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5390-04-5 - 4-Pentyn-1-ol, 98% - A10405 - Alfa Aesar

A10405 4-Pentyn-1-ol, 98%

CAS Number
5390-04-5
Synonyms

Size Price ($) Quantity Availability
5g 37.90
25g 132.30
100g 409.60
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4-Pentyn-1-ol, 98%

MDL
MFCD00002974
EINECS
226-383-6

Chemical Properties

Formula
C5H8O
Formula Weight
84.12
Boiling Point
153-155°
Flash Point
62°(143°F)
Density
0.907
Refractive Index
1.4450
Solubility
Miscible with water.

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.

Notes

Keep away from sources of ignition. Keep the container tightly closed in a dry and well-ventilated place.

Literature 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.

/n

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335-H227

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. Combustible liquid.

Precautionary Statements: P260-P280g-P305+P351+P338

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Other References

Beilstein
1736712
Harmonized Tariff Code
2905.29
TSCA
No

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