but-2-yne

• ChemBase ID: 127086
• Molecular Formular: C4H6
• Molecular Mass: 54.09044
• Monoisotopic Mass: 54.04695019
• SMILES: C(#CC)C
• Canonical SMILES: CC#CC
• InChI: InChI=1S/C4H6/c1-3-4-2/h1-2H3
• InChIKey: XNMQEEKYCVKGBD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: but-2-yne
• IUPAC Traditional name: 2-butyne
• Synonyms: Dimethylacetylene; Crotonylene; Dimethylacetylene; 2-Butyne; 二甲基乙炔; 巴豆炔; 2-丁炔

Database IDs

• CAS Number: 503-17-3
• EC Number: 207-962-2
• MDL Number: MFCD00009275
• Beilstein Number: 1361340
• PubChem SID: 162221409; 24855377; 24851512
• PubChem CID: 10419
• CHEMBL: 119108
• Chemspider ID: 9990
• Wikipedia Title: Dimethylacetylene

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.8267072
• LogD (pH = 7.4): 1.8267072
• Log P: 1.8267072
• Molar Refractivity: 19.5676 cm^3
• Polarizability: 7.0238085 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -32 °C(lit.); -32°C; -32°C
• Boiling Point: 24-27°C; 27 °C(lit.); 27°C
• Flash Point: -13 °F; -25 °C; -49°C(-56°F)
• Density: 0.690; 0.691 g/mL; 0.691 g/mL at 25 °C(lit.)
• Refractive Index: 1.3920; n20/D 1.393; n20/D 1.393(lit.)
• Vapor Pressure: 11.47 psi ( 20 °C)

Safety Information

• European Hazard Symbols: Highly flammable (F+); Irritant (Xi)
• UN Number: 1144; UN3295
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 1; I
• Risk Statements: 12-36/37/38
• Safety Statements: 16-26-36; 3-9-16-26-29-33-37
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H224-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US)
• RID/ADR: UN 1144 3/PG 1
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.5% (GC); 98%; 99%
• Grade: purum
• Linear Formula: CH3C≡CCH3

DETAILS

Sigma Aldrich - 254339

Packaging
5, 25 g in ampule

REFERENCES

• Reacts with chlorine to give 3,4-dichloro,1,2,3,4-tetramethylcyclobutene, a precursor of various cyclobutadienyl complexes: Org. Synth. Coll., 5, 370 (1973).
• With AlCl₃, dimerizes to give the complex of the otherwise unstable tetramethylcyclobutadiene, cycloaddition of which with dimethyl acetylenedicarboxylate gives a Dewar benzene: Synthesis, 139 (1971):
  
• With a catalytic amount of AlCl₃, hexamethyl Dewar benzene can be produced directly, with the 2-butyne also acting as the dienophile component: Org. Synth. Coll., 7, 256 (1990).
• For use in formation of a Zr metallocycle as an intermediate in the formation of phospholes and analogous heterocycles, see Bis(cyclopentadienyl)zirconium dichloride, 12548.