2-Propynyl alcohol
Propargyl alcohol
CAS: 107-19-7
Molecular Formula: C3H4O
2-Propynyl alcohol - Names and Identifiers
| Name | Propargyl alcohol |
| Synonyms | PA PROPYNOL PROPINOL 2-Propynol 3-PROPYNOL 1-Propyn-3-ol 2-PROPYN-1-OL prop-2-yn-1-ol prop-1-yn-1-ol 2-Propyny-1-0l PROPYNYL ALCOHOL Propargyl alcohol PROPARGYL ALCOHOL 2-Propynyl alcohol 2-propynyl alcohol 3-Hydroxy-1-propyne 1-Propyn-3-yl alcohol LABOTEST-BB LT01409238 |
| CAS | 107-19-7 |
| EINECS | 203-471-2 |
| InChI | InChI=1/C3H4O/c1-2-3-4/h1,4H,3H2 |
2-Propynyl alcohol - Physico-chemical Properties
| Molecular Formula | C3H4O |
| Molar Mass | 56.06 |
| Density | 0.963g/mLat 25°C(lit.) |
| Melting Point | -53 °C |
| Boling Point | 114-115°C(lit.) |
| Flash Point | 97°F |
| Water Solubility | miscible |
| Vapor Presure | 11.6 mm Hg ( 20 °C) |
| Vapor Density | 1.93 (vs air) |
| Appearance | Liquid |
| Color | Clear colorless to slightly yellow |
| Exposure Limit | No exposure limit has been set for 2-propyn1-ol. A TLV-TWA of 1 ppm (～2.3 mg/m3)should be appropriate for this compound.This estimation is based on its similarity toallyl alcohol in chemical propertie |
| Merck | 14,7809 |
| BRN | 506003 |
| pKa | 13.6(at 25℃) |
| Storage Condition | 2-8°C |
| Refractive Index | n20/D 1.432(lit.) |
| Physical and Chemical Properties | Colorless, volatile liquid with irritating odor. It is easy to yellow especially when exposed to light. With water, benzene, chloroform, 1, 2-dichloroethane, ethyl ether, ethanol, acetone, dioxane, Tetrahydrofuran, pyridine miscible, partially soluble in carbon tetrachloride, but insoluble in aliphatic hydrocarbons. |
2-Propynyl alcohol - Risk and Safety
| Risk Codes | R10 - Flammable R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R34 - Causes burns R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R43 - May cause sensitization by skin contact |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S28 - After contact with skin, wash immediately with plenty of soap-suds. S36 - Wear suitable protective clothing. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S28A - |
| UN IDs | UN 2929 6.1/PG 1 |
| WGK Germany | 2 |
| RTECS | UK5075000 |
| TSCA | Yes |
| HS Code | 29052990 |
| Hazard Class | 3 |
| Packing Group | II |
| Toxicity | LD50 in rats, mice (mg/kg): 20, 50 orally (Guilian, Naibin) |
2-Propynyl alcohol - Nature
Open Data Verified Data
a colorless, volatile, and pungent liquid. With water, ethanol, aldehydes, benzene, pyridine and chloroform and other organic solvents miscible, partially soluble in carbon tetrachloride, but insoluble in aliphatic hydrocarbons. Long-term placement, especially in light prone to yellowing. The azeotrope can be formed with water, and the azeotropic boiling point is 97 ℃, and the content of propargyl alcohol is 21. 2%. The azeotrope can be formed with benzene, the azeotrope is 73 ℃, and the content of propargyl alcohol is 13.8%. Its vapor and air to form an explosive mixture, fire, high heat caused by combustion explosion. A strong reaction with an oxidizing agent can occur. In case of high heat, polymerization reaction may occur, and a large number of exothermic phenomena may occur, causing vessel rupture and explosion accidents.
Last Update：2024-01-02 23:10:35
2-Propynyl alcohol - Preparation Method
Open Data Verified Data
acetylene and formaldehyde were reacted at 110~120 ℃ in the presence of copper butylene catalyst to obtain the crude product of butynediol. The reaction product is concentrated and refined to obtain butynediol, and the by-product is propargyl alcohol, which can be recovered. In order to improve the yield, industrial conditions can be properly controlled, such as increasing the partial pressure of acetylene and reducing the concentration of formaldehyde.
Last Update：2022-01-01 09:28:09
2-Propynyl alcohol - Use
Open Data Verified Data
It can be used for hydrochloric acid and other industrial pickling corrosion inhibitors in acidizing and fracturing process of oil and gas wells. It can be used as a corrosion inhibitor alone, and it is best to combine with the substances that produce synergistic effect to obtain higher corrosion inhibition efficiency. For example, in order to increase the corrosion inhibition of alkynyl alcohol in dilute sulfuric acid solution, sodium chloride, potassium chloride, calcium chloride, potassium bromide, potassium iodide or zinc chloride are often added and used in combination.
