Triethyl orthoformate
Triethyl Orthoformate
CAS: 122-51-0
Molecular Formula: C7H16O3
Triethyl orthoformate - Names and Identifiers
| Name | Triethyl Orthoformate |
| Synonyms | triethoxy-methan ethoxymethanediol Ethyl orthoformate Ethyl formate(ortho) Triehyl orthoformate Triethyl Orthoformate Triethyl Orthoformate (TEOF) Orthoformic acid triethyl ester Triethyl ester of Orthoformic acid Triethylester kyseliny orthomravenci 1,1',1''-[methylidynetris(oxy)]tris-ethan 1,1',1''-[methylidynetris(oxy)]tris-Ethane Ethane,1,1',1''-[methylidynetris(oxy)]tris- Ethane, 1,1',1''-[methylidynetris(oxy)]tris- |
| CAS | 122-51-0 |
| EINECS | 204-550-4 |
| InChI | InChI=1/C3H8O3/c1-2-6-3(4)5/h3-5H,2H2,1H3 |
| InChIKey | GKASDNZWUGIAMG-UHFFFAOYSA-N |
Triethyl orthoformate - Physico-chemical Properties
| Molecular Formula | C7H16O3 |
| Molar Mass | 148.2 |
| Density | 0.891 g/mL at 25 °C (lit.) |
| Melting Point | -76 °C (lit.) |
| Boling Point | 146 °C (lit.) |
| Flash Point | 86°F |
| Water Solubility | 1.35 g/L |
| Vapor Presure | 2.9 mm Hg ( 20 °C) |
| Vapor Density | 5.11 (vs air) |
| Appearance | Liquid |
| Color | Clear colorless |
| Merck | 14,6884 |
| BRN | 605384 |
| Storage Condition | Flammables area |
| Sensitive | Moisture Sensitive |
| Refractive Index | n20/D 1.391(lit.) |
| Physical and Chemical Properties | Characteristics of colorless liquid, irritating odor. |
| Use | Used as pharmaceutical raw materials, it is the synthetic raw materials of antimalarial drugs such as chloroquine and quinquine. It is also used in the preparation of high polymers, photographic drugs, photosensitive materials, anti-Halo dyes, cyanine dyes and synthetic pesticides. |
Triethyl orthoformate - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R10 - Flammable R36 - Irritating to the eyes R36/38 - Irritating to eyes and skin. |
| Safety Description | S16 - Keep away from sources of ignition. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S36 - Wear suitable protective clothing. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/39 - |
| UN IDs | UN 2524 3/PG 3 |
| WGK Germany | 1 |
| RTECS | RM6475000 |
| FLUKA BRAND F CODES | 21 |
| TSCA | Yes |
| HS Code | 29159080 |
| Hazard Class | 3 |
| Packing Group | III |
| Toxicity | LD50 orally in rats: 7.06 g/kg (Smyth) |
Triethyl orthoformate - Upstream Downstream Industry
| Raw Materials | Sodium Trichloromethane Ethyl Alcohol Sodium ethoxide |
| Downstream Products | Diethyl ethoxymethylenemalonate Amitraz Ciprofloxacin Chloroquine diphosphate |
Triethyl orthoformate - Nature
Open Data Verified Data
colorless liquid with pungent odor. The relative density was 0.8909. Melting point <-18 °c. Boiling point 143 C (102kPa). Flash point 27 °c. Refractive index 3900. Miscible with ethanol and ether. Slightly soluble in water, but will decompose in water.
Last Update：2024-01-02 23:10:35
Triethyl orthoformate - Preparation Method
Open Data Verified Data
- The sodium ethoxide method uses sodium ethoxide and chloroform as raw materials to react at 60 to 65 ° C. To produce a crude triethyl orthoformate, which is then fractionated to obtain a finished product.
- ethanol method to ethanol and sodium hydroxide instead of sodium ethoxide, the use of solid-liquid phase transfer catalysis, the catalyst for PTC.
- benzoyl chloride method with benzoyl chloride, formamide and anhydrous ethanol as raw materials, under the action of Catalyst, the formation of triethyl orthoformate, benzoic acid and ammonium chloride mixture, the separation of the finished product of triethyl orthoformate and benzoic acid.
Last Update：2022-01-01 10:33:51
Triethyl orthoformate - Use
Open Data Verified Data
pharmaceutical raw materials, is the antimalarial drugs chloroquine, quinquine and other synthetic raw materials. It is also used in the manufacture of polymers, photographic drugs, photosensitive materials, anti-Halo dyes, cyanine dyes and synthetic pesticides.
Last Update：2022-01-01 10:33:50
Triethyl orthoformate - Safety
Open Data Verified Data
The toxicity of this product is very low, and the oral LD50 of rats is 7.06g/kg.
This product is packaged in an iron drum, and the barrel mouth should be sealed. According to the general provisions of the storage and transportation of chemicals.
