25769-03-3

Basic information

• Product Name: 1-Pyrrolidinecarbodithioicacid
• Synonyms: 1-Pyrrolidinecarboxylicacid, dithio-;1-Pyrrolidinedithiocarbamic acid;1-Pyrrolidinedithiocarboxylicacid;PDTC;Pyrrolidine dithiocarbamic acid;Pyrrolidine-N-carbodithioic acid;Pyrrolidinecarbodithioic acid;Tetramethylenedithiocarbamic acid
• CAS NO: 25769-03-3
• Molecular Formula: C₅H₉NS₂
• Molecular Weight: 164.2922
• Mol File: 25769-03-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 199.7°Cat760mmHg
• Flash Point: 74.6°C
• Appearance: /
• Density: 1.264g/cm³
• Vapor Pressure: 58.6mmHg at 25°C
• CAS DataBase Reference: 1-Pyrrolidinecarbodithioicacid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Pyrrolidinecarbodithioicacid(25769-03-3)
• EPA Substance Registry System: 1-Pyrrolidinecarbodithioicacid(25769-03-3)

Safety Data

• Hazardous Substances Data: 25769-03-3(Hazardous Substances Data)

Usage

Definition

ChEBI: A member of the class of dithiocarbamic acids that is the N-dithiocarboxy derivative of pyrrolidine.

InChI:InChI=1/C4H9N.CH3NS2/c1-2-4-5-3-1;2-1(3)4/h5H,1-4H2;(H3,2,3,4)

Upstream product

• 123-75-1 pyrrolidine 
• 75-15-0 carbon disulfide 

Downstream Products

• 127458-55-3 Pyrrolidine-1-carbodithioic acid (E)-3-furan-2-yl-3-oxo-1-phenyl-propenyl ester 
• 127458-56-4 Pyrrolidine-1-carbodithioic acid (E)-4,4,4-trichloro-3-oxo-1-phenyl-but-1-enyl ester 
• 127458-59-7 1,1-bis(N,N-tetramethylenedithiocarbamoyl)-3-phenylpropan-3-one 
• 123-75-1 pyrrolidine 
• 75-15-0 carbon disulfide 
• 53635-91-9 Pyrrolidine-1-carbodithioic acid 2,5-dihydroxy-phenyl ester 
• 98121-69-8 2-(4-bromophenyl)-2-oxoethyl pyrrolidine-1-carbodithioate 
• 872-71-9 sodium pyrrolidine-N-carbodithioate 

Relevant articles and documents

Pharmacological investigation of mono-, di- and tri-organotin(IV) derivatives of carbodithioates: Design, spectroscopic characterization, interaction with SS-DNA and POM analyses

Ten complexes of sodium salt of pyrrolidine-1-carbodithioate with mono, di and tri-organotin(IV) derivatives, [SnR3(S2CR′); {R′ = pyrrolidine, R = CH3 (1), C2H5 (2) C6H11 (3), CH2-C6H5 (4)}; SnR2(S2CR′)2; {R = CH3 (5), C(CH3)3 (6) CH2-C6H5 (7)}; SnRCl2(S2CR′); {R = C4H8 (8), C6H5 (9, 10)], have been synthesized and characterized by elemental, FT-IR and multinuclear NMR (1H, 13C and 119Sn) techniques. The FT-IR data reveals that in triorganotin(IV) the CSS unit acts as a monodentate (Δνasym is >20) while in mono and diorganotin(IV) derivatives it acts bidentate as the difference (a single and unsplit peak is observed). The crystal structures of the complexes 3, 5, 6 and 9 were also determined by X-ray single crystal analysis. In complex 3 the geometry around of tin atoms is 4-coordinated tetrahedral while complex 9 demonstrated 5-coordinated geometry trigonal bipyramidal. Complexes 5 and 6 show 6-coordinated octahedral geometry. They were also screened for interaction with DNA by UV-visible spectroscopy. From the UV-visible spectroscopic result it was confirmed that the binding mode of these compounds with DNA is an intercalation. This was further conformed by viscosity measurements. The screening results show that the complex exhibit good antibacterial activity. POM analyses reveal that the compounds are slightly toxic and present a potential antibacterial activity. Moreover, they have 5-85% drug score which is an important parameter for the compound possessing the drug properties.

Visible-Light-Induced Photocatalytic Synthesis of β-Keto Dithiocarbamates via Difunctionalization of Styrenes

A facile photocatalyzed strategy for difunctionalization of styrenes in the presence of CS2 and amines providing β-keto dithiocarbamates has been developed. In the case of 4-nitrostyrene and 2-vinylpyridine, however, only 2-arylethylthiocarbamates are interestingly formed without the aid of photoredox catalysis/TBHP.

Synthesis of novel dithiocarbamates and xanthates using dialkyl azodicarboxylates: S–N bond formation

A one?pot three?component route for the synthesis of a novel category of dithiocarbamates or xanthates is developed by a reaction of in-situ generated dithiocarbamic acids or xanthates with dialkyl azodicarboxylates under mild and catalyst-free conditions. The reaction is characterized by a wide scope, high efficiency and straightforward isolation protocol. The synthetic utility of the dithiocarbamates and xanthates was demonstrated on the preparation of symmetrical and unsymmetrical thioureas, isothiocyanates, and thiocarbamates.