3-Amino-1-propanol
3-Amino-1-propanol
CAS: 156-87-6
Molecular Formula: C3H9NO
3-Amino-1-propanol - Names and Identifiers
| Name | 3-Amino-1-propanol |
| Synonyms | NSC 7766 3-AIMNOPROPANOL 3-Propanolamine 3-Aminopropanol monopropanolamine 3-Amino-1-propanol 3-Aminopropyl alcohol γ-Hydroxy-1-propylaMine 3-Hydroxy-1-aminopropane 3-hydroxypropan-1-aminium Propanolamine (100 mg) (3-aminopropan-1-ol) |
| CAS | 156-87-6 |
| EINECS | 205-864-4 |
| InChI | InChI=1/C3H9NO/c4-2-1-3-5/h5H,1-4H2/p+1 |
3-Amino-1-propanol - Physico-chemical Properties
| Molecular Formula | C3H9NO |
| Molar Mass | 75.11 |
| Density | 0.982 g/mL at 20 °C (lit.) |
| Melting Point | 10-12 °C (lit.) |
| Boling Point | 184-187 °C (lit.) |
| Flash Point | 175°F |
| Water Solubility | miscible |
| Solubility | water: soluble |
| Vapor Presure | 2.1 mm Hg ( 20 °C) |
| Vapor Density | 2.59 (vs air) |
| Appearance | Transparent liquid |
| Specific Gravity | 0.990 (20/4℃) |
| Color | Clear colorless to very slightly yellow |
| BRN | 741855 |
| pKa | pK1: 9.96(+1) (25°C) |
| PH | 11.6 (10g/l, H2O, 20℃) |
| Storage Condition | Store below +30°C. |
| Sensitive | Hygroscopic |
| Explosive Limit | 2.5-10.6%(V) |
| Refractive Index | n20/D 1.4598(lit.) |
| MDL | MFCD00008223 |
| Physical and Chemical Properties | Density 0.982 melting point 10-12°C boiling point 187-188°C refractive index 1.4595-1.4615 flash point 79°C water-soluble miscible |
| Use | For the synthesis of cyclophosphamide, xincrestor and other drugs, can also be used for the synthesis of DL-panthenol |
3-Amino-1-propanol - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R34 - Causes burns R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 2735 8/PG 2 |
| WGK Germany | 1 |
| RTECS | UA5600000 |
| TSCA | Yes |
| HS Code | 29221980 |
| Hazard Class | 8 |
| Packing Group | II |
| Toxicity | LD50 orally in Rabbit: 1300 mg/kg LD50 dermal Rat > 2000 mg/kg |
3-Amino-1-propanol - Upstream Downstream Industry
| Raw Materials | L-Alanine |
3-Amino-1-propanol - Reference Information
| LogP | -1.1 at 20℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | 3-amino -1-propanol is a commonly used pharmaceutical intermediate, used for the synthesis of cyclophosphamide, pericrodine and other drugs, and can also be used for the synthesis of DL-panthenol. The conventional method is obtained by catalytic hydrogenation of β-hydroxypropiononitrile, adding β-hydroxypropiononitrile, Rainy nickel, ethanol and ammonia to an autoclave, and the purity of the obtained 3-amino -1-propanol exceeds 95%, and the yield is close to 60%; In 2004, Sylvie Picard et al. synthesized 3-amino -1-propanol using DMSO and dichloromethane, and the purity of the obtained product was 98%, but the yield was only 12%; in 2007, Springgerta et al. used ethyl 3-aminopropionate and 2-cyanoethanol to synthesize 3-amino-1-propanol, and also obtained high-purity products, but the yield is still very low. The above methods all have the disadvantages of dangerous raw materials, low yield and harsh reaction conditions. |
| Preparation | The production of amino -1-propanol mainly adopts the method of hydrogenation reduction. Among them, the industrial production is mainly based on the method of catalytic hydrogenation synthesis. Among them, hydroxypropionitrile is used as the raw material, ammonia is the solvent, and Raney nickel is the catalyst, the main production process is to prepare 3-amino -1-propanol by hydrogenation at high temperature and low pressure. The conversion rate of hydroxypropanitrile hydrogenation in this process is as high as 99%, and the recovery rate of 3-amino -1-propanol is also above 90%. However, this process has the problem of troublesome separation of by-products. Generally, at least through the processes of removing water, ammonia, by-products and distillation, the purity of 3-amino -1-propanol can reach more than 99%. Hydroxypropionitrile and ammonia were mixed in a mass ratio of 1:2.6, and the hydroxypropionitrile was hydrogenated in a fixed bed reactor using Raney nickel as a catalyst at 103 ℃ and 10Kpa. The hydrogenation reaction time was 24 minutes, and then the prepared product was obtained. The prepared product was separated from Raney nickel catalyst by precipitation method using sodium hydroxide in the range of 54-56 ℃ to obtain 3-amino -1-propanol. |
| refining process | 1) fix the catalyst on the partition plate in the reaction kettle, fix the partition plate in the reaction kettle through grid plates, and set at least five layers of partition plates that do not contact each other in the reaction kettle; 2) Add hydroxypropionitrile into the reaction kettle, and the mass ratio of hydroxypropionitrile to the catalyst is 5-7:0.3, make hydroxypropionitrile submerge the top partition plate in the reaction kettle; 3) A mixed gas of ammonia and hydrogen is introduced through an aeration plate at the bottom of the reaction kettle. The volume ratio of ammonia to hydrogen in the mixed gas is 10-20:1, the volume ratio of mixed gas to hydroxypropionitrile is 12-15:1, the temperature of the mixed gas is 100-140 ℃, and the pressure in the reaction kettle is kept at 60-80Kpa;4) After the mixed gas is introduced, continue to introduce hydrogen at a temperature of 100-140°C for 20-30 minutes to obtain the product liquid in the reaction kettle; 5) The product liquid is introduced into the distillation column to purify 3-amino -1-propanol, and the distillation column outputs 3-amino -1-propanol at the top. |
| use | intermediates that can be synthesized organically. Used to synthesize cyclophosphamide, cardiotin and other drugs. It can be used to synthesize drugs such as cyclophosphamide and cardiostat, and also can be used to synthesize DL-panthenol Used in organic synthesis |
| Production method | It is obtained by catalytic hydrogenation of β-hydroxypropionitrile. Add β-hydroxypropionitrile, Ruan Ni, ethanol and ammonia into an autoclave, pass hydrogen to 2.94MPa, maintain hydrogen pressure at 100-120 ℃, and continue to keep heat for 2 hours after not absorbing hydrogen. After the reaction, the temperature is reduced, the ranni nickel is recovered by filtration, the filtrate is distilled under reduced pressure, and the fraction of 90-92 ℃/2.0kPa is collected. The content is more than 95%, and the yield is close to 70%. |
| auto-ignition temperature | 770 °F |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 02:00:07
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Raw Materials for 3-Amino-1-propanol