Last Update：2022-01-01 09:28:10
2-Propynyl alcohol - Safety
Open Data Verified Data
oral LD50 of rats and mice: 20 mg/kg, 50mg/kg. Rabbit percutaneous LD50:16mg/kg. Rats inhaled 2H LC50: 2000mg/m3. High concentrations of propargyl alcohol have a strong stimulating effect on the eyes, skin, mucous membranes and respiratory tract. Store in a cool, ventilated warehouse. Keep away from fire and heat source. Protection from direct sunlight. Packaging is required to be sealed and not to be in contact with air. Should not be large or long-lived. Should be stored separately from the oxidant. Propargyl alcohol has a low flash point and can react strongly with many impurities, so special attention must be paid to safety and avoid heating with alkali or strong acid. Propiolic acid is a toxic substance that can cause serious irritation to the skin and eyes.
Last Update：2022-01-01 09:28:11
2-Propynyl alcohol - Reference Information
| LogP | -0.35 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Preparation of rodenticide | 1-iodo-3, 5-bis (trifluoromethyl) benzene in diethylamine, with cuprous iodide (Cul), [(C6H5)3P]2PdCl2 and propargyl alcohol (2-propyn-1-ol ) react, the reaction mixture is kept at 25~30 ℃ for 4 hours to generate 3, 5-Bis (trifluoromethyl) phenylpropargyl alcohol, this compound reacts with bromine-triphenyl phosphorus in acetonitrile to generate 1-[3, 5-bis (trifluoromethyl) Phenyl-3-bromopropyne], and finally react with 4-tert-butylpiperidine in acetone containing potassium carbonate for 48 hours to prepare the rodenticide-fluorosperidine. |
| Use | Used as a raw material and pharmaceutical intermediate for the production of acrylic acid and acrolein Nickel plating brightener can produce bright and leveling effects Propargyl alcohol, also known as propargyl alcohol, is an intermediate for the synthesis of acaricide propargite and an intermediate for the pyrethroid insecticide proparthrin, it is also used in the production of acrylic acid, acrolein, 2-aminopyrimidine, γ-picoline, vitamin A, stability agent, corrosion inhibitor, etc. Intermediates in organic synthesis. Mainly used for the synthesis of antibacterial and anti-inflammatory drug sulfadiazine; partially hydrogenated to propylene alcohol can produce resin, and fully hydrogenated to obtain n-propanol, which can be used as a raw material for the anti-tuberculosis drug ethambutol, as well as other chemical and pharmaceutical products. It can inhibit the corrosion of acids to metals such as iron, copper and nickel, and is used as a rust remover. Widely used in oil extraction. It can also be used as solvents, stabilizers for chlorinated hydrocarbons, herbicides and pesticides. It can be used to produce acrylic acid, acrolein, 2-aminopyrimidine, γ-picoline, vitamin A, stability agent, corrosion inhibitor, etc. |
| production method | is obtained by catalytic addition of acetylene and formaldehyde. Acetylene enters a tandem double-tube reaction column equipped with acetylene copper-activated carbon catalyst at a pressure of 1.96MPa and a formaldehyde aqueous solution (5-6%) at a speed of 1000L/h. The reaction temperature is maintained at 100-125 ℃, the reaction liquid passes through the gas-liquid separator, the excess acetylene is recycled, and the reaction liquid is filtered to remove the catalyst. After the filtrate is concentrated and fractionated, the yield is 97-98 ℃ fraction, that is, propargyl alcohol is obtained, and the residue of the distillation kettle is the by-product butynediol. The yield of propargyl alcohol was 37%, and the yield of butynediol was 50%. The preparation method is obtained by catalytic addition of acetylene and formaldehyde. The above reactions are carried out in a series of tubular reactors. Under the pressure of acetylene 1.96MPa, it is added into 5% ~ 6% formaldehyde aqueous solution of suspended powdered copper acetylene catalyst by a piston pump. The reaction temperature is maintained at 100~125 ℃, the reaction liquid is separated by a gas-liquid separator, and the excess acetylene is recycled. The reaction liquid is filtered out of the copper acetylene catalyst by a pressure filter, and then distilled to obtain an aqueous solution of propynyl alcohol. After methanol recovery, dehydration and fractionation to obtain propargyl alcohol, the content is above 96%, the residue of the distillation kettle is by-product 1,4-butynediol, the yield is propargyl alcohol 37%, butynediol 50%, the total yield is 87%. In foreign countries, some use tetrahydrofuran or dimethylformamide as solvent, and others use gas phase reaction (copper chromate as catalyst under normal pressure) to reduce the formation of butynediol. |
| category | flammable liquid |
| toxicity classification | highly toxic |
| acute toxicity | oral-rat LD50: 20 mg/kg; Oral-mouse LD50: 50 mg/kg |
| flammability hazard characteristics | it is more flammable in case of open flame, high temperature and oxidant; Combustion produces stimulating smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from oxidant |
| fire extinguishing agent | dry powder, dry sand, carbon dioxide, foam, 1211 fire extinguishing agent |
| occupational standard | TWA 2 mg/m3 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
