Propargyl alcohol, or 2-propyn-1-ol, is an organic compound with the formula C3H4O.
It is the simplest stable alcohol containing an alkyne functional group.
Propargyl alcohol is a colorless viscous liquid that is miscible with water and most polar organic solvents.
clear colourless to slightly yellow liquid
Propargyl alcohol is a colorless liquid with a geranium-like odor.
It is used in metal plating and pickling and asa corrosion inhibitor of mild steel in mineral acids.
It also finds application in preventingthe hydrogen embrittling of mild steel inacids.
It is used as an intermediate for makingmiticide and sulfadiazine..
Chemical intermediate, corrosion inhibitor, lab reagent, solvent stabilizer, prevents hydrogen embrittlement of steel, soil fumigant.
To prevent the hydrogen embrittlement of steel; as a corrosion inhibitor, solvent stabilizer, soil fumigant, and chemical intermediate.
ChEBI: A terminal acetylenic compound that is prop-2-yne substituted by a hydroxy group at position.
Propargyl alcohol is the major commercially available acetylenic primary alcohol. Propargyl alcohol is a byproduct of butynediol production. In the usual high-pressure butynediol process, about 5% of the product is propargyl alcohol. Some processes give higher proportions of propargyl alcohol.
A dark liquid with a "fishlike" odor. Less dense than water.
Flash point 90°F. Boiling point is 239°F.
Corrosive and contact may severely irritate skin, eyes, and mucous membranes.
May be toxic by ingestion, inhalation and skin absorption.
Used to make other chemicals.
Air & Water Reactions
Highly flammable. Soluble in water.
Propargylalcohol is an organic compound with two reactive sides and is used as a chemical intermediate or as a corrosion inhibitor component in the industrial as well as profesional area.
Therefore, it can be used as a versatile intermediate, i.e. for the synthesis of antibiotics, pesticides, as a precursor to a fungicide (IPBC), as iron dissolution inhibitor in mineral acids, as corrosion inhibitor during oil well stimulation and as electroplating bath additive.
Propargyl alcohol is a moderately volatile, three-carbon acetylenic alcohol with a geranium-like odor.
It is used as a chemical intermediate, solvent stabilizer, soil fumigant, and corrosion inhibitor.
Reactions and applications
Propargyl alcohol polymerizes with heating or treatment with base.
It is used as a corrosion inhibitor, a metal complex solution, a solvent stabilizer and an electroplating brightener additive.
It is also used as an intermediate in organic synthesis.
Secondary and tertiary substituted propargylic alcohols undergo catalyzed rearrangement reactions to form α,β-unsaturated carbonyl compounds via the Meyer–Schuster rearrangement and others.
It can be oxidized to propynal or propargylic acid.
As an indication of the electronegativity of an sp carbon, propargyl alcohol is significantly more acidic (pKa = 13.6) compared to its sp2-containing analog allyl alcohol (pKa = 15.5), which is in turn more acidic than the fully saturated (sp3 carbons only) n-propyl alcohol (pKa = 16.1).
Propargyl alcohol is produced by the copper-catalysed addition of formaldehyde to acetylene as a by-product of the industrial synthesis of but-2-yne-1,4-diol. It can also be prepared by dehydrochlorination of 3-chloro-2-propen-1-ol by NaOH.
Propargyl alcohol is a flammable liquid, toxic by inhalation, highly toxic by ingestion, toxic by skin absorption, and corrosive.
Propargyl alcohol appears as a clear colorless liquid with a geranium-like odor.
Flash point 97°F. Vapors are heavier than air. Used to make other chemicals, as a corrosion inhibitor and a soil fumigant.
Uses: Has been used to prevent hydrogen embrittlement of steel, as corrosion inhibitor, solvent stabilizer, soil fumigant, chemical intermediate.
The reaction of propargyl alcohol and iodine gives 2,3di-iodo-2-propen-1-ol, and it has been discovered that this compound is effective as an intermediate in a corrosion inhibitor for metals in acid media, particularly halogen acids.
The compound provides iodine to the media in a stable form that does not appear to degrade over time.
Prop-2-yn-1-ol, propynol, 2-propynol, 2-propyn-1-ol, prop-2-yn-1-ol, hydroxymethylacetylene.