Last Update：2022-01-01 10:33:51
Triethyl orthoformate - Reference Information
| LogP | 1.2 at 20℃ |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | triethyl orthoformate is colorless liquid with pungent odor. Miscible with ethanol and ether. Slightly soluble in water, but will decompose in water. It is a very important chemical raw materials, has been widely used in medicine, pesticides, dyes and other industries. |
| Application | triethyl orthoformate in medicine, widely used in the synthesis of chloroquine, quinquine, dichloroquinoline, norfloxacin, ciprofloxacin, flupilinic acid, aminopyrimidine, and the like. In the aspect of pesticide, it is widely used in the production of azoxystrobin, pyridoxine, pyrisulfuron-methyl, chlorpyrisulfuron, tetrazolsulfuron-methyl, bicusponil and Amitraz, etc. Triethyl orthoformate is also an intermediate for acrylic fibers and methine dyes and is used in the synthesis of cyanine dyes. Triethyl orthoformate can also be used as some development sensitive agents, and is widely used as an anti-halation material in photographic drugs and color film and other photosensitive materials. |
| Use | triethyl orthoformate is an intermediate of the acaricide amitraz and the herbicide pyrisulfuron-methyl, and can also be used in the preparation of antimalarial drugs chloroquine, drugs such as quinquine. used as raw materials for the preparation of antimalarial drugs chloroquine, quinquine and photographic agents, photosensitive materials, also used in the synthesis of methaquine and cyanine dyes used in organic synthesis used as pharmaceutical raw materials, is the antimalarial drugs such as chloroquine and quinpa synthesis raw materials, also used in the preparation of high polymer, photographic drugs, photosensitive materials, anti-Halo dyes, cyanine dyes and synthetic pesticides. |
| production method | the preparation method is to add chloroform into the reaction kettle, stir and heat to 55 ℃, sodium ethoxide ethanol solution was added dropwise, and the reaction temperature was controlled at 60~65 ℃. After addition, the temperature was gradually increased to 70 ℃, and the temperature was maintained for 1H. At the end of the reaction, the pH was <8, and sodium chloride was filtered off, the filtrate was fractionated to obtain a crude product, which was then subjected to rectification to obtain a finished product. 3C2H5ONa CHCl3 → CH(OC2H5)3 3NaCl 1. Sodium ethoxide method with sodium ethoxide and chloroform as raw materials, reaction at 60-65 ℃ to produce crude triethyl orthoformate, and then refined by fractionation to get the finished product. Ethanol method sodium ethoxide was replaced by ethanol and sodium hydroxide. PTC was used as catalyst by solid-liquid phase transfer catalysis. Benzoyl chloride method with benzoyl chloride, formamide and anhydrous ethanol as raw materials, under the action of Catalyst, the formation of triethyl orthoformate, benzoic acid and ammonium chloride mixture, the separation of the product of triethyl orthoformate and benzoic acid. |
| category | relatively flammable liquid |
| toxicity grade | poisoning |
| Acute toxicity | inhalation-rat LCL0: 4000 PPM/8 h |
| stimulation data | Skin-rabbits 10 mg/24 h mild; eye-rabbit 100 mg/24 h moderate |
| flammability hazard characteristics | in case of open flame, high temperature, flammable oxidant; Combustion stimulus smoke |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored separately from the oxidant |
| extinguishing agent | dry powder, dry sand, carbon dioxide, foam, 1211 extinguishing agent |
Last Update：2024-04-09 19:05:07
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View History
Triethyl orthoformate
Benzeneacetic acid, -alpha--(1-methylethyl)-4-(2-methylpropyl)- (9CI)
杂芬油
3-((4-氯-3,5-双(二氟甲基)-1H-吡唑-1-基)甲基)-4-甲氧基苯甲醛
2-苯基-3-2-丙烯醛
Diacetatobis(Triphenylphosphosphate) Palladium (11)
2-氨基吡唑并[1,5-a]吡啶
Pyridine, 4-(trifluoromethoxy)- (9CI)
1H-Indole-1-carboxylic acid, 3-iodo-6-methoxy-, 1,1-dimethylethyl ester
S-1-FMOC-3-哌啶甲酸
Benzeneacetic acid, -alpha--(1-methylethyl)-4-(2-methylpropyl)- (9CI)
杂芬油
3-((4-氯-3,5-双(二氟甲基)-1H-吡唑-1-基)甲基)-4-甲氧基苯甲醛
2-苯基-3-2-丙烯醛
Diacetatobis(Triphenylphosphosphate) Palladium (11)
2-氨基吡唑并[1,5-a]吡啶
Pyridine, 4-(trifluoromethoxy)- (9CI)
1H-Indole-1-carboxylic acid, 3-iodo-6-methoxy-, 1,1-dimethylethyl ester
S-1-FMOC-3-哌啶甲酸
Raw Materials for Triethyl orthoformate
Downstream Products for Triethyl orthoformate