2-methylbut-3-yn-2-ol

• ChemBase ID: 68528
• Molecular Formular: C5H8O
• Molecular Mass: 84.11642
• Monoisotopic Mass: 84.05751488
• SMILES: CC(C#C)(O)C
• Canonical SMILES: C#CC(O)(C)C
• InChI: InChI=1S/C5H8O/c1-4-5(2,3)6/h1,6H,2-3H3
• InChIKey: CEBKHWWANWSNTI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methylbut-3-yn-2-ol
• IUPAC Traditional name: 2-methyl-3-butyn-2-ol
• Synonyms: 2-Methylbut-3-yn-2-ol; 2,2-Dimethylpropargyl alcohol; Dimethyl ethynyl carbinol; 2-Methyl-3-butyn-2-ol; ETHYNYLDIMETHYLCARBINOL; 2-Methyl-3-butyn-2-ol; 甲基丁炔醇; 2-甲基-3-丁炔-2-醇

Database IDs

• CAS Number: 115-19-5
• EC Number: 204-070-5
• MDL Number: MFCD00004467
• Beilstein Number: 635746
• Merck Index: 146034
• PubChem SID: 162034259; 24847925
• PubChem CID: 8258

CALCULATED PROPERTIES

• Acid pKa: 15.321555
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.40665767
• LogD (pH = 7.4): 0.40665767
• Log P: 0.40665767
• Molar Refractivity: 24.8985 cm^3
• Polarizability: 9.459557 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 2.6 °C(lit.); 2-3°C
• Boiling Point: 103-104°C; 104 °C(lit.)
• Flash Point: 22 °C; 22°C(72°F); 71.6 °F
• Auto Ignition Point: 662 °F
• Density: 0.863; 0.868 g/mL at 25 °C(lit.)
• Refractive Index: 1.4210; n20/D 1.42(lit.); n20/D 1.420
• Vapor Pressure: 15 mmHg ( 20 °C)

Safety Information

• Storage Warning: IRRITANT
• RTECS: ES0810000
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 1987; UN1987
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 10-22-41
• Safety Statements: 23-26-36/39; 26-39
• TSCA Listed: false; 是
• GHS Pictograms: GHS02; GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• Explode Limits: 16.6 %
• GHS Hazard statements: H225-H301-H318; H225-H302-H317-H318
• GHS Precautionary statements: P210-P280-P305 + P351 + P338; P210-P301+P310-P303+P361+P353-P305+P351+P338-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1987 3/PG 2

Product Information

• Purity: ≥99.0% (GC); 95+%; 97%; 98%
• Grade: purum
• Linear Formula: HC≡CC(CH3)2OH

DETAILS

MP Biomedicals - 05213868

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 129763

Packaging
1 L in glass bottle
5, 100 mL in glass bottle

REFERENCES

• Adduct of acetylene and acetone which acts as an acetylene equivalent in the Pd-catalyzed (Sonogashira) coupling reaction with aryl or heteroaryl halides, permitting a one-pot diarylation by different halides: Synthesis, 571 (1984):
  
• Alternatively, the protecting group can be removed from the intermediate by base to give monoarylacetylenes: J. Org. Chem., 48, 5135 (1983); 57, 6998 (1992). For an improved procedure, see: Synthesis, 589 (1996).