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Thermo Scientific Chemicals
4-Pentyn-1-ol, 95%
CAS: 5390-04-5 | C5H8O | 84.12 g/mol
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Chemical Identifiers
CAS5390-04-5
IUPAC Namepent-4-yn-1-ol
Molecular FormulaC5H8O
InChI KeyCRWVOXFUXPYTRK-UHFFFAOYSA-N
SMILESOCCCC#C
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Specifications
Specification Sheet
Specification SheetAppearance (Color)Clear colorless to yellow
FormLiquid
Assay (GC)≥94.0%
Water Content (Karl Fischer Titration)≤1.5%
Refractive Index1.4425-1.4475 @ 20°C
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.
Suitable for battery materials development.
Applications
4-Pentyn-1-ol is widely utilized in ring-opening polymerization reactions. It plays an important role as a starting reagent in stereo selective total synthesis of antimicrobial marine metabolites, ieodomycin A and B. It is also used in the preparation of 3-pent-4-ynyloxy phthalonitrile.
Solubility
Miscible with water.
Notes
Keep away from sources of ignition. Keep the container tightly closed in a dry and well-ventilated place.
4-Pentyn-1-ol is widely utilized in ring-opening polymerization reactions. It plays an important role as a starting reagent in stereo selective total synthesis of antimicrobial marine metabolites, ieodomycin A and B. It is also used in the preparation of 3-pent-4-ynyloxy phthalonitrile.
Solubility
Miscible with water.
Notes
Keep away from sources of ignition. Keep the container tightly closed in a dry and well-ventilated place.
RUO – Research Use Only
General References:
- Readily forms a dilithio-derivative, allowing regioselective C-alkylation in the 5-position without the need for protection of the alcohol function. Thus, alkylation with the THP ether of 5-bromopentanol gives a 10-carbon chain as part of the synthesis of a macrolide pheromone, and in other natural product syntheses: J. Org. Chem., 58, 7535 (1993), and references therein.
- Fjermestad, T.; Ho, J. H. H.; Macgregor, S. A.; Messerle, B. A.; Tuna, D. Computational Study of the Mechanism of Cyclic Acetal Formation via the Iridium(I)-Catalyzed Double Hydroalkoxylation of 4-Pentyn-1-ol with Methanol. Organometallics 2011, 30 (3), 618-626.
- Møllendal, H.; Dreizler, H.; Sutter, D. H. Structural and Conformational Properties of 4-Pentyn-1-ol As Studied by Microwave Spectroscopy and Quantum Chemical Calculations. J. Phys. Chem. A 2007, 111 (46), 11801-11808.