Propargyl alcohol

Propargyl alcohol Basic information
Product Name:Propargyl alcohol
Synonyms:PROPARGYL ALCOHOL;PROPINOL;PROPYNYL ALCOHOL;PROPYNOL;2-Propyny-1-0l;2-PROPYN-1-OL;2-propynyl alcohol;LABOTEST-BB LT01409238
CAS:107-19-7
MF:C3H4O
MW:56.06
EINECS:203-471-2
Product Categories:Alkynes;Building Blocks;Pharmaceutical Intermediate;Chemical Synthesis;Organic Building Blocks;Terminal;Acetylenes;Acetylenic Alcohols & Their Derivatives
Mol File:107-19-7.mol
Propargyl alcohol Structure
Propargyl alcohol Chemical Properties
Melting point -53 °C
Boiling point 114-115 °C(lit.)
density 0.963 g/mL at 25 °C(lit.)
vapor density 1.93 (vs air)
vapor pressure 11.6 mm Hg ( 20 °C)
refractive index n20/D 1.432(lit.)
Fp 97 °F
storage temp. 2-8°C
solubility soluble in Chloroform, Ethyl Acetate
form Liquid
pka13.6(at 25℃)
color Clear colorless to slightly yellow
Odorat 100.00 %. geranium
Odor Typefloral
Water Solubility miscible
Merck 14,7809
BRN 506003
Exposure limitsNo 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 to allyl alcohol in chemical properties and toxic actions.
LogP-0.35 at 25℃
CAS DataBase Reference107-19-7(CAS DataBase Reference)
NIST Chemistry Reference2-Propyn-1-ol(107-19-7)
EPA Substance Registry SystemPropargyl alcohol (107-19-7)
Safety Information
Hazard Codes T,N
Risk Statements 10-23/24/25-34-51/53-43
Safety Statements 26-28-36-45-61-28A
RIDADR UN 2929 6.1/PG 1
WGK Germany 2
RTECS UK5075000
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29052990
Hazardous Substances Data107-19-7(Hazardous Substances Data)
ToxicityLD50 in rats, mice (mg/kg): 20, 50 orally (Guilian, Naibin)
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Propargyl alcohol Usage And Synthesis
Chemical Propertiesclear colourless to slightly yellow liquid
Chemical PropertiesPropargyl alcohol is a colorless liquid with a geranium-like odor.
UsesIt 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..
UsesChemical intermediate, corrosion inhibitor, lab reagent, solvent stabilizer, prevents hydrogen embrittlement of steel, soil fumigant.
UsesTo prevent the hydrogen embrittlement of steel; as a corrosion inhibitor, solvent stabilizer, soil fumigant, and chemical intermediate.
UsesPropargyl alcohol is a solvent stabilizer that is useful as an intermediate in organic synthesis, an electroplating brightener additive. It is useful 3-carbon fragment in acetylene coupling reactions, It undergoes Pd-catalyzed O-coupling with alcohols to give the corresponding 1-methoxyallyl ethers.
DefinitionChEBI: A terminal acetylenic compound that is prop-2-yne substituted by a hydroxy group at position 1.
Production MethodsPropargyl 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.
General DescriptionA 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 ReactionsHighly flammable. Soluble in water.
Reactivity ProfilePROPARGYL ALCOHOL, FATTY ACID DERIVED AMINES is an aminoalcohol mixture. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. When phosphorus pentaoxide is added to PROPARGYL ALCOHOL caused ignition. Acetyl bromide reacts violently with alcohols or water [Merck 11th ed. 1989]. Mixtures of alcohols with concentrated sulfuric acid and strong hydrogen peroxide can cause explosions. Example: An explosion will occur if dimethylbenzylcarbinol is added to 90% hydrogen peroxide then acidified with concentrated sulfuric acid. Mixtures of ethyl alcohol with concentrated hydrogen peroxide form powerful explosives. Mixtures of hydrogen peroxide and 1-phenyl-2-methyl propyl alcohol tend to explode if acidified with 70% sulfuric acid [Chem. Eng. News 45(43):73 1967; J, Org. Chem. 28:1893 1963]. Alkyl hypochlorites are violently explosive. They are readily obtained by reacting hypochlorous acid and alcohols either in aqueous solution or mixed aqueous-carbon tetrachloride solutions. Chlorine plus alcohols would similarly yield alkyl hypochlorites. They decompose in the cold and explode on exposure to sunlight or heat. Tertiary hypochlorites are less unstable than secondary or primary hypochlorites [NFPA 491 M 1991]. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence [Wischmeyer 1969].
