Sodium ethoxide
Sodium ethoxide
CAS: 141-52-6
Molecular Formula: C2H5NaO
Sodium ethoxide - Names and Identifiers
| Name | Sodium ethoxide |
| Synonyms | SodiumEthylate Sodium ethylate Sodium ethoxide sodium ethanolate ethanol, sodium salt Sodiumethoxideinethanol sodium ethylate solution Sodium ethoxide solution |
| CAS | 141-52-6 |
| EINECS | 205-487-5 |
| InChI | InChI=1/C2H6O.Na/c1-2-3;/h3H,2H2,1H3;/q;+1 |
Sodium ethoxide - Physico-chemical Properties
| Molecular Formula | C2H5NaO |
| Molar Mass | 68.05 |
| Density | 0.868g/mLat 25°C |
| Melting Point | 260 °C |
| Boling Point | 91°C |
| Flash Point | 48°F |
| Water Solubility | Miscible |
| Solubility | Soluble in ethanol and methanol. |
| Vapor Presure | <0.1 mm Hg ( 20 °C) |
| Vapor Density | 1.6 (vs air) |
| Appearance | Liquid |
| Specific Gravity | 0.868 |
| Color | Yellow to brown |
| Exposure Limit | ACGIH: STEL 1000 ppmOSHA: TWA 1000 ppm(1900 mg/m3)NIOSH: IDLH 3300 ppm; TWA 1000 ppm(1900 mg/m3) |
| Merck | 14,8539 |
| BRN | 3593646 |
| PH | 13 (5g/l, H2O, 20℃) |
| Storage Condition | Store at +15°C to +25°C. |
| Stability | Reacts violently with acids, water. Incompatible with chlorinated solvents, moisture. Absorbs carbon dioxide from the air. Highly flammable. |
| Sensitive | 7: reacts slowly with moisture/water |
| Refractive Index | n20/D 1.386 |
| Physical and Chemical Properties | White or yellowish hygroscopic powder, easy to decompose in the air, black in storage. soluble in anhydrous ethanol without decomposition. |
| Use | Mainly used in pharmaceutical and pesticide industries |
Sodium ethoxide - Risk and Safety
| Risk Codes | R11 - Highly Flammable R14 - Reacts violently with water R34 - Causes burns R36/37/38 - Irritating to eyes, respiratory system and skin. R68/20/21/22 - R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S8 - Keep container dry. S16 - Keep away from sources of ignition. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S43 - In case of fire use ... (there follows the type of fire-fighting equipment to be used.) S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S36 - Wear suitable protective clothing. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | UN 3274 3/PG 2 |
| WGK Germany | 1 |
| FLUKA BRAND F CODES | 3-8-10-23 |
| TSCA | Yes |
| HS Code | 29051900 |
| Hazard Class | 4.2 |
| Packing Group | II |
| Toxicity | LD50 orally in Rabbit: 598 mg/kg |
Sodium ethoxide - Upstream Downstream Industry
Sodium ethoxide - Nature
Open Data Verified Data
white or yellowish hygroscopic powder, easy to decompose in the air, storage will turn black. Water quickly decomposed into sodium hydroxide and ethanol, soluble in anhydrous ethanol without decomposition.
Last Update：2024-01-02 23:10:35
Sodium ethoxide - Preparation Method
Open Data Verified Data
- benzene, ethanol, water three-way azeotropic method of solid sodium hydroxide dissolved in ethanol and pure benzene solution (or cyclohexane and ethanol solution), heating reflux, through the column reactor continuous reaction dehydration, the total base amount and the free base are brought to the standard. The ternary azeotropic mixture of benzene, ethanol and water was distilled off at the top of the column, and a solution of sodium ethoxide in ethanol was obtained at the bottom of the column.
- The sodium metal method is derived from the interaction of sodium metal and anhydrous ethanol.
Last Update：2022-01-01 10:15:46
Sodium ethoxide - Use
Open Data Verified Data
It is used as a strong basic catalyst, ethoxylating agent and as a coagulant and reducing agent in organic synthesis. The pharmaceutical industry is used to make phenobarbital, phenylbutazone, epilepsy ketone, methyldopa, tetracaine hydrochloride, keptine, methotrexate, pyrimethamine, piofur ampicillin, etc. In addition, it is also used for pesticides and as Analytical reagents.
Last Update：2022-01-01 10:15:47
Sodium ethoxide - Safety
Open Data Verified Data
- non-toxic, is a strong organic base, exposed to humid air, the formation of sodium hydroxide and has a strong corrosive. When in contact with the skin or eyes, strong corrosion and irritation. Direct contact with the skin should be prevented. And should be equipped with necessary protective equipment, such as glasses, gloves and work clothes.
