1-(ethynesulfonyl)-4-methylbenzene

• ChemBase ID: 144860
• Molecular Formular: C9H8O2S
• Molecular Mass: 180.22362
• Monoisotopic Mass: 180.0245005
• SMILES: Cc1ccc(cc1)S(=O)(=O)C#C
• Canonical SMILES: C#CS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C9H8O2S/c1-3-12(10,11)9-6-4-8(2)5-7-9/h1,4-7H,2H3
• InChIKey: FTHKWIMQNXVEHW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(ethynesulfonyl)-4-methylbenzene
• IUPAC Traditional name: 1-(ethynesulfonyl)-4-methylbenzene
• Synonyms: p-Toluenesulfonylacetylene; Tosylacetylene; Ethynyl p-tolyl sulfone; 对甲基苯乙炔砜; 对甲苯磺酰基乙炔; 乙炔基对甲苯基砜

Database IDs

• CAS Number: 13894-21-8
• MDL Number: MFCD00191647
• Beilstein Number: 2556169
• PubChem SID: 24866282; 162239072; 24845291
• PubChem CID: 4463273

CALCULATED PROPERTIES

• Acid pKa: 15.1389475
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.9497
• LogD (pH = 7.4): 1.9497
• Log P: 1.9497
• Molar Refractivity: 45.9401 cm^3
• Polarizability: 18.813549 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 73-74 °C; 73-74 °C(lit.)

Safety Information

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

Product Information

• Purity: ≥98.0% (HPLC); 98%
• Grade: purum
• Linear Formula: CH3C6H4SO2C≡CH

DETAILS

Sigma Aldrich - 419869

Packaging
1 g in glass bottle

Sigma Aldrich - 02464

Other Notes
Equivalent of acetylene in Diels-Alder cycloadditions1,2,3; Substituted acetylenes by displacement of tosyl with Grignard reagents3; Powerful Michael acceptor