(2-phenylethynyl)benzene

• ChemBase ID: 108685
• Molecular Formular: C14H10
• Molecular Mass: 178.2292
• Monoisotopic Mass: 178.07825032
• SMILES: c1ccc(cc1)C#Cc1ccccc1
• Canonical SMILES: c1ccc(cc1)C#Cc1ccccc1
• InChI: InChI=1S/C14H10/c1-3-7-13(8-4-1)11-12-14-9-5-2-6-10-14/h1-10H
• InChIKey: JRXXLCKWQFKACW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2-phenylethynyl)benzene
• IUPAC Traditional name: tolan
• Synonyms: sym-DIPHENYLACETYLENE; Tolan; Diphenylacetylene; 1,2-diphenylethyne; Diphenylacetylene; Diphenylacetylene; 二苯乙炔; 二苯基乙炔; 二苯乙炔

Database IDs

• CAS Number: 501-65-5
• EC Number: 207-926-6
• MDL Number: MFCD00004786
• Beilstein Number: 606478
• Merck Index: 149504
• PubChem SID: 162094341; 24866731; 24893607
• PubChem CID: 10390
• CHEBI ID: 51579
• CHEMBL: 223309
• Chemspider ID: 9961
• Wikipedia Title: Diphenylacetylene

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.094315
• LogD (pH = 7.4): 4.094315
• Log P: 4.094315
• Molar Refractivity: 53.8946 cm^3
• Polarizability: 22.605911 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: insoluble in water
• Apperance: colorless solid
• Melting Point: 58-60 °C; 58-62°C; 59-61 °C(lit.); 62.5 °C, 335.7 K, 144.5 °F
• Boiling Point: 0–97 °C/0.3 mmHg; 170 °C/19 mmHg(lit.); 170°C/19mm
• Density: 0.99 g/mL at 25 °C(lit.); 0.990; 0.990 g cm^-3, solid
• Fluorescence: λex 287 nm; λem 295 nm in methanol

Safety Information

• German water hazard class: 3
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.5% (UV); 98%; 99%
• Grade: purum
• Suitability: suitable for scintillation
• Linear Formula: C6H5C≡CC6H5

DETAILS

MP Biomedicals - 05208310

MP Biomedicals Rare Chemical collection

Sigma Aldrich - D204803

Packaging
25 g in poly bottle
5 g in glass bottle

REFERENCES

• Can be oxidized to benzil using iodine-DMSO: Synthesis, 131 (1991).
• For an example of use as a Diels-Alder dienophile, see: Org. Synth. Coll., 5, 604 (1973).
• For transfer of methylene groups from dimsyl sodium, giving 2,3-diphenylbutadiene, see: Org. Synth. Coll., 6, 531 (1988).