodynamically favorable.