penta-1,4-dien-3-ol

• ChemBase ID: 149239
• Molecular Formular: C5H8O
• Molecular Mass: 84.11642
• Monoisotopic Mass: 84.05751488
• SMILES: C=CC(C=C)O
• Canonical SMILES: C=CC(C=C)O
• InChI: InChI=1S/C5H8O/c1-3-5(6)4-2/h3-6H,1-2H2
• InChIKey: ICMWSAALRSINTC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: penta-1,4-dien-3-ol
• IUPAC Traditional name: 1,4-pentadien-3-ol
• Synonyms: Divinyl carbinol; 1,4-Pentadien-3-ol; 二乙烯基甲醇; 1,4-戊二烯-3-醇

Database IDs

• CAS Number: 922-65-6
• MDL Number: MFCD00008633
• Beilstein Number: 1735809
• PubChem SID: 162243407; 24859459
• PubChem CID: 70204

CALCULATED PROPERTIES

• Acid pKa: 16.742727
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.0036896
• LogD (pH = 7.4): 1.0036896
• Log P: 1.0036896
• Molar Refractivity: 26.2569 cm^3
• Polarizability: 10.082593 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 115-116 °C(lit.)
• Flash Point: 32 °C; 89.6 °F
• Density: 0.865 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.445(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 1987
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 10-22
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H302
• 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 3

Product Information

• Purity: 98%
• Contains: 0.4% hydroquinone as stabilizer
• Linear Formula: CH2=CHCH(OH)CH=CH2

DETAILS

Sigma Aldrich - 324663

Application
Starting material for asymmetric epoxidation.1,2
Substrate employed in a synthesis of amino-substituted dienes via a bismuth-catalyzed SNi displacement of alcohols by sulfonamide nucleophiles.
Useful building block in natural product synthesis.
Packaging
5, 25 g in glass bottle