Sodium ethoxide

Sodium ethoxide
Ball-and-stick model of the sodium cation
Names
Other names
Sodium ethanolate, sodium ethylate (obsolete)
Identifiers
3D model (JSmol)
3593646
ChEBI
ChemSpider
ECHA InfoCard 100.004.989 Edit this at Wikidata
EC Number
  • 205-487-5
UNII
  • InChI=1S/C2H5O.Na/c1-2-3;/h2H2,1H3;/q-1;+1 checkY
    Key: QDRKDTQENPPHOJ-UHFFFAOYSA-N checkY
  • InChI=1/C2H5O.Na/c1-2-3;/h2H2,1H3;/q-1;+1
    Key: QDRKDTQENPPHOJ-UHFFFAOYAQ
  • [Na+].[O-]CC
Properties
CH3CH2ONa
Molar mass 68.051 g·mol−1
Appearance White hygroscopic powder
Density 0.868 g/cm3 (of a 21 wt% solution in ethanol)
Melting point 260 °C (500 °F; 533 K)
Reacts
Solubility ethanol and methanol
Acidity (pKa) 15.5[1]
Hazards
GHS labelling:
GHS02: FlammableGHS05: CorrosiveGHS07: Exclamation mark
Danger
H228, H251, H302, H314
P210, P235+P410, P240, P241, P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P370+P378, P405, P407, P413, P420, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazard W: Reacts with water in an unusual or dangerous manner. E.g. sodium, sulfuric acid
2
2
1
W
Safety data sheet (SDS) Oxford MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Sodium ethoxide, also referred to as sodium ethanolate, is the ionic, organic compound with the formula CH3CH2ONa, C2H5ONa, or NaOEt (Et = ethyl). It is a white solid, although impure samples appear yellow or brown. It dissolves in polar solvents such as ethanol. It is commonly used as a strong base.[2]

  1. ^ disassociation constant of ethanol, referenced in the CRC Handbook of Chemistry and Physics 87th edition.
  2. ^ K. Sinclair Whitaker; D. Todd Whitaker (2001). "Sodium Ethoxide". In Charette, André B. (ed.). Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons. doi:10.1002/047084289X.rs070. ISBN 978-0-470-84289-8.