7314-74-1

Basic information

• Product Name: 1,3-Bis(thiocyanato)propane
• Synonyms: 1,3-Bis(thiocyanato)propane;Di(thiocyanic acid)trimethylene ester;Trimethylenebisthiocyanate
• CAS NO: 7314-74-1
• Molecular Formula: C₅H₆N₂S₂
• Molecular Weight: 158.2445
• Mol File: 7314-74-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 324.2°Cat760mmHg
• Flash Point: 149.9°C
• Appearance: /
• Density: 1.258g/cm³
• Vapor Pressure: 0.000249mmHg at 25°C
• Refractive Index: 1.566
• CAS DataBase Reference: 1,3-Bis(thiocyanato)propane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Bis(thiocyanato)propane(7314-74-1)
• EPA Substance Registry System: 1,3-Bis(thiocyanato)propane(7314-74-1)

Safety Data

• Hazardous Substances Data: 7314-74-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H6N2S2/c6-4-8-2-1-3-9-5-7/h1-3H2

Upstream product

• 333-20-0 potassium thioacyanate 
• 109-64-8 1,3-dibromo-propane 
• 53310-50-2 3-chloropropyl thiocyanate 

Downstream Products

• 109-80-8 1.3-propanedithiol 
• 20686-91-3 1,3-propanedisulfonyl dichloride 
• 83724-50-9 1,3-bis-(4-nitro-benzoylmercapto)-propane 

Relevant articles and documents

Use of 3-[18F]fluoropropanesulfonyl chloride as a prosthetic agent for the radiolabelling of amines: Investigation of precursor molecules, labelling conditions and enzymatic stability of the corresponding sulfonamides

3-[18F]Fluoropropanesulfonyl chloride, a recently proposed prosthetic agent for fluorine-18 labelling, was prepared in a two-step radiosynthesis via 3-[18F]fluoropropyl thiocyanate as an intermediate. Two benzenesulfonate-based radiolabelling precursors were prepared by various routes. Comparing the reactivities of 3-thiocyanatopropyl nosylate and the corresponding tosylate towards [18F]fluoride the former proved to be superior accounting for labelling yields of up to 85%. Conditions for a reliable transformation of 3-[18F]fluoropropyl thiocyanate to the corresponding sulfonyl chloride with the potential for automation have been identified. The reaction of 3-[18F]fluoropropanesulfonyl chloride with eight different aliphatic and aromatic amines was investigated and the identity of the resulting 18F-labelled sulfonamides was confirmed chromatographically by comparison with their nonradioactive counterparts. Even for weakly nucleophilic amines such as 4-nitroaniline the desired radiolabelled sulfonamides were accessible in satisfactory yields owing to systematic variation of the reaction conditions. With respect to the application of the 18F-fluoropropan-sulfonyl group to the labelling of compounds relevant as imaging agents for positron emission tomography (PET), the stability of N-(4-fluorophenyl)-3-fluoropropanesulfonamide against degradation catalysed by carboxylesterase was investigated and compared to that of the analogous fluoroacetamide.