propargyl bromide
- Product Name
- propargyl bromide
- CAS No.
- 106-96-7
- Chemical Name
- propargyl bromide
- Synonyms
- 3-Bromoprop-1-yne;PROPARGYL BROMIDE;propargyl;PBR;3-BROMO-1-PROPYNE;G-BROMOALLYLENE;1-Brom-2-propin;3-bromo-1-propyn;propargyl bromide solution;DK460
- CBNumber
- CB3162370
- Molecular Formula
- C3H3Br
- Formula Weight
- 118.96
- MOL File
- 106-96-7.mol
propargyl bromide Property
- 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.
- 2-8°C
- solubility
- Chloroform, Methanol (Slightly)
- 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
- Propargyl bromide (106-96-7)
Safety
- 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
- F
- 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)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H301Toxic if swalloed
H304May be fatal if swallowed and enters airways
H314Causes severe skin burns and eye damage
H335May cause respiratory irritation
H373May cause damage to organs through prolonged or repeated exposure
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 530409
- Product name
- Propargyl bromide solution
- Purity
- 80 wt. % in xylene
- Packaging
- 50g
- Price
- $101
- Updated
- 2024/03/01
- Product number
- 530409
- Product name
- Propargyl bromide solution
- Purity
- 80 wt. % in xylene
- Packaging
- 125g
- Price
- $132.6
- Updated
- 2024/03/01
- Product number
- P0484
- Product name
- Propargyl Bromide (stabilized with MgO)
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $49
- Updated
- 2024/03/01
- Product number
- P0484
- Product name
- Propargyl Bromide (stabilized with MgO)
- Purity
- >97.0%(GC)
- Packaging
- 100g
- Price
- $141
- Updated
- 2024/03/01
- Product number
- A16580
- Product name
- Propargyl bromide, 80% in toluene, stab. with MgO
- Packaging
- 50ml
- Price
- $97
- Updated
- 2024/03/01
propargyl bromide Chemical Properties,Usage,Production
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
Propargyl bromide, 80% in toluene is used to prepare betulonic acid-peptide conjugates with anti-inflammatory activity and propargylic amines employed in enyne metathesis. It finds application in the propargylation of spiro ketones, allylic alcohols and enone complexes. In Barbier-type reaction, it reacts with aldehydes to give alkyne alcohols. It is actively involved in the synthesis of polyethylene glycol (PEG) and peptide-grafted polyesters.
Uses
Propargyl Bromide is used in the synthesis of betulonic acid-peptide conjugates with anti-inflammatory activity. It is also used in the synthesis of PEG and peptide-grafted polyesters and make propargylic amines employed in enyne metathesis. Additionally, It is Employed in the propargylation of spiro ketones, allylic alcohols, and enone complexes.
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
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.
propargyl bromide Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from propargyl bromide manufacturers
- Product
- 3-Bromopropyne 106-96-7
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 100 mt
- Release date
- 2024-11-19
- Product
- 3-Bromopropyne 106-96-7
- Price
- US $9.10/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 ton
- Release date
- 2024-08-14
- Product
- 3-Bromopropyne 106-96-7
- Price
- US $100.00/kg
- Min. Order
- 1kg
- Purity
- 99.9%
- Supply Ability
- 20tons
- Release date
- 2023-10-12