CAS Number: 107-19-7
Chemical formula: C3H4O
Molar mass: 56.064 g·mol−1
Appearance: Colorless to straw-colored liquid
Density: 0.9715 g/cm3
Melting point: −51 to −48 °C
Boiling point: 114 to 115 °C
Solubility in water: miscible
Vapor pressure: 12 mmHg (20 °C)
Common Name: PROPARGYL ALCOHOL
CAS Number: 107-19-7
DOT Number: NA 1986
* Propargyl Alcohol can affect you when breathed in and by passing through your skin.
* Propargyl Alcohol can irritate the eyes with possible eye damage.
* Contact can cause severe skin burns.
* Propargyl Alcohol may damage the liver and kidneys.
* Propargyl Alcohol is a FLAMMABLE and REACTIVE chemical and a DANGEROUS FIRE and EXPLOSION HAZARD.
Propargyl Alcohol is a light to straw colored liquid with an odor like geraniums.
It is used as a corrosion inhibitor, solvent stabilizer and chemical intermediate.
Propargyl alcohol | C3H4OSave3DZoom
Average mass:56.063 Da
Monoisotopic mass: 56.026215 Da
MFCD00002912 [MDL number]
4-01-00-02214 (Beilstein Handbook Reference) [Beilstein]
RCRA waste number P102
Propargyl alcohol, 99%
Propargyl alcohol [NA1986] [Flammable liquid]
4-01-00-02214 (Beilstein Handbook Reference)
Propargyl alcohol [NA1986] [Flammable liquid]
Rcra waste number P102
2-propyn-1-ol (propargyl alcohol)
prop-2-yn-1-ol propargyl alcohol
PROPARGYL ALCOHOL pure
2-PROPYN-1-OL FOR SYNTHESIS 1 L
2-PROPYN-1-OL FOR SYNTHESIS 250 ML
PROPARGYL ALCOHOL, 99%PROPARGYL ALCOHOL, 99%PROPARGYL ALCOHOL, 99%
prop-2-yn-1-ol; propargyl alcohol
alcohol propargílico (es)
alcool propargilico (it)
alcool propargylique (fr)
alkohol propargilowy (pl)
prop-2-yn-1-ol; alcool propargylique (fr)
propargil alcool (ro)
propargil alkohol (sl)
propargilo alkoholis (lt)
propargylalkohol: prop-2-yn-1-ol (sv)
álcool propargílico (pt)
προπ-2-υν-1-όλη 2-προπιν-1-όλη προπαργυλική αλκοόλ (el)
пропаргилов алкохол (bg)
2 – Propyn – 1 –ol
2-Propyn-1-ol (8CI, 9CI)
Effect of Propargyl Alcohol on Corrosion and Hydrogenation of Steel in Hydrochloric Acid Solution
A study has been made to investigate the effect of propargyl alcohol (PA) on corrosion and hydrogenation of mild steel exposed in hydrochloric acid solution at different temperatures, concentrations, and exposure times.
Different ions have been added to the inhibited acid solution to study their roles on the inhibitive performance of the inhibitor.
Cr3+ and Cu2+ cations strongly improve the inhibitive performance of the inhibitor on corrosion and hydrogen absorption by steel, whereas As3+, which improves the corrosion inhibitor's efficiency, has an accelerating effect on hydrogen absorption.
Propargyl alcohol in combination with Cu2+ and Cr3+ effectively controls the deterioration of tensile strength of steel in acidic solution, but an adverse effect is observed with As3+.
Fe3+ has very deleterious action on the inhibitor's performance especially when present at a higher concentration (>2.5% as FeCl3.
Addition of certain amino compounds along with PA in acid solution slightly improve the inhibitive performance of the inhibitor.
Effectiveness of the inhibitor improves with passage of time and the time required to achieve maximum protection is reduced if Cr3+ and Cu2+ are present along with the inhibitor in the corroding electrolyte.
SYNERGISTIC INFLUENCE OF PROPARGYL ALCOHOL AND ZINC SULFATE ON INHIBITION OF CORROSION OF ALUMINUM IN 0.5M H2SO4
This paper describes the use of the Tafel polarization and electrochemical impedance spectroscopy technique (EIS) in order to study the corrosion inhibition process of aluminum in 0.5M H2SO4 solution in presence of propargyl alcohol and zinc sulfate at the open circuit potential (OCP) in the room temperature.
The Nyquist diagrams consisted of a capacitive semicircle at high frequencies followed by a well defined inductive loop at low frequency values.
The impedance measurements were interpreted according to a suitable equivalent circuit.
The results obtained showed that the addition of the propargyl alcohol inhibits the sulfuric acid corrosion of the aluminum.
The inhibition efficiency increases with an increase in the propargyl alcohol concentration.
