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.)

Flash point:

97 °F

storage temp. 

2-8°C

solubility 

Miscible with water, alcohol and oils, but not soluble in mineral oil, many hydrocarbons, etc

form 

Liquid

pka

13.6(at 25℃)

color 

Clear colorless to slightly yellow

Odor

at 100.00 %. geranium

Odor Type

floral

Water Solubility 

miscible

Merck 

14,7809

BRN 

506003

Exposure limits

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 to allyl alcohol in chemical properties and toxic actions.

LogP

-0.35 at 25℃

CAS DataBase Reference

107-19-7(CAS DataBase Reference)

NIST Chemistry Reference

2-Propyn-1-ol(107-19-7)

EPA Substance Registry System

Propargyl 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

OEB

B

OEL

TWA: 1 ppm (2 mg/m3) [skin]

WGK Germany 

2

RTECS 

UK5075000

TSCA 

Yes

HazardClass 

3

PackingGroup 

II

HS Code 

29052990

Hazardous Substances Data

107-19-7(Hazardous Substances Data)

Toxicity

LD50 in rats, mice (mg/kg): 20, 50 orally (Guilian, Naibin)

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Propargyl alcohol Usage And Synthesis

Chemical Properties

clear colourless to slightly yellow liquid

Chemical Properties

Propargyl alcohol is a colorless liquid with a geranium-like odor.

Uses

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..

Uses

To prevent the hydrogen embrittlement of steel; as a corrosion inhibitor, solvent stabilizer, soil fumigant, and chemical intermediate.

Uses

Propargyl 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.

Uses

Chemical intermediate, corrosion inhibitor, lab reagent, solvent stabilizer, prevents hydrogen embrittlement of steel, soil fumigant.

Production Methods

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.

Definition

ChEBI: A terminal acetylenic compound that is prop-2-yne substituted by a hydroxy group at position 1.

General Description

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.

Reactivity Profile

PROPARGYL 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].

Hazard

Flammable, moderate fire risk. Toxic by ingestion, inhalation, and skin absorption. Eye irri- tant, liver and kidney damage.

Health Hazard

May 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 Hazard

2-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 Hazard

Flammable/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 Explosibility

Flammable

Safety Profile

Poison 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 Exposure

Propargyl alcohol is used as a corrosion inhibitor, soil fumigant; solvent, stabilizer, and chemical intermediate.

storage

2-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.

Shipping

UN1986 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 Methods

The 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.]

Incompatibilities

Vapor 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 Disposal

Wear 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.

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