tetraethylazanium 4-methylbenzene-1-sulfonate

• ChemBase ID: 145797
• Molecular Formular: C15H27NO3S
• Molecular Mass: 301.44478
• Monoisotopic Mass: 301.17116473
• SMILES: CC[N+](CC)(CC)CC.Cc1ccc(cc1)S(=O)(=O)[O-]
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)[O-].CC[N+](CC)(CC)CC
• InChI: InChI=1S/C8H20N.C7H8O3S/c1-5-9(6-2,7-3)8-4;1-6-2-4-7(5-3-6)11(8,9)10/h5-8H2,1-4H3;2-5H,1H3,(H,8,9,10)/q+1;/p-1
• InChIKey: QKFFSWPNFCXGIQ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: tetraethylazanium 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: tetraethylammonium tosylate
• Synonyms: p-Toluenesulfonic acid tetraethylammonium salt; Tetraethylammonium p-toluenesulfonate; 对甲基苯磺酸 四乙基铵盐; 四乙基对甲苯磺酸铵

Database IDs

• CAS Number: 733-44-8
• EC Number: 211-992-1
• MDL Number: MFCD00011831
• Beilstein Number: 4303354
• PubChem SID: 162239999; 24888416; 24848156; 24888419
• PubChem CID: 101846

CALCULATED PROPERTIES

• Acid pKa: -2.1372879
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.7088225
• LogD (pH = 7.4): -0.7088248
• Log P: 1.6675739
• Molar Refractivity: 40.6 cm^3
• Polarizability: 16.615282 Å^3
• Polar Surface Area: 57.2 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: acetonitrile: soluble0.1 g/mL, clear, colorless
• Melting Point: ~105 °C; 100-106°C; 110-113 °C; 110-114 °C(lit.)

Safety Information

• Storage Warning: Hygroscopic
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (T); ≥99.0% (T); 97%; 98% (dry wt.), may cont. up to 2% water
• Grade: electrochemical grade; puriss.; purum
• Impurities: ≤2% water
• Bulk Density: 0.480 g/cm3
• Linear Formula: (C2H5)4N(CH3C6H4SO3)

DETAILS

Sigma Aldrich - 134473

Packaging
100, 500 g in poly bottle

Sigma Aldrich - 86654

Other Notes
Supporting electrolyte1

REFERENCES

• Has been used as electrolyte, in MeOH, for the anodic oxidative cleavage of diols to carbonyl compounds: J. Am. Chem. Soc., 97, 2546 (1975), and as a supporting electrolyte in the reductive cyclization of non-conjugated olefinic ketones to cyclanols: J. Am. Chem. Soc., 100, 545 (1978).