| Identification | More | [Name]
3-Bromopropyne | [CAS]
106-96-7 | [Synonyms]
3-BROMO-1-PROPYNE
3-BROMOPROPYNE
G-BROMOALLYLENE
PROPARGYL BROMIDE
1-Brom-2-propin
1-Bromo-2-propyne
2-Propynyl bromide
3-bromo-1-propyn
3-bromo-propyn
-Bromo-propyne
gamma-Bromoallylene
Progargyl bromide
propargyl
propargylbromide101
Propyne, 3-bromo-
ProPargyl Bromide 97% min or 80% in Toluene
PROPARGYL BROMIDE, 80 WT. % SOLUTION IN TOLUENE
PROPARGYL BROMIDE SOLUTION, ~80% IN TOLU ENE, STAB.
PROPARGYL BROMIDE, 80 WT. % SOLUTION IN
Propargyl bromide, 80 wt% solution in toluene, stabilized | [EINECS(EC#)]
203-447-1 | [Molecular Formula]
C3H3Br | [MDL Number]
MFCD00000241 | [Molecular Weight]
118.96 | [MOL File]
106-96-7.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow solution | [Melting point ]
-61°C | [Boiling point ]
97 °C
| [density ]
1.38 g/mL at 20 °C
| [refractive index ]
n20/D 1.494
| [Fp ]
65 °F
| [storage temp. ]
Refrigerator | [form ]
Liquid | [color ]
Colorless - Yellow | [Water Solubility ]
Miscible with ethanol, ether, benzene, carbon tetrachloride and chloroform. Immiscible with water. | [Sensitive ]
Light Sensitive | [BRN ]
605309 | [Exposure limits]
ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3) | [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]
106-96-7(EPA Substance) |
| Questions And Answer | Back Directory | [Uses]
Propargyl Bromide is used in the synthesis of betulonic acid-peptide conjugates with anti-inflammatory activity. Also used in the synthesis of PEG and peptide-grafted polyesters. |
| Safety Data | Back Directory | [Hazard Codes ]
F,T,C | [Risk Statements ]
R60:May impair fertility.
R61:May cause harm to the unborn child.
R20/21:Harmful by inhalation and in contact with skin .
R25:Toxic if swallowed.
R63:Possible risk of harm to the unborn child.
R36/37/38:Irritating to eyes, respiratory system and skin .
R11:Highly Flammable.
R67:Vapors may cause drowsiness and dizziness.
R65:Harmful: May cause lung damage if swallowed.
R48/20:Harmful: danger of serious damage to health by prolonged exposure through inhalation . | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use .
S16:Keep away from sources of ignition-No smoking .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label . | [RIDADR ]
UN 2345 3/PG 2
| [WGK Germany ]
3
| [RTECS ]
UK4375000 | [F ]
8 | [Hazard Note ]
Highly Flammable/Toxic/Corrosive | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29033990 | [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. | [Hazardous Substances Data]
106-96-7(Hazardous Substances Data) |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Propargyl alcohol-->2,3-Dibromopropene-->1,3-DIBROMO-1-PROPENE | [Preparation Products]
2-Allyl-4-hydroxy-3-methyl-2-cyclopenten-1-one-->2-AMINOPENT-4-YNENITRILE-->Terbinafine-->2,4,5-Trichlorophenyl-propynyl ether-->HALOPROGIN-->(+/-)-1,2-DIPHENYLETHYLENEDIAMINE-->NISTC10024187-->2,3-Dibromopropene-->1,3,5-Tris(bromomethyl)benzene-->pinazepam-->Mandipropamid-->1,2-Hexadien-5-yne-->alpha-cyclopropylstyrene-->1,3-Hexadien-5-yne.-->Benzonitrile, 3-(2-propynyloxy)- (9CI) |
| Hazard Information | Back Directory | [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(106-96-7) may decompose explosively with mild shock. | [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 this compound comes in contact with copper, high-copper alloys, mercury, or silver. | [Air & Water Reactions]
Highly flammable. Insoluble in water. | [Hazard]
Flammable, dangerous fire and explosion
risk. Irritant.
| [Health Hazard]
This material is very toxic via the oral route. If inhaled, may be harmful; contact may cause burns to skin and eyes. | [Fire Hazard]
This material 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 | [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 | [Preparation]
Add hydrogen bromide and solvent into the reaction flask, in the presence of CuBr and Cu catalyst, add propargyl alcohol dropwise with stirring, after the drop is completed, the temperature is slightly raised to react, and then post-processing, rectification to obtain bromopropane. alkyne. Reaction equation: CH≡C-CH2OH+HBr→CH≡C-CH2Br+H2O or the product can also be obtained by reacting propargyl alcohol with (PhO)3PBr2 in the presence of pyridine.
It is derived from the reaction of propargyl alcohol with phosphorus bromide. The propargyl alcohol was added to pyridine under cooling, and phosphorus tribromide was slowly added dropwise with stirring at -5°C, and the reaction temperature was maintained below 0°C. After the addition was completed, stirring was continued for 15 min. Then, vacuum distillation is performed to collect all the distillate, and fractional distillation is carried out again under normal pressure to obtain the finished product. Or add a small amount of pyridine to dry propargyl alcohol, add phosphorus tribromide and a small amount of pyridine solution dropwise at 0 °C under stirring, stir for 20 min after dropping, and distill under reduced pressure to obtain the product. Reaction equation: CH≡C-CH2OH+PBr3→CH≡C-CH2Br | [Synthesis Reference(s)]
Tetrahedron Letters, 4, p. 483, 1963 DOI: 10.1039/jr9630005127 | [Pharmacology]
Mode of action is considered
to be reaction with nucleophiles in living organisms. | [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. |
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