ChemicalBook--->CAS DataBase List--->1192-52-5

1192-52-5

1192-52-5 Structure

1192-52-5 Structure
IdentificationBack Directory
[Name]

Dichloro-1,2-dithiacyclopentenone
[CAS]

1192-52-5
[Synonyms]

DDCP
2,2-Diphenyl-3-butynamide
4,5-dichlorodithiol-3-one
dichloro-1,2-dithiol-3-one
4,5-Dichloro-1,2-dithiol-3-one
4,5-dichloro-3-oxo-1,2-dithiole
Dichloro-1,2-dihiacyclopenenone
4,5-Dichlor-3H-1,2-dithiol-3-on
4,5-dichloro-3h-2-dithiole-3-one
dichloro-1,2-dithiacyclopentenone
4,5-DICHLORO-3H-1,2-DITHIOL-3-ONE
4,5-dichloro-3h-1,2-dithiole-3-one
4,5-dichloro(3H)-1,2-dithiol-2-one
3H-1,2-Dithiol-3-one, 4,5-dichloro-
spectrum rx3127 and spectrum rx7844
4,5-Dichloro-3H-1,2-dithiol-3-one 98%
4,5-Dichloro-1,2- dithiacyclopentenone
4,5-Dichloro-3H-1,2-dithiolcyclopentene-3-one
Dichloro-1,2-dithiacyclopentenone in stock Factory
2,3-dichloro-1$l^{4},2$l^{4}-dithiacyclopent-2-ene 1-oxide
[EINECS(EC#)]

214-754-5
[Molecular Formula]

C3Cl2OS2
[MDL Number]

MFCD00043025
[MOL File]

1192-52-5.mol
[Molecular Weight]

187.07
Chemical PropertiesBack Directory
[Melting point ]

52-56 °C
[Fp ]

200 °C
[storage temp. ]

2-8°C
[form ]

Solid
[BRN ]

1342220
[InChI]

InChI=1S/C3Cl2OS2/c4-1-2(5)7-8-3(1)6
[InChIKey]

QGSRKGWCQSATCL-UHFFFAOYSA-N
[SMILES]

S1C(Cl)=C(Cl)C(=O)S1
[EPA Substance Registry System]

3H-1,2-Dithiol-3- one, 4,5-dichloro-(1192-52-5)
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

25-37/38
[Safety Statements ]

36/37/39-45
[RIDADR ]

2811
[WGK Germany ]

3
[RTECS ]

JP1290000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Toxicity]

mouse,LD50,intravenous,13mg/kg (13mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07423,
Hazard InformationBack Directory
[Uses]

4,5-Dichloro-3H-1,2-dithiol-3-one (Dichloro-1,2-dithiacyclopentenone) is an E. coli FabH inhibitor (IC50: 2.9 μM). 4,5-Dichloro-3H-1,2-dithiol-3-one can be used as a slimicide in the manufacture of food-contact paper and paperboard [1][2].
[Synthesis]

Using tetrachloroethylene and trichloromethane as the starting materials, 4,5-dichloro-1,2-dithiolenone was obtained by Foucault reaction, alkaline dechlorination to alkene, and catalytic and sulfur cyclization.
[Purification Methods]

Dissolve it in CH2Cl2 (1g in 250ml), filter, wash it twice with H2O, evaporate and distil the residue in vacuo and then recrystallise it from pet ether. IR: max 1650 cm-1. [Boberg Justus Liebigs Ann Chem 679 109 1964, Boberg Justus Liebigs Ann Chem 693 212 1966, Beilstein 19/4 V 72.]
[References]

[1] Song X, et al. Synthesis and antibacterial activity of cinnamaldehyde acylhydrazone with a 1,4-benzodioxan fragment as a novel class of potent β-ketoacyl-acyl carrier protein synthase III (FabH) inhibitor. Chem Pharm Bull (Tokyo). 2014;62(11):1110-8. DOI:10.1248/cpb.c14-00485
[2] Mary S. Wolfe, et al. Chapter. National Toxicology Program. Book. Toxicology and Regulatory Process. 2006. Pages. 32
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