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3-Bromopropyne

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3-Bromopropyne Basic information

Product Name:
3-Bromopropyne
Synonyms:
  • G-BROMOALLYLENE
  • 3-BROMO-1-PROPYNE
  • 3-BROMOPROPYNE
  • 1-Brom-2-propin
  • 1-Bromo-2-propyne
  • 2-Propynyl bromide
  • 3-bromo-1-propyn
  • 3-bromo-propyn
CAS:
106-96-7
MF:
C3H3Br
MW:
118.96
EINECS:
203-447-1
Product Categories:
  • Alkynes
  • Building Blocks
  • Chemical Synthesis
  • Organic Building Blocks
  • Acetylenes
  • Functionalized Acetylenes
  • pharmaceutical
  • Electronic Chemicals
  • Materials Science
  • Micro/NanoElectronics
  • Others
  • ALKYL BROMIDE
  • Terminal
Mol File:
106-96-7.mol
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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
InChIKey
YORCIIVHUBAYBQ-UHFFFAOYSA-N
CAS DataBase Reference
106-96-7(CAS DataBase Reference)
NIST Chemistry Reference
1-Propyne, 3-bromo-(106-96-7)
EPA Substance Registry System
Propargyl bromide (106-96-7)
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Safety Information

Hazard Codes 
F,T,C
Risk Statements 
60-61-20/21-25-63-36/37/38-11-67-65-48/20
Safety Statements 
53-16-36/37/39-45-37/39-28A-26-62-36/37
RIDADR 
UN 2345 3/PG 2
WGK Germany 
3
RTECS 
UK4375000
8
Hazard Note 
Highly Flammable/Toxic/Corrosive
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29033990
Hazardous Substances Data
106-96-7(Hazardous Substances Data)

MSDS

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3-Bromopropyne Usage And Synthesis

Description

Propargyl 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 Properties

yellow solution

Uses

Used 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 Description

A 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 Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

3-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.

Hazard

Flammable, dangerous fire and explosion risk. Irritant.

Health Hazard

3-Bromopropyne is very toxic via the oral route. If inhaled, may be harmful; contact may cause burns to skin and eyes.

Fire Hazard

3-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

Pharmacology

Mode of action is considered to be reaction with nucleophiles in living organisms.

Safety Profile

A 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.

Metabolism

Reacts 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-BromopropyneSupplier

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