gamma-Acetopropyl alcohol
3-acetyl-1-propanol
CAS: 1071-73-4
Molecular Formula: C5H10O2
gamma-Acetopropyl alcohol - Names and Identifiers
| Name | 3-acetyl-1-propanol |
| Synonyms | -Acetopropanol -Acetylpropanol 4-Oxo-1-pentanol Hydroxypentanone acetopropylalcohol 3-Acetopropanol 3-Acetylpropanol 3-acetyl-propano Acetopropyl alcohol 3-acetyl-1-propanol gamma-Acetopropanol 5-hydroxypentan-2-one 5-Hydroxy-2-pentanone 3-Acetopropylalcohol gamma-Acetopropyl alcohol gamma-Acetylpropyl alcohol |
| CAS | 1071-73-4 |
| EINECS | 213-994-8 |
| InChI | InChI=1/C5H10O2/c1-5(7)3-2-4-6/h6H,2-4H2,1H3 |
gamma-Acetopropyl alcohol - Physico-chemical Properties
| Molecular Formula | C5H10O2 |
| Molar Mass | 102.13 |
| Density | 1.007 g/mL at 25 °C (lit.) |
| Melting Point | 2.5°C (estimate) |
| Boling Point | 144-145 °C/100 mmHg (lit.) |
| Flash Point | 200°F |
| Vapor Presure | 0.065mmHg at 25°C |
| Appearance | Liquid |
| Color | Colorless to Light yellow to Light orange |
| pKa | 14.89±0.10(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | n20/D 1.437(lit.) |
| Physical and Chemical Properties | Character: colorless transparent liquid. boiling point 208 ℃ (decomposition) relative density 1.0071 refractive index 1.4390 solubility miscible with water, soluble in ethanol and ether. |
| Use | In the pharmaceutical industry, also used as chloroquine phosphate intermediates |
gamma-Acetopropyl alcohol - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 2 |
| RTECS | UA4600000 |
| HS Code | 29144000 |
| Toxicity | LD50 orl-rat: 6400 mg/k TNICS* 13,118,73 |
gamma-Acetopropyl alcohol - Nature
Open Data Verified Data
colorless transparent liquid. Boiling Point (97. 325kPa)208 deg C (decomposition). The relative density (d20) was 1. 0071. Refractive index 4390. Miscible with water, soluble in ethanol and ether.
Last Update：2024-01-02 23:10:35
gamma-Acetopropyl alcohol - Preparation Method
Open Data Verified Data
- 2 methyl furan 2 methyl furan in the presence of palladium chloride catalyst, in acidic aqueous solution, in 0. 049~0. At a pressure of 245MPa and a temperature of 16 to 34 ° C., crude Y-acetyl alcohol was obtained by hydrogenolysis. The qualified product was obtained by distillation under reduced pressure.
- The y-butyrolactone method is obtained by reacting with acetic acid at 350 to 390 ° C. In the presence of a catalyst.
Last Update：2022-01-01 10:15:18
gamma-Acetopropyl alcohol - Use
Open Data Verified Data
pharmaceutical intermediates, mainly for the preparation of antimalarial drugs (chloroquine hydrochloride). Can also be used for the production of vitamin B1 and so on.
Last Update：2022-01-01 10:15:17
gamma-Acetopropyl alcohol - Safety
Open Data Verified Data
- low toxicity. Long-term exposure to volatile gases can cause chronic poisoning and stimulate the central nervous system. Concentrated solution can cause liver and kidney disorders. Rat oral MLD4180mg/kg,4 hours inhalation of MLC2000mg/ m3. Direct inhalation or swallowing should be avoided. The equipment should be sealed to prevent leakage. The operator should wear protective gear. Good ventilation was maintained at the operating site.
- hermetically packed in a clean iron drum. Store in a dry, cool, ventilated place. Storage and Transportation according to General Chemical requirements
Last Update：2022-01-01 10:15:18
gamma-Acetopropyl alcohol - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| Use | used in pharmaceutical industry, also used as chloroquine phosphate intermediate pharmaceutical intermediate, mainly used for antimalarial drug chloroquine phosphate. Can also be used for the production of vitamin B1 and so on. |
| production method | (1) results from the reaction of γ-butyrolactone and acetic acid at 350-390 °c in the presence of a catalyst. The internal temperature of the reactor is 390 ℃, the molar ratio of raw materials is γ-butyrolactone: acetic acid: Water = 1:2:0.5, and the feeding rate of raw materials is 0.4L/h liter of catalyst, the catalyst was alumina infiltrated by aqueous caustic soda solution, and the reaction time was 153H. The conversion ranged from 60% to 64% with a selectivity of 71% to 80%. (2) 2-methylfuran is obtained by hydrogenolysis in an acidic aqueous solution in the presence of a palladium chloride catalyst. The process is as follows: In the hydrogenation tank, water, 2-methylfuran, 2-methyltetrahydrofuran is sequentially charged. Palladium chloride hydrochloric acid solution (an important ratio of 2-methyl furan: 2-methyl tetrahydrofuran: palladium chloride: Hydrochloric acid = 1:0.33:0.001:0.0042), Close to remove air. The hydrogen is stirred, the temperature is controlled at 18-24 ° C., the pressure is 47.5-237.5kPa, and the hydrogen is not absorbed (the amount of hydrogen absorbed decreases during the reaction, and the palladium chloride aqua regia solution can be added). The amount of hydrogen used was 6.039 per kg of 2-methylfuran. After completion of the reaction, the Palladium sludge was filtered off, and the filtrate was neutralized with sodium carbonate to pH = 6-7. 2-methyltetrahydrofuran was recovered by filtration and evaporation of the filtrate, and the fractions were collected at an internal temperature of 160 ° C. Or lower to obtain acetyl propanol. If the filtrate is distilled under reduced pressure, 2-methyltetrahydrofuran is recovered to an internal temperature of 135 ° C./21.3kPa, and the output is cooled to obtain acetyl propanol, and the purity of the industrial-grade product is more than 90%. Fixed consumption of raw materials: 2-methylfuran (>90%)1200kg/t, hydrogen (>90%)660kg/t, hydrochloric acid (industrial) 12kg/t, palladium chloride (including palladium> 59%)0.2/t. |
| category | combustible articles |
| toxicity grade | poisoning |
| Acute toxicity | oral-rat LD50: 6750 mg/kg; Oral-mouse LD50: 1960 mg/kg |
| flammability hazard characteristics | flammable in open flame, high temperature, strong oxidant; combustion emissions |
| storage and transportation characteristics | The package is complete, light and light unloading; The warehouse is ventilated, away from open flame, high temperature, separate from oxidant |
| fire extinguishing agent | foam, dry powder, CO2, 1211, sand |
| Occupational Standard | SEL 10 mg/m3 |
Last Update：2024-04-09 02:00:04
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