- sealed with iron drum, 200kg or 160kg per barrel. During storage and transportation, it shall be fire-proof, waterproof and moisture-proof. According to the provisions of flammable and toxic chemicals storage and transportation.
Last Update：2022-01-01 10:15:47
Sodium ethoxide - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | sodium ethoxide is also called "sodium ethoxylate". Is one of the typical alkoxide, non-toxic, strong alkaline, chemical formula CH3CH2ONa. Molecular weight 68.05. White or pale yellow powder. Easy to absorb moisture. It is very soluble in polar solvents (such as ethanol), and its ethanol solution is stable. Decomposition by exposure to air. The color gradually darkened. Water decomposition into sodium hydroxide and ethanol. Absolute Absolute ethanol and sodium metal after the reaction of distilled ethanol. Industrial products are often sodium ethoxide ethanol solution (content is generally 17%), by ethanol and sodium hydroxide reaction, while adding benzene azeotropic distillation, so that benzene, ethanol and water to form a ternary azeotrope, after removing the water generated during the reaction, the benzene was distilled off. Sodium ethoxide is an alkaline condensation reagent. It is widely used in various types of organic synthesis reactions. It is also used in the production of pharmaceuticals and pesticides. Sealed and protected from light. |
| reaction | sodium ethoxide rapidly darkened in air due to oxidation. In humid environment, sodium ethoxide is hydrolyzed to form sodium hydroxide and ethanol: C2H5ONa H2O → C2H5OH NaOH Therefore, sodium ethoxide reagent often contains a small amount of sodium hydroxide. |
| Use | sodium ethoxide is highly alkaline, active hydrogen, which is commonly used in organic synthesis to remove organic compounds (e. G., Claisen condensation reaction and malonate synthesis), is also used in the synthesis of pesticides. Sodium ethoxide can be removed from the alpha hydrogen Ester, so that the formation of the enol structure; Can also occur with the carbonyl ester nucleophilic addition reaction (known as transesterification). It is used as a strong basic catalyst, ethoxylating agent and as a coagulant and reducing agent in organic synthesis. The application of sodium ethoxide pharmaceutical products have benbitux, phenylbutazone, epilepsy ketone, methyldopa, tetracaine hydrochloride, easy to cough, methotrexate, pyrimethamine, piofur ampicillin and so on. In addition, it is also used for pesticides and as Analytical reagents. sodium ethoxide is mainly used as a strong basic catalyst, ethoxylation agent and as a reducing agent in organic synthesis, pharmaceutical synthesis and so on. used in organic condensation reactions. |
| preparation | sodium ethoxide can be prepared by reacting sodium with ethanol: 2 C2H5OH 2 Na → 2 C2H5ONa H2 industrially prepared by reacting sodium hydroxide with ethanol under heating reflux in the presence of benzene or cyclohexane: C2H5OH NaOH → C2H5ONa H2O In the above reaction system, ethanol is separated from water due to formation of an azeotrope with benzene or cyclohexane. The sodium ethoxide in the system may also be precipitated using anhydrous acetone. |
| production method | 1. Benzene, ethanol, water three-way azeotropic method of solid sodium hydroxide dissolved in ethanol and pure benzene solution (or cyclohexane and ethanol solution), heating reflux, through the tower reactor continuous reaction dehydration, the total base amount and the free base are brought to the standard. The ternary azeotropic mixture of benzene, ethanol and water was distilled off at the top of the column, and a solution of sodium ethoxide in ethanol was obtained at the bottom of the column. The sodium metal method is derived from the interaction of sodium metal and anhydrous ethanol. |
| spontaneous combustion temperature | 30-50°C |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-18 10:20:42
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View History
Sodium ethoxide
草酸二烯丙酯
Benzamide, 4-chloro-N-(4-cyanophenyl)-
meta-Iodobenzylamine
Gly-β-MCA
1,2,5,6-二苯并萘
BETA-D-葡萄糖
D-(-)-古洛糖酸-gamma-内酯
麸氨酸
ALPHA-Ketoglutaric acid dimethyl ester
草酸二烯丙酯
Benzamide, 4-chloro-N-(4-cyanophenyl)-
meta-Iodobenzylamine
Gly-β-MCA
1,2,5,6-二苯并萘
BETA-D-葡萄糖
D-(-)-古洛糖酸-gamma-内酯
麸氨酸
ALPHA-Ketoglutaric acid dimethyl ester
Raw Materials for Sodium ethoxide
Downstream Products for Sodium ethoxide
dimethyl ethylmalonate
1,1-Cyclobutanedicarboxylic acid
2-Ethoxythiazole
nabumetone
Phenylbutazone
phenobarbital
1,1-Cyclobutanedicarboxylic acid
2-Ethoxythiazole
nabumetone
Phenylbutazone
phenobarbital