1,1,1-trichloro-2-[({[chloro(methylsulfanyl)methylidene]amino}sulfonyl)oxy]ethane

• ChemBase ID: 140443
• Molecular Formular: C4H5Cl4NO3S2
• Molecular Mass: 321.0294
• Monoisotopic Mass: 318.84649575
• SMILES: CS/C(=N/S(=O)(=O)OCC(Cl)(Cl)Cl)/Cl
• Canonical SMILES: CS/C(=N/S(=O)(=O)OCC(Cl)(Cl)Cl)/Cl
• InChI: InChI=1S/C4H5Cl4NO3S2/c1-13-3(5)9-14(10,11)12-2-4(6,7)8/h2H2,1H3
• InChIKey: NGCLYHLLOXVGSU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,1,1-trichloro-2-[({[chloro(methylsulfanyl)methylidene]amino}sulfonyl)oxy]ethane
• IUPAC Traditional name: 1,1,1-trichloro-2-({[chloro(methylsulfanyl)methylidene]aminosulfonyl}oxy)ethane
• Synonyms: N-(2,2,2-Trichloroethoxysulfonyl)carbonchlorothioic acid S methyl ester; S-Methyl N-(2,2,2-trichloroethoxysulfonyl)carbonchloroimidothioate; N-(2,2,2-三氯乙氧磺酰基)碳氯硫代酸 S-甲酯; S-甲基 N-(2,2,2-三氯乙氧磺酰基)碳氯亚胺硫代酸酯

Database IDs

• CAS Number: 882739-48-2
• MDL Number: MFCD20730839
• PubChem SID: 24885510; 162234687
• PubChem CID: 16218344

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.800048
• LogD (pH = 7.4): 2.800048
• Log P: 2.800048
• Molar Refractivity: 61.1216 cm^3
• Polarizability: 24.724037 Å^3
• Polar Surface Area: 55.73 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 75-79 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C4H5Cl4NO3S2

DETAILS

Sigma Aldrich - 679712

Application
Reagent for preparation of protected guanidine derivatives.5
Reactant for preparation of:
• Muramycin analogs as antibacterial agents against drug-resistant bacteria1
• L-epicapreomycidine using rhodium-catalyzed stereoselective oxidative cyclization2
• (+)-gonyautoxin 3 via Rh-catalyzed amination3
• (+)-monobromophakellin and (+)-phakellin via a strategy applicable to synthesis of more complex members of this family of marine sponge-derived alkaloids including palau′amine4
• 2-imidazolidinones and 2-imino-1,3-imidazolidines5
Packaging
1, 5 g in glass bottle