pent-4-yn-1-ol

• ChemBase ID: 89887
• Molecular Formular: C5H8O
• Molecular Mass: 84.11642
• Monoisotopic Mass: 84.05751488
• SMILES: OCCCC#C
• Canonical SMILES: OCCCC#C
• InChI: InChI=1S/C5H8O/c1-2-3-4-5-6/h1,6H,3-5H2
• InChIKey: CRWVOXFUXPYTRK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pent-4-yn-1-ol
• IUPAC Traditional name: pent-4-yn-1-ol
• Synonyms: 4-PENTYN-1-OL; Pent-4-yn-1-ol; 4-Pentyn-1-ol; 4-戊炔-1-醇

Database IDs

• CAS Number: 5390-04-5
• EC Number: 226-383-6
• MDL Number: MFCD00002974
• Beilstein Number: 1736712
• PubChem SID: 24887114; 162076742; 24858256
• PubChem CID: 79346

CALCULATED PROPERTIES

• Acid pKa: 16.786217
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.44273585
• LogD (pH = 7.4): 0.44273585
• Log P: 0.44273585
• Molar Refractivity: 25.1975 cm^3
• Polarizability: 9.459557 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 153-155°C; 154-155 °C(lit.); 154-155°C; 60°C
• Flash Point: 143.6 °F; 62 °C; 62°C(143°F)
• Density: 0.904 g/mL at 25 °C(lit.); 0.907; 0.913 g/ml
• Refractive Index: 1.4450; n20/D 1.445; n20/D 1.445(lit.)

Safety Information

• Storage Warning: Irritant
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 23-26-37; 26-36
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H315-H319-H335-H227
• GHS Precautionary statements: P260-P280G-P305+P351+P338; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥97.0% (GC); 97%; 98%
• Grade: purum
• Linear Formula: HC≡CCH2CH2CH2OH

DETAILS

MP Biomedicals - 05226068

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 302481

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 77053

Other Notes
Building block: selective C-alkylation of dianion1,2; Oxidation to the aldehyde and Grignard reaction3,4

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.