2-(N-{2-[(4-methylbenzenesulfonyl)oxy]ethyl}4-methylbenzenesulfonamido)ethyl 4-methylbenzene-1-sulfonate

• ChemBase ID: 147651
• Molecular Formular: C25H29NO8S3
• Molecular Mass: 567.69466
• Monoisotopic Mass: 567.10552989
• SMILES: Cc1ccc(cc1)S(=O)(=O)N(CCOS(=O)(=O)c1ccc(cc1)C)CCOS(=O)(=O)c1ccc(cc1)C
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)N(CCOS(=O)(=O)c1ccc(cc1)C)CCOS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C25H29NO8S3/c1-20-4-10-23(11-5-20)35(27,28)26(16-18-33-36(29,30)24-12-6-21(2)7-13-24)17-19-34-37(31,32)25-14-8-22(3)9-15-25/h4-15H,16-19H2,1-3H3
• InChIKey: VJDZYMIEDBLSDT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(N-{2-[(4-methylbenzenesulfonyl)oxy]ethyl}4-methylbenzenesulfonamido)ethyl 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: 2-(N-{2-[(4-methylbenzenesulfonyl)oxy]ethyl}4-methylbenzenesulfonamido)ethyl 4-methylbenzenesulfonate
• Synonyms: N,O,O′-Tritosyldiethanolamine; N,N-Bis[2-(p-tolylsulfonyloxy)ethyl]-p-toluenesulfonamide; N,N-Bis[2-(tosyloxy)ethyl]-p-toluenesulfonamide; N,N-双[2-(甲苯磺酰氧基)乙基]-对甲苯磺酰胺; N,O,O′-三甲苯磺酰二乙醇胺; N,N-双[2-(对甲苯磺酰氧基)乙基]-对甲苯磺酰胺

Database IDs

• CAS Number: 16695-22-0
• EC Number: 412-920-3
• MDL Number: MFCD00026000
• Beilstein Number: 2406580
• PubChem SID: 162241838; 24863761
• PubChem CID: 267409

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 5.2880697
• LogD (pH = 7.4): 5.2880697
• Log P: 5.2880697
• Molar Refractivity: 141.5205 cm^3
• Polarizability: 57.172886 Å^3
• Polar Surface Area: 124.12 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 92-98 °C; 92-98 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 43-53
• Safety Statements: 24-37-61
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317-H413
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥95% (HPLC); 97%
• Grade: technical
• Linear Formula: CH3C6H4SO2N(CH2CH2OSO2C6H4CH3)2

DETAILS

Sigma Aldrich - 380687

Packaging
50 g in poly bottle
Application
Used to prepare selectively protected aza-macrocycles,1 carbon-bridged metallacarboranes,2 and tetrakis(phosphonomethyl)-substituted cyclododecanes.3

Sigma Aldrich - 15190

Other Notes
Building block for the synthesis of various aza-oxa-thia macrocyclic ligands1,2,3,4