HazardFlammable, moderate fire risk. Toxic by ingestion, inhalation, and skin absorption. Eye irri- tant, liver and kidney damage.
Health HazardMay cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Health Hazard2-Propyn-1-ol is a moderately toxic substancecausing depression of the Central nervoussystem and irritation of the eyes and skin.
LD50 value, oral (rats): 70 mg/kg
LD50 value, oral (guinea pigs): 60 mg/kg.
Fire HazardFlammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Flammability and ExplosibilityFlammable
Safety ProfilePoison by ingestion, skin contact, and subcutaneous routes. Moderately toxic by inhalation. A central nervous system depressant. A skin and mucous membrane irritant. Mutation data reported. Flammable liquid and dangerous fire hazard when exposed to heat or flame; can ignite. To fight fire, use foam, CO2, dry chemical. Potentially explosive reactions with alkalies (when dried), sulfuric acid. Ignites on contact with phosphorus pentaoxide. Violent reaction with mercury(Ⅱ) sulfate + sulfuric acid + water (at 70°C). Incompatible with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes. Used as a corrosion inhibitor, solvent stabilizer, soil fumigant, and chemical intermediate. See also ACETYLENE COMPOUNDS.
Potential ExposurePropargyl alcohol is used as a corrosion inhibitor, soil fumigant; solvent, stabilizer, and chemical intermediate.
storage2-Propyn-1-ol is stored in stainless steellined, glass-lined, or phenolic-lined tanks ordrums. Unlined steel containers may be usedif free of rust. Aluminum, rubber, and epoxymaterials should not be used. Use protectivewear when handling. Wash thoroug.
ShippingUN1986 Alcohols, flammable, toxic, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid, 6.1- Poisonous materials, Technical Name Required. UN2929 Toxic liquids, flammable, organic, n.o.s., Hazard class: 6.1;
Purification MethodsThe commercial material contains a stabiliser. An aqueous solution of propargyl alcohol can be concentrated by azeotropic distillation with butanol or butyl acetate. Dry it with K2CO3 and distil it under reduced pressure, in the presence of about 1% succinic acid, through a glass helices-packed column. [Beilstein 1 IV 2214.]
IncompatibilitiesVapor may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, perox- ides, permanganates, perchlorates, chlorine, bromine, fluo- rine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, phosphorus pentoxide. May polymerize under the influence of heat, oxidizers, peroxides, light. Attacks many plastics.
Waste DisposalWear protective eye protec- tion, gloves and clothing to prevent any reasonable proba- bility of skin or eye contact. Safety equipment suppliers/ manufacturers can provide recommendations on the most protective glove/clothing material for your operation. All protective clothing (suits, gloves, footwear, headgear) should be clean, available each day, and put on before work. Contact lenses should not be worn when working with this chemical. Wear splash-proof chemical goggles and face shield when working with liquid full facepiece respiratory protection is worn. Employees should wash immediately with soap when skin is wet or contaminated. Provide emergency showers and eyewash.
Acetylenedicarboxylic acid Ethisterone rich-d-t-Prallethrin Ethynyl estradiol Amino-2-propanol PROPYL-D7 ALCOHOL 5-(TERT-BUTYL)-2-IODO-1,3-DIMETHYLBENZENE Propargyl alcohol 2-OCTYNOIC ACID 2-Butynoic acid :(S)-2-Methyl-3-(2-propynyl)-4-oxocyclopent-2-enyl-(lR)-cis,trans-2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate 1,4-Dioxane Ethyl acetate Methanol Allyl alcohol Isopropyl alcohol 1-ETHYNYLCYCLOPENTANOL 3-Phenyl-1-propanol

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