Search
Element Search
Structure Search
Thermo Scientific Chemicals
4,4-Dimethyl-2-pentyne, 97+%
CAS: 999-78-0 | C7H12 | 96.17 g/mol
Have Questions?
Change view
Chemical Identifiers
CAS999-78-0
Specifications
Specification Sheet
Specification SheetAssay from Suppliers CofA≥97.0% (GC, U.S. specification)
Refractive Index1.4050-1.4100 @ 20°C (non-U.S. specification)
CommentSpecification differs for U.S. and non-U.S. material where indicated
Appearance (Color)Clear colorless to pale yellow
FormLiquid
View more
4,4-Dimethyl-2-pentyne is used in organometallic reactions for regioselectivity of its insertion into the Pd-C bond of cyclopalladated complexes. It is also used to prepare pyrimidine-dione by reacting with isocyanate in the presence of nickel/ N-heterocyclic carbene.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
4,4-Dimethyl-2-pentyne is used in organometallic reactions for regioselectivity of its insertion into the Pd-C bond of cyclopalladated complexes. It is also used to prepare pyrimidine-dione by reacting with isocyanate in the presence of nickel/ N-heterocyclic carbene.
Solubility
Immiscible with water.
Notes
Incompatible with oxidizing agents.
4,4-Dimethyl-2-pentyne is used in organometallic reactions for regioselectivity of its insertion into the Pd-C bond of cyclopalladated complexes. It is also used to prepare pyrimidine-dione by reacting with isocyanate in the presence of nickel/ N-heterocyclic carbene.
Solubility
Immiscible with water.
Notes
Incompatible with oxidizing agents.
RUO – Research Use Only
General References:
- Pd-catalyzed coupling of acetylenes with iodoaromatic compounds with in situ cyclization has been employed as a route to various heterocycles. Several examples were reported with this alkyne in which a substituted oxygen heterocycle was obtained with good regioselectivity from o-iodo phenols, o-iodo benzyl alcohols or o-iodobenzoic acid derivatives: J. Org. Chem., 60, 3270 (1995):
- For similar reactions, see 2-Iodoaniline, A13059, 2-Iodobenzoic acid, A10563 and 2-Iodophenol, A13599.
- Zhao, D.; Zhang, J.; Xie, Z. Facial Synthesis of o-Carborane-Substituted Alkenes and Allenes by a Regioselective Ene Reaction of 1,3-Dehydro-o-carborane. Chem. Eur. J. 2015, 21 (29), 10334-10337.
- Villuendas, P.; Urriolabeitia, E. P. Ru-Catalyzed Regioselective CH-Hydroarylation of Alkynes with Benzylthioethers Using Sulfur as Directing Group. Org. Lett. 2015, 17 (12), 3178-3181.