prop-1-yn-1-ylbenzene

• ChemBase ID: 149752
• Molecular Formular: C9H8
• Molecular Mass: 116.15982
• Monoisotopic Mass: 116.06260026
• SMILES: CC#Cc1ccccc1
• Canonical SMILES: CC#Cc1ccccc1
• InChI: InChI=1S/C9H8/c1-2-6-9-7-4-3-5-8-9/h3-5,7-8H,1H3
• InChIKey: GHUURDQYRGVEHX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-1-yn-1-ylbenzene
• IUPAC Traditional name: benzene, 1-propynyl-
• Synonyms: 1-Phenyl-1-propyne; Methyl phenyl acetylene; 1-苯基-1-丙炔

Database IDs

• CAS Number: 673-32-5
• EC Number: 211-607-7
• MDL Number: MFCD00009272
• Beilstein Number: 1071474
• PubChem SID: 162243914; 24849915
• PubChem CID: 69601

CALCULATED PROPERTIES

• H Donor: 0
• LogD (pH = 5.5): 2.9605112
• LogD (pH = 7.4): 2.9605112
• Log P: 2.9605112
• Molar Refractivity: 36.7311 cm^3
• Polarizability: 14.81511 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• H Acceptors: 0

PROPERTIES

Physical Property

• Boiling Point: 183-185°C; 185 °C(lit.)
• Flash Point: 143.6 °F; 62 °C; 62°C(143°F)
• Density: 0.928 g/mL at 25 °C(lit.); 0.933
• Refractive Index: 1.5640; n20/D 1.564(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37/39; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H315-H319-H335-H227
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%; 99%
• Linear Formula: C6H5C≡CCH3

DETAILS

Sigma Aldrich - 161241

Packaging
5, 25 g in glass bottle

REFERENCES

• 2-Alkynes are metallated almost exclusively at the terminal position by t-BuLi in ether, in the presence of TMEDA. Subsequent reaction. e.g. with TMS chloride gives propargylic silanes: Synthesis, 111 (1984). Attempted lithiation with n-BuLi in THF, followed by alkylation, was found to give poor results. However, lithiation at -78^o in the presence of HgCl₂, allowed the monobenzylated product, 1,4-diphenyl-1-butyne, to be obtained in good yield: J. Org. Chem., 63, 3497 (1998).