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Allyl bromide

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Allyl bromide manufacturers

  • Allyl bromide
  • Allyl bromide pictures
  • $5.00
  • 2026-10-13
  • CAS:106-95-6
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 500mt/year
  • Allyl bromide
  • Allyl bromide pictures
  • $100.00
  • 2026-09-02
  • CAS:106-95-6
  • Min. Order: 1KG
  • Purity: 99%

Related articles

  • Application of Allyl bromide
  • Allyl bromide is used as an alkylating agent in the synthesis of pharmaceuticals, polymers, adhesives, perfumes, biochemicals ....
  • Nov 6,2019
Allyl bromide Basic information
Product Name:Allyl bromide
Synonyms:BROMALLYLENE;2-PROPENYL BROMIDE;ALLYL BROMIDE;3-BROMOPROPYLENE;CH2=CHCH2Br;Propene, 3-bromo-;Propene,3-bromo-;ALLYL BROMIDE, REAGENTPLUS, 99%
CAS:106-95-6
MF:C3H5Br
MW:120.98
EINECS:203-446-6
Product Categories:omega-Unsaturated Halides;Biochemistry;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;Reagents for Oligosaccharide Synthesis;Pharmaceutical Intermediates;bc0001
Mol File:106-95-6.mol
Allyl bromide Structure
Allyl bromide Chemical Properties
Melting point -119 °C
Boiling point 70-71 °C(lit.)
density 1.398 g/mL at 25 °C(lit.)
vapor density 4.2 (vs air)
vapor pressure 18.66kPa at 25℃
refractive index n20/D 1.469(lit.)
Fp 28 °F
storage temp. 2-8°C
solubility Chloroform (Soluble)
form Liquid
color Clear colorless to slightly colored
Specific Gravity1.398
Odorunpleasant
explosive limit4.3-7.3%(V)
Water Solubility insoluble
Sensitive Light Sensitive
Merck 14,288
BRN 605308
Henry's Law Constant1.7×10-3 mol/(m3Pa) at 25℃, Yaws (2003)
Exposure limitsACGIH: TWA 0.1 ppm; STEL 0.2 ppm (Skin)
Dielectric constant7.0
Stability:Stable. Flammable. Incompatible with strong oxidizing agents.
InChI1S/C3H5Br/c1-2-3-4/h2H,1,3H2
InChIKeyBHELZAPQIKSEDF-UHFFFAOYSA-N
SMILESBrCC=C
LogP1.79
CAS DataBase Reference106-95-6(CAS DataBase Reference)
NIST Chemistry Reference1-Propene, 3-bromo-(106-95-6)
EPA Substance Registry System3-Bromopropene (106-95-6)
Safety Information
Hazard Codes F,T,N
Risk Statements 11-23/25-34-50-25-46-45
Safety Statements 16-26-36/37/39-45-60-61-53
RIDADR UN 1099
WGK Germany 2
RTECS UC7090000
F 8-19
Autoignition Temperature554 °F
TSCA TSCA listed
HazardClass 3
PackingGroup I
HS Code 29033036
Storage Class3 - Flammable liquids
Hazard ClassificationsAcute Tox. 3 Inhalation
Acute Tox. 3 Oral
Aquatic Acute 1
Carc. 1B
Eye Dam. 1
Flam. Liq. 2
Muta. 1B
Skin Corr. 1B
Hazardous Substances Data106-95-6(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 120 mg/kg
MSDS Information
ProviderLanguage
3-Bromopropene English
SigmaAldrich English
ACROS English
ALFA English
Allyl bromide Usage And Synthesis
Chemical PropertiesAllyl bromide is a flammable liquid with an intense, acrid, persistent smell. It is insoluble in water but in alcohol, aether, acetone, carbon tetrachloride, and chloroform. Allyl bromide is used to synthesize other allyl compounds, to synthesize dyestuff