Adipic acid monoethyl ester
Adipic acid monoethyl ester
CAS: 626-86-8
Molecular Formula: C8H14O4
Adipic acid monoethyl ester - Names and Identifiers
| Name | Adipic acid monoethyl ester |
| Synonyms | Monoethyl Adipate Adipic acid monoethy ethyl hydrogen adipate 6-ethoxy-6-oxohexanoate 6-ethoxy-6-oxohexanoic acid 6-Ethoxy-6-oxohexanoic acid Adipic acid monoethyl ester hexanedioicacid,monoethylester Hexanedioic acid,1-ethyl ester Adipic acid monoethyl ester,Mono-ethyl adipate Adipic Acid Monoethyl EsterEthyl Hydrogen Adipate |
| CAS | 626-86-8 |
| EINECS | 210-966-7 |
| InChI | InChI=1/C8H14O4/c1-2-12-8(11)6-4-3-5-7(9)10/h2-6H2,1H3,(H,9,10) |
| InChIKey | UZNLHJCCGYKCIL-UHFFFAOYSA-N |
Adipic acid monoethyl ester - Physico-chemical Properties
| Molecular Formula | C8H14O4 |
| Molar Mass | 174.19 |
| Density | 0.98 g/mL at 25 °C (lit.) |
| Melting Point | 28-29 °C (lit.) |
| Boling Point | 180 °C/18 mmHg (lit.) |
| Flash Point | >230°F |
| Water Solubility | Soluble in water. |
| Solubility | H2O: soluble50mg/mL, clear, colorless |
| Vapor Presure | 0.001mmHg at 25°C |
| Appearance | Solid |
| Specific Gravity | 0.980 |
| Color | Off-White Low Melting |
| pKa | 4.69±0.10(Predicted) |
| Storage Condition | Refrigerator |
| Stability | Stable. Incompatible with bases, reducing agents, oxidizing agents. |
| Refractive Index | n20/D 1.439(lit.) |
| MDL | MFCD00004419 |
| Physical and Chemical Properties | This product is a white or micronized red crystalline solid at room temperature. Melting Point: 28~29 ° C, Boiling Point: 285 ° C (760mmHg), refractive index: n20D1.4390, relative density: 0.986. Insoluble in water, soluble in alcohol, ether and other organic solvents. |
| Use | Intermediates in organic synthesis. |
Adipic acid monoethyl ester - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| RTECS | AV2030000 |
| TSCA | Yes |
| HS Code | 29171200 |
Adipic acid monoethyl ester - Reference Information
| Decomposition | 179-181 ºC |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| uses | for organic synthesis, pharmaceutical intermediates, solvents and other organic synthesis intermediates. |
| production method | 1. Method: In a reaction flask equipped with a stirrer and a reflux condenser, 146G (1.0mol) of adipic acid (2),120g of diethyl adipate (0.58mol), 50ml of di-n-butyl ether and 30ml of concentrated hydrochloric acid were added. The oil bath was heated to a homogeneous solution. 60ml (about 1mol) of 95% ethanol was added and the reaction was refluxed for 2H. Another 30ml of 95% ethanol was added and the reaction was continued at reflux for 2H. Distillation under reduced pressure. The prefractions were mainly ethanol, water and n-butyl ether. The fraction of 155-157 °c/0.93KPA was collected as monoethyl adipate (1), weight 73% G, yield. [1] 2. Preparation Method: In a reaction flask equipped with a stirrer and a reflux condenser, 4.5g of adipic acid, 940g of diethyl adipate (2), of anhydrous ethanol and of concentrated hydrochloric acid were added, and the mixture was heated to reflux for h under stirring. The volatiles were distilled off under reduced pressure and the residue was heated with 1L of benzene and cooled overnight at 5 °c. The white solid was filtered off, washed with 500ml of benzene and dried to give 310g of adipic acid. A solution of 850g of sodium bicarbonate dissolved in 6L of water was added to the filtrate with stirring, and stirring was continued for 10min after the addition. The benzene layer was separated and the benzene was distilled off to obtain unreacted diethyl adipate. The aqueous layer was added with 500ml of benzene and acidified with 900ml of hydrochloric acid with stirring. The benzene layer was separated and distilled off under reduced pressure to obtain white solid compound (1)920g with yields of 66% and 84% based on unrecovered adipic acid, adipic acid and diethyl adipate, respectively, mp28 ~ 29. [2] |
Last Update：2024-04-09 19:05:13
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View History
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