The inhibition occurs through adsorption of the propargyl alcohol on the metal surface without modifying the mechanism of corrosion process.
The inhibiting action propargyl alcohol is considerably enhanced by addition of zinc sulfate.
Both the inhibitors obeyed the Langmuir isotherm and the thermodynamic calculations revealed that the adsorption of inhibitors was of physical nature.
The inhibition behavior of propargyl alcohol (PA) and its synergistic effect with zinc sulfate for aluminum in 0.5M H2SO4 has been studied and the following conclusions can be drawn:
1. Propargyl Alcohol (PA) is an effective inhibitor in reducing the corrosion rate for aluminum in sulfuric acid solutions and its inhibition action is due to adsorption of PA molecules on the metal surface.
2. The inhibition efficiency of PA improves with increasing in PA concentration.
3. Synergistic effects between Propargyl Alcohol and zinc sulfate are observed. The addition of zinc sulfate in the solutions improves the inhibition efficiency of PA, significantly. In fact, the adsorption of Propargyl alcohol is stabilized by the presence of zinc sulfate in the solutions.
4. In this study the Langmuir adsorption isotherm provides a formal description of the adsorption behavior of the PA alone and PA+Zn2+ on aluminum surface.
5. The values of the thermodynamic parameters for the inhibitor-metal interactions clearly indicate that the adsorption has physical nature for both PA and PA+Zn2+ inhibitors.
Propargyl alcohol as a corrosion inhibitor for AISI 304L stainless steel in hydrochloric acid
The following conclusions were made based on the experiments conducted in this study:
The gravimetric tests showed that the loss of mass of AISI 304 L austenitic stainless steel increases with increasing HCl concentration, temperature and immersion time.
In the absence of the corrosion inhibitor, with a three hour immersion time and a temperature of 55 °C, the loss of mass of stainless steel at 10% of HCl is three times the loss of mass at 5% HCl.
The addition of propargyl alcohol to HCl solutions reduced the mass loss of stainless steel under all test conditions, suggesting excellent corrosion protection.
In the electrochemical tests, the polarization curves showed that the propargyl alcohol increased the corrosion resistance of the AISI 304L steel by creating a barrier of adsorbed molecules that resisted the passage of electric current, thus reducing the corrosion of the metal surface.
These results showed that the current density decreases and the polarization resistance increases as the concentration of the corrosion inhibitor rises.
Propargyl compounds as corrosion inhibitors
United States Patent Ofifice Patented Aug. 14, 1962 This invention relates to corrosion inhibitors for use in aqueous, non-oxidizing acids to inhibit the corrosion of iron, steel, nickel and fenrous alloys by such acids.
The corrosion inhibitors of this invention are the propargyl compounds corresponding to the formula R HO-(iw-OECH wherein R is -H, alkyl or phenyl and R is H or lower alkyl.
According to the invention, a propargyl compound corresponding to the above formula is dissolved in the aqueous acid the corrosive action of which is to be inhibited.
By aqueous acid we mean any composition comprising a non-oxidizing acid and water and do not mean to exclude the presence of other substances.
By lower alkyl we mean alkyl radicals containing not more than four carbon atoms.
Only a small amount of the inhibitor is needed.
As little as a few thousandths of 1 percent, based on the aqueous acid, significantly reduces the corrosion of iron, steel or nickel exposed to the acid.
The degree of inhibition increases with the concentration of the inhibitor up to a level of about 1 percent.
Beyond this point little added protection of the metal is obtained by the use of more inhibitor.
We generally prefer to use our inhibitors at a level of about 0.1 to 0.4 percent, this amount being adequate for most purposes.
The inhibitors of the invention are effective not only at ordinary temperatures but also at elevated temperatures up to the decomposition point of the inhibitors.
All are effective at 150 and some at 200 F. Moreover, they are effective in various concentrations of acids, even including hydrochloric acid up to 37 percent, that is, commercial concentrated acid.
Applications in which the inhibitors are particularly useful include metal-pickling, cleaning and polishing baths, oil well-acidizing solutions, boiler-cleaning compositions and the like.
The inhibitors of this invention are either commercially available or are easily made from commercially available intermediates.
The propargyl and substituted propargyl alcohols are easily prepared from acetylene and the appropriate carbonyl compound by well known methods, such as that of Froning and Hennion, J. Am. Chem. Soc., 62, 653 (1940).
In order to demonstrate the effectiveness of our inhibitors a series of tests was run in which 0.4 percent of the inhibitor was put into a 10 percent aqueous solution of hydrochloric acid held at 150 F. and a coupon of the metal to be tested was suspended in the solution for 16 hours.
