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Sodium ethoxide

Product Name:
Sodium ethoxide
CAS No.
141-52-6
Chemical Name:
Sodium ethoxide
CBNumber:
CB6100652
Molecular Formula:
C2H5NaO
Formula Weight:
68.05
MOL File:
141-52-6.mol
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Sodium ethoxide Property

Melting point:
260 °C
Boiling point:
91°C
Density 
0.868 g/mL at 25 °C
vapor density 
1.6 (vs air)
vapor pressure 
<0.1 mm Hg ( 20 °C)
refractive index 
n20/D 1.386
Flash point:
48 °F
storage temp. 
Store at R.T.
solubility 
Soluble in ethanol and methanol.
form 
Liquid
color 
Yellow to brown
Specific Gravity
0.868
PH
13 (5g/l, H2O, 20℃)
Water Solubility 
Miscible
Sensitive 
Moisture Sensitive
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
Merck 
14,8539
BRN 
3593646
Stability:
Reacts violently with acids, water. Incompatible with chlorinated solvents, moisture. Absorbs carbon dioxide from the air. Highly flammable.
CAS DataBase Reference
141-52-6(CAS DataBase Reference)
EPA Substance Registry System
Ethanol, sodium salt (141-52-6)
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Safety

Hazard Codes 
F,C,Xi,N
Risk Statements 
11-14-34-36/37/38-68/20/21/22-51/53-20/21/22
Safety Statements 
8-16-26-43-45-36/37/39-36-61
RIDADR 
UN 3274 3/PG 2
WGK Germany 
1
3-8-10-23
Autoignition Temperature
30 - 50 °C
TSCA 
Yes
HazardClass 
4.2
PackingGroup 
II
HS Code 
29051900
Hazardous Substances Data
141-52-6(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 598 mg/kg
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N-Bromosuccinimide Price More Price(24)

Sigma-Aldrich Gold
Product number:
156248
Product name :
Sodium ethoxide
Purity:
95%
Packaging:
5g
Price:
$37.2
Updated:
2019/12/02
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Sigma-Aldrich Gold
Product number:
156248
Product name :
Sodium ethoxide
Purity:
95%
Packaging:
100g
Price:
$52.3
Updated:
2019/12/02
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TCI Chemical Gold
Product number:
S0547
Product name :
Sodium Ethoxide
Purity:
>95.0%(T)
Packaging:
100g
Price:
$27
Updated:
2019/12/02
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Buy
TCI Chemical Gold
Product number:
S0548
Product name :
Sodium Ethoxide (ca. 20% in Ethanol)
Packaging:
500mL
Price:
$52
Updated:
2019/12/02
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Alfa Aesar Gold
Product number:
L06230
Product name :
Sodium ethoxide, 96%
Packaging:
100g
Price:
$43.8
Updated:
2019/12/02
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Buy
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Sodium ethoxide Chemical Properties,Usage,Production

Chemical Properties

White powder, sometimes having brownish tinge; readily hydrolyzes to alcohol and sodium hydroxide.

Physical properties

White or yellowish powder; hygroscopic; darkens and decomposes on exposure to air; decomposes in water forming sodium hydroxide and ethanol; dissolves in absolute ethanol.

Uses

Sodium ethoxide is used in organic synthesis for condensation reactions. It also is a catalyst in many organic reactions.

Preparation

Sodium ethoxide is prepared by reacting sodium with absolute ethanol:
2Na + 2C2H5OH → 2C2H5ONa + H2
Sodium in small quantities is added to absolute alcohol at 10°C. The temperature is raised to warming (to about 38°C). The mixture is cooled again and sodium and absolute alcohol are added gradually followed by careful warming. The process is repeated to obtain a sufficient yield of the p

Definition

ChEBI: An organic monosodium salt that has ethoxide as the counterion.

Hazard

As for caustic soda, ethanol. Sodium hydroxide is formed when sodium ethylate is exposed to moisture.

Purification Methods

It is a hygroscopic powder which should be stored under N2 in a cool place. A likely impurity is EtOH which can be removed by warming at 60-80o under high vacuum. It is hydrolysed by H2O to yield NaOH and EtOH. Other impurities, if kept in air for long periods are NaOH and Na2CO3. In this case the powder cannot be used if these impurities affect the reactivity, and a fresh sample should be acquired [IR: Seubold J Org Chem 21 156 1956]. [Beilstein 1 H 311, 1 IV 1289.]

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