| Identification | More | [Name]
Sodium ethoxide | [CAS]
141-52-6 | [Synonyms]
ETHANOL SODIUM SALT
NE-21
NE-P
SODIUM ETHANOLATE
SODIUM ETHOXIDE
SODIUM ETHYLATE
causticalcohol
ethoxysodium
ethylalcohol,sodiumsalt
sodiumethylate(sodiumethoxide)
Sodium ethoxide 95%
Sodium ethoxide 96%
Sodium ethoxide solution
sodium ethylate solution
Sodiumethoxideinethanol
SODIUM ETHYLATE SOLUTION, ~21% IN ETHYL ALCOHOL, DENAT.
SODIUM ETHOXIDE, 21 WT. % SOLUTION IN DE NATURED ETHYL ALCOHOL
Sodium ethoxide, 21% in ethanol
Sodium ethoxide, 21% in ethanol, pure
Sodium ethoxide, pure, 96% | [EINECS(EC#)]
205-487-5 | [Molecular Formula]
C2H5NaO | [MDL Number]
MFCD00012417 | [Molecular Weight]
68.05 | [MOL File]
141-52-6.mol |
| Chemical Properties | Back Directory | [Appearance]
White powder, sometimes having
brownish tinge; readily hydrolyzes to alcohol and
sodium hydroxide.
| [Melting point ]
260 °C
| [Boiling point ]
91°C | [bulk density]
300kg/m3 | [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
| [Fp ]
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℃) | [Stability:]
Reacts violently with acids, water. Incompatible with chlorinated solvents, moisture. Absorbs carbon dioxide from the air. Highly flammable. | [explosive limit]
2.6-19% (v/v) | [Water Solubility ]
Miscible | [Hydrolytic Sensitivity]
7: reacts slowly with moisture/water | [Sensitive ]
Moisture Sensitive | [Merck ]
14,8613 | [BRN ]
3593646 | [Exposure limits]
ACGIH: STEL 1000 ppm
OSHA: TWA 1000 ppm(1900 mg/m3)
NIOSH: IDLH 3300 ppm; TWA 1000 ppm(1900 mg/m3) | [InChI]
1S/C2H5O.Na/c1-2-3;/h2H2,1H3;/q-1;+1 | [InChIKey]
QDRKDTQENPPHOJ-UHFFFAOYSA-N | [SMILES]
[Na+].CC[O-] | [CAS DataBase Reference]
141-52-6(CAS DataBase Reference) | [Storage Precautions]
Store under inert gas | [EPA Substance Registry System]
141-52-6(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
   
GHS02,GHS05,GHS08,GHS09 | [Signal word ]
Danger | [Hazard statements ]
H225-H251-H314-H371-H411 | [Precautionary statements ]
P210-P235-P273-P280-P303+P361+P353-P305+P351+P338 | [Hazard Codes ]
F,C,Xi | [Risk Statements ]
R11:Highly Flammable.
R14:Reacts violently with water.
R34:Causes burns.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S8:Keep container dry .
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S43:In case of fire, use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add-Never use water) .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 3274 3/PG 2
| [WGK Germany ]
1
| [F ]
3-8-10-23 | [Autoignition Temperature]
30 - 50 °C | [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
4.2 | [PackingGroup ]
II | [HS Code ]
29051900 | [Storage Class]
4.2 - Pyrophoric and self-heating hazardous materials | [Hazard Classifications]
Flam. Sol. 1
Self-heat. 1
Skin Corr. 1A | [Hazardous Substances Data]
141-52-6(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 598 mg/kg |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Ethanol-->Sodium hydroxide-->Sodium-->Cyclohexane-->Dehydrolyzing agent-->DL-1-Phenethylalcohol | [Preparation Products]
UNICONAZOLE-->2-METHYLUNDECANAL-->2-METHOXYPROPANDIOIC ACID ETHYL METHYL ESTER-->Tween 80-->Ethametsulfuron-methyl-->NAFRONYL-->Ethyl 3-methyl-3-phenylglycidate-->2-Amino-4,6-dihydroxypyrimidine-->2-HYDRAZINO-6-METHYLPYRIMIDIN-4-OL-->2-ETHOXY-MALONIC ACID DIETHYL ESTER-->N4-Methylcytosine-->4-(4-FLUOROBENZYLOXY)BENZALDEHYDE-->4-TERT-BUTYL-2,6-DIMETHYL BENZYL ACETATE-->Diethyl isoamylmalonate-->2，2-dichloro-1-(4-ethyoxy phenyl)cy-clopropane carboxylic acid-->polysorbate 40-->Diethyl butylmalonate-->Triethyl 1,1,2-ethanetricarboxylate-->Triamterene-->2-(2-MORPHOLIN-4-YLETHOXY)ANILINE-->Cyclobutanemethanol-->Gliclazide-->3-CARBETHOXY-2-PIPERIDONE-->Quinazoline, 2-methyl- (6CI,7CI,8CI,9CI)-->ETHYL ISONICOTINOYLACETATE-->2,4,6-TRIAMINO-5-NITROPYRIMIDINE-->DIETHYL 2-(2-CYANOETHYL)MALONATE-->2,4-DIETHOXYPYRIMIDINE-->3-Furoic acid-->P-AMINO-DL-PHENYLALANINE-->Diethyl dipropylmalonate-->3-Aminopyrrolidine-->HYDROXYLAMINE-->Methyltriethoxysilane-->Dimethyl ethylmalonate-->FEMA 2310-->Polysorbate 20-->nony phenyl polyoxyethylene (50～150) ether-->2-Ethoxythiazole-->2-Methoxy-3-methylpyrazine |
| Hazard Information | Back Directory | [Hazard]
As for caustic soda, ethanol. Sodium
hydroxide is formed when sodium ethylate is
exposed to moisture.
| [Chemical Properties]
White powder, sometimes having
brownish tinge; readily hydrolyzes to alcohol and
sodium hydroxide.
| [Definition]
ChEBI: An organic monosodium salt that has ethoxide as the counterion. | [General Description]
Sodium ethoxide is an alkoxide salt mainly used as a strong base in organic reactions such as deprotonation, dehydration and dehalogenation. | [Flammability and Explosibility]
Highlyflammable | [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.] |
| Questions and Answers (Q&A) | Back Directory | [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
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