14618-65-6

Basic information

• Product Name: 2,2'-THIODIACETAMIDE
• Synonyms: Nsc82327;Wln: zv1S1vz;2,2’-thiobis-acetamid;2,2’-thio-bis-acetamide;2,2'-Thiobisacetamide;thiobisacetamide;Thiodiacetamide;2,2'-THIODIACETAMIDE
• CAS NO: 14618-65-6
• Molecular Formula: C₄H₈N₂O₂S
• Molecular Weight: 148.18
• EINECS: 238-657-2
• Mol File: 14618-65-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 172-176℃
• Boiling Point: 436.9°Cat760mmHg
• Flash Point: 218°C
• Appearance: /
• Density: 1.345g/cm³
• PKA: 15.30±0.40(Predicted)
• CAS DataBase Reference: 2,2'-THIODIACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-THIODIACETAMIDE(14618-65-6)
• EPA Substance Registry System: 2,2'-THIODIACETAMIDE(14618-65-6)

Safety Data

• Statements: 20/21/22
• Safety Statements: 22-36/37
• Hazardous Substances Data: 14618-65-6(Hazardous Substances Data)

Usage

General Description

2,2'-Thiodiacetamide is an organic compound with the chemical formula C4H8N2S. It is commonly used as a precursor in various scientific and industrial applications, mainly in chemical synthesis due to its capability to form sulfur-bridged bonds. This chemical is a sulfur analog of oxalyl chloride and has the tendency to act as a precursor to several sulfur-containing compounds. It is generally classified as hazardous due to its potential to cause eye, skin, and respiratory tract irritation upon exposure. Safety and proper handling measures must be ensured while dealing with this chemical.

Upstream product

• 79-07-2 Chloroacetamide 
• 925-47-3 diethyl thioglycolate 
• 7646-91-5 2,2'-thiodiethanoyl chloride 
• 16002-29-2 dimethyl thiodiglycolate 

Downstream Products

• 5848-75-9 2-[(cyanomethyl)thio]acetonitrile 

Relevant articles and documents

Structure-reactivity studies on .OH radical reaction with substituted dialkyl sulfides

The results of the reaction of an .OH radical with a number of functionalized organic sulfides reported here demonstrate that the pH, the nature of the functional group and the chain length affect the nature of the .OH radical reaction with sulfides. The transient absorption spectrum (λmax = 295 nm), formed on reaction of .H atoms and .OH radicals with an aqueous solution of 2-(methylthio)ethanol and 2-(ethylthio)ethanol is assigned to the α-thio radical. It decayed by second order kinetics with 2k = 5.2 × 109 dm3 mol-1 s-1 and was quenched by oxygen. The transient absorption spectra (λmax = 480 and 500 nm respectively), obtained on reaction with .OH radicals (pH = 1 ), are assigned to a sulfur centered dimer radical cation. The variation of the transient absorbance with pH showed an inflection point at pH =2.1. The reaction of .OH radicals (pH = 6) with 2,2′-thiodiethanoyl chloride showed the formation of α-thio radicals (λmax = 300 nm) and an OH-adduct (λ = 350-380 nm), whereas in acidic solutions, the transient spectrum (λmax = 340 nm, τ = 0.8 μs) is assigned to an intra-molecular radical cation with a 4-membered ring configuration. The transient species (λmax = 370 nm, τ = 17 μs) formed on reaction of .OH radicals with a 3,3′-thiodipropionyl chloride is assigned to a 5-membered intra-molecular radical cation and remained independent of pH. The OH-adduct (λmax = 350 nm, pH = 11) of 3,3′-thiodipropionamide is observed to undergo transformation to an intra-molecular radical cation (λmax = 370 nm). The transformation is not observed in acidic solutions and only an intra-molecular radical cation (λmax = 370 nm) is observed immediately after the pulse. The contribution of α-thio radicals of 2,2′-thiodiethanamide decreased with pH, and in neutral solutions .OH radicals are observed to react mainly by OH-adduct formation whereas in acidic solutions (pH = 1), as intra-molecular radical cation (λmax = 335 nm) with a 4-membered ring configuration is inferred to be the transient species.