N-(2-aminoethyl)-4-methylbenzene-1-sulfonamide

• ChemBase ID: 141108
• Molecular Formular: C9H14N2O2S
• Molecular Mass: 214.28466
• Monoisotopic Mass: 214.0775987
• SMILES: Cc1ccc(cc1)S(=O)(=O)NCCN
• Canonical SMILES: NCCNS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C9H14N2O2S/c1-8-2-4-9(5-3-8)14(12,13)11-7-6-10/h2-5,11H,6-7,10H2,1H3
• InChIKey: JATMCAQQSXISOR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-aminoethyl)-4-methylbenzene-1-sulfonamide
• IUPAC Traditional name: N-(2-aminoethyl)-4-methylbenzenesulfonamide
• Synonyms: N-(2-Aminoethyl)-4-methylbenzenesulfonamide; p-Toluenesulfonamide, N-(2-aminoethyl)- (7CI,8CI); 2-[[(4-Methylphenyl)sulfonyl]amino]ethylamine; N-(2-Aminoethyl)-4-toluene-sulfonamide; N-(2-Aminoethyl)-p-toluenesulfonamide; N-(4-Toluenesulfonyl)ethylene-1,2-diamine; N-p-Tolylsulfonylethylenediamine; NSC 177937; N-Tosylethylenediamine; N-Tosylethylenediamine; N-甲苯磺酰基乙二胺

Database IDs

• CAS Number: 14316-16-6
• MDL Number: MFCD00089604
• PubChem SID: 162235343
• PubChem CID: 301318

CALCULATED PROPERTIES

• Acid pKa: 10.423957
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.4163642
• LogD (pH = 7.4): -1.2001102
• Log P: 0.3401169
• Molar Refractivity: 56.1036 cm^3
• Polarizability: 22.58075 Å^3
• Polar Surface Area: 72.19 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 122-126 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C9H14N2O2S

DETAILS

Sigma Aldrich - 693855

Packaging
5 g in glass bottle

Toronto Research Chemicals - T662500

Used in the synthesis of N-(2-tosylamidoethyl)monoazacrown ethers.

REFERENCES

• Grehn, L., et al.: Acta Chemica Scandinavica, 52, 627 (1998)