Thereafter the coupon was cleaned, dried and weighed to determine the amount of metal dissolved by the acid
Propargyl alcohol as a corrosion inhibitor for AISI 304L stainless steel in hydrochloric acid
Hydrochloric acid solutions (at concentrations of 5 to 28%) are used to acidify or acid-stimulate a rock-reservoir, increasing productivity of an oil well and removing calcareous deposits that lodge inside the carbon steel pipes.
Typically, AISI 304 L stainless steel is used to manufacture various components, such as valves, adapters, rings, connectors, and rotors of pumps that are used in these acidifications. In order to guarantee the protection of both the carbon steel and the AISI 304 L, propargyl alcohol can be used as a corrosion inhibitor. The results of mass loss (gravimetric) and electrochemical tests (polarization curve) show a good efficiency of propargyl alcohol as a corrosion inhibitor for AISI 304 L stainless steel in concentrations of 5% (by volume) and 10% (by volume) of hydrochloric acid.
PROPARGYL ALCOHOL AS CORROSION INHIBITOR FOR STAINLESS STEEL 317L IN 3.5 WT. % SODIUM CHLORIDE SOLUTION
AISI 317L stainless steel is specified for equipment and components used in the treatment of formation water from oil and gas production with high salinity.
To avoid or reduce the sodium chloride attack on stainless steel 317L, the corrosion inhibitor, propargyl alcohol (2-Propin-ol-1) base, is added.
The corrosion inhibition effect of propargyl alcohol on AISI 317L stainless steel in sodium chloride solutions at 3.5% (mass) concentration and temperatures of 25, 40 and 55°C was investigated using electrochemical (cyclic potentiodynamic) and optical microscopy methods.
The laboratory results obtained to evaluate the protection of AISI 317L stainless steel showed that they are very promising with the addition of propargyl alcohol in the sodium chloride solution, because it reduces the intensity of pitting on the passivated surface.
AISI 317L; Pitting; Corrosion inhibition; Propargyl alcohol.
ACID REMOVAL OF MINERALIZED INCRUSTATION IN PETROLEUM
Hard, rough and compact scale, adherent to the metal surface, with a thickness of 5-7 mm, composed mainly of calcium carbonate (CaCO3) and silica (SiO2), occurred within the production pipe, discontinues oil, for two years, and reduced the run-off area by about 22 %.
To return to the initial operating conditions an acid removal operation was carried out with a mixture of hydrochloric acid (HCl) and hydrofluoric acid (HF).
For internal protection of the carbon steel pipe a corrosion inhibitor was added.
In the evaluation of the laboratory tests a chemical process of acid dissolution of the incrustation and gravimetric testing were used to determine the anti-corrosion protection of a commercial corrosion inhibitor based on propargyl alcohol (2-propyn-1-ol).
Two acidic solutions were tested for the dissolution of scale.
Solution A: 10% (by mass) of HCl and 1% (by mass) of HF; Solution B: 15% (by mass) of HCl and 3% (by mass) of HF.
The temperatures for the tests were fixed at 25, 40 and 50 °C. The results of the laboratory tests showed that the acidic solutions tested reacted fully with the scale and increasing the temperature favoured reducing the test time.
The propargyl alcohol-based inhibitor represented excellent efficiency, exceeding 96 % mass loss.
Keywords: corrosion, scale, corrosion inhibitor, acidizing, calcium carbonate, siliceous sands
The chemical removal of scale in oil production pipes and anti-corrosion protection using corrosion inhibitors was studied on the basis of laboratory tests and references.
The following conclusions may be drawn:
Mixtures consisting of hydrochloric acid and hydrofluoric acid were excellent at removing scale adhered to carbon steel and were constituted of 83.5% CaCO3, 11.2% Fe2O3 and 5.3% SiO2;
Mixtures of HCl and HF are particularly corrosive to carbon steel used in petroleum pipe production and the corrosion inhibitor needs to be used in these circumstances;
The propargyl alcohol ((2-propyn-1-ol)-based is an effective corrosion inhibitor for reducing the corrosion rate for carbon steel in hydrochloric acid and hydrofluoric acid solutions and its inhibition action is due to the adsorption of propargyl alcohol molecules on the steel surface via triple-bond carbon atoms; The gravimetric tests showed an inhibition efficiency exceeding 96%.
The increase of the concentration of the corrosion inhibitor and reduction of temperature favour the corrosion protection.