5310-08-7

Basic information

• Product Name: Propanethioamide, N-methyl-N-phenyl-
• Synonyms: Propanethioamide, N-methyl-N-phenyl-
• CAS NO: 5310-08-7
• Molecular Formula: C₁₀H₁₃NS
• Molecular Weight: 0
• Mol File: 5310-08-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 666.3°Cat760mmHg
• Flash Point: 356.7°C
• Appearance: /
• Density: 1.48g/cm³
• Vapor Pressure: 1.28E-17mmHg at 25°C
• Refractive Index: 1.685
• CAS DataBase Reference: Propanethioamide, N-methyl-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanethioamide, N-methyl-N-phenyl-(5310-08-7)
• EPA Substance Registry System: Propanethioamide, N-methyl-N-phenyl-(5310-08-7)

Safety Data

• Hazardous Substances Data: 5310-08-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C26H22FNO6S3/c1-26(2)21(35)18(25-36-19(23(30)33-4)20(37-25)24(31)34-5)16-12-15(32-3)9-10-17(16)28(26)22(29)13-7-6-8-14(27)11-13/h6-12H,1-5H3

Upstream product

• 924-45-8 O-ethyl thiopropionate 
• 5827-78-1 N-methyl-N-phenylpropanamide 
• 100-61-8 N-methylaniline 

Downstream Products

• 107611-11-0 5-chloro-2-ethylbenzo[d]thiazole 
• 111515-20-9 4,6-dichloro-3-methyl-2-(N-methylanilino)benzofuran-5-ol 
• 111515-21-0 3-methyl-2-(N-methylanilino)naphtho<1,2-b>furan-5-ol 
• 111515-19-6 N-methyl-N-phenyl-1-(methylthio)prop-1-enylamine 

Relevant articles and documents

Contribution of Solvents to Geometrical Preference in the Z/ E Equilibrium of N-Phenylthioacetamide

We studied the Z/E preference of N-phenylthioacetamide (thioacetanilide) derivatives in various solvents by means of 1H NMR spectroscopy, as well as molecular dynamics (MD) and other computational analyses. Our experimental results indicate that the Z/E isomer preference of secondary (NH)thioamides of N-phenylthioacetamides shows substantial solvent dependency, whereas the corresponding amides do not show solvent dependency of the Z/E isomer ratios. Detailed study of the solvent effects based on molecular dynamics simulations revealed that there are two main modes of hydrogen (H)-bond formation between solvent and (NH)thioacetamide, which influence the Z/E isomer preference of (NH)thioamides. DFT calculations of NH-thioamide in the presence of one or two explicit solvent molecules in the continuum solvent model can effectively mimic the solvation by multiple solvent molecules surrounding the thioamide in MD simulations and shed light on the precise nature of the interactions between thioamide and solvent. Orbital interaction analysis showed that, counterintuitively, the Z/E preference of NH-thioacetamides is mainly determined by steric repulsion, while that of sterically congested N-methylthioacetamides is mainly determined by thioamide conjugation.