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3-Bromopropyne

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3-Bromopropyne Basic information
3-Bromopropyne Chemical Properties
  • Melting point:-61°C
  • Boiling point:97 °C
  • Density 1.38 g/mL at 20 °C
  • refractive index n20/D 1.494
  • Flash point:65 °F
  • storage temp. Refrigerator
  • form Powder
  • color White to off-white
  • Water Solubility Miscible with ethanol, ether, benzene, carbon tetrachloride and chloroform. Immiscible with water.
  • Sensitive Light Sensitive
  • BRN 605309
  • InChIKeyYORCIIVHUBAYBQ-UHFFFAOYSA-N
  • CAS DataBase Reference106-96-7(CAS DataBase Reference)
  • NIST Chemistry Reference1-Propyne, 3-bromo-(106-96-7)
  • EPA Substance Registry SystemPropargyl bromide (106-96-7)
Safety Information
MSDS
3-Bromopropyne Usage And Synthesis
  • DescriptionPropargyl bromide is a Shock sensitive liquid, lachrymator. Supplied as an 80% solution in toluene stabilized with magnesium oxide. Alternative formulations are currently under development.
  • Chemical Propertiesyellow solution
  • UsesUsed to make propargylic amines employed in enyne metathesis.1Employed in the propargylation of spiro ketones,2 allylic alcohols,3 and enone complexes.4
  • Synthesis Reference(s)Tetrahedron Letters, 4, p. 483, 1963 DOI: 10.1039/jr9630005127
  • General DescriptionA colorless to light yellow liquid substance with a sharp odor. Flash point 65°F. Denser than water and insoluble in water. Vapors are heavier than air. May be irritating to skin and eyes. Used to make other chemicals. 3-Bromopropyne may decompose explosively with mild shock.
  • Air & Water ReactionsHighly flammable. Insoluble in water.
  • Reactivity Profile3-Bromopropyne is soluble in alcohol, ether, chloroform, carbon tetrachloride and carbon disulfide. 3-Bromopropyne is highly flammable and a dangerous fire risk, sensitive to shock. 3-Bromopropyne is used in organic syntheses, preparation of resins and perfume intermediates [Hawley]. There is a high danger of formation of explosive metal acetylides, when 3-Bromopropyne comes in contact with copper, high-copper alloys, mercury, or silver.
  • HazardFlammable, dangerous fire and explosion risk. Irritant.
  • Health Hazard3-Bromopropyne is very toxic via the oral route. If inhaled, may be harmful; contact may cause burns to skin and eyes.
  • Fire Hazard3-Bromopropyne detonates at 428F or more; ignites by impact. Emits highly toxic fumes of bromides when heated to decomposition. Reacts vigorously with oxidizing materials. Becomes shock-sensitive when mixed with chloropicrin. Unstable, avoid heat, flame, shock, and other chemicals
  • PharmacologyMode of action is considered to be reaction with nucleophiles in living organisms.
  • Safety ProfileA poison by ingestion. A dangerous fire hazard when exposed to heat or flame. The aerated liquid may be ignited by pressure. A dangerous, extremely shock-sensitive explosive. It can detonate when heated to 22O°C, by impact (especially when mixed with chloropicrin), or when heated whde confined. May explode on contact with copper, high copper alloys, mercury, or silver. Mixtures with trichloronitromethane are shockand heat- sensitive explosives. Can react vigorously with oxidizing materials. To fight fire, use water, foam, CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of Br-. See also ACETYLENE COMPOUNDS and BROMIDES.
  • MetabolismReacts slowly with water to yield propargyl alcohol and bromide ion. It is expected to move as a typical fumigant through the soil. Probably not an ozone-depleting substance due to decomposition on absorption of ultraviolet light.
3-Bromopropyne Preparation Products And Raw materials
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