but-3-yn-1-ol

• ChemBase ID: 12182
• Molecular Formular: C4H6O
• Molecular Mass: 70.08984
• Monoisotopic Mass: 70.04186481
• SMILES: C#CCCO
• Canonical SMILES: OCCC#C
• InChI: InChI=1S/C4H6O/c1-2-3-4-5/h1,5H,3-4H2
• InChIKey: OTJZCIYGRUNXTP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: but-3-yn-1-ol
• IUPAC Traditional name: 3-butyn-1-ol
• Synonyms: 4-Hydroxy-1-butyne; 3-Butyn-1-ol; 3-Butyn-1-ol; But-3-yn-1-ol; 3-丁炔-1-醇

Database IDs

• CAS Number: 927-74-2
• EC Number: 213-161-9
• MDL Number: MFCD00002955
• Beilstein Number: 773710
• PubChem SID: 160975489; 24847980; 24851517
• PubChem CID: 13566

CALCULATED PROPERTIES

• Acid pKa: 16.340157
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.0018328177
• LogD (pH = 7.4): -0.0018328181
• Log P: -0.0018328177
• Molar Refractivity: 20.5965 cm^3
• Polarizability: 7.6195855 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -63°C; -63.6 °C(lit.); -63.6°C; -63°C
• Boiling Point: 128.9 °C(lit.); 128-130°C; 129-130°C; 129-130°C
• Flash Point: 36 °C; 36°C; 36°C(96°F); 96.8 °F
• Density: 0.926; 0.926 g/mL at 25 °C(lit.); 0.927
• Refractive Index: 1.4405; 1.441; 1.4410; n20/D 1.441; n20/D 1.441(lit.)

Safety Information

• Storage Warning: Flammable/Toxic/Harmful; IRRITANT, FLAMMABLE
• RTECS: ES0710000
• European Hazard Symbols: Irritant (Xi)
• UN Number: 1986; UN1987
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10-36/37/38
• Safety Statements: 23-26-37; 26-36
• TSCA Listed: false; 是
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H315-H319-H335
• GHS Precautionary statements: P261-P280G-P305+P351+P338; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1986 3/PG 3

Product Information

• Purity: ≥97.0% (GC); 97%; 98+%
• Grade: purum
• Linear Formula: HC≡CCH2CH2OH

DETAILS

Sigma Aldrich - 130850

Application
Alkynyl substrate used in a study of a palladium-catalyzed coupling with β-tetrionic acid bromide leading to alkynyl substituted furanones in good yield.1
Synthon for preparation of oxygen-containing heterocycles and protected esters of s-Hydroxy-L-isoleucine
Packaging
5, 25, 100 g in glass bottle

REFERENCES

• For examples of Sonogashira coupling with aryl iodides in the presence of trans-Dichlorobis(triphenylphosphine)palladium(II), 10491, CuI and Et₃N in acetonitrile, see: J. Med. Chem., 38, 1837 (1995).
• The triflate ester cyclizes on prolonged reaction with Na trifluoroacetate in TFA to give cyclobutanone: Org. Synth. Coll., 6, 324 (1988).