Sodium ethoxide

Sodium ethoxide
Ball-and-stick model of the sodium cation
Ball-and-stick model of the sodium cation
Names
IUPAC name
Sodium ethoxide
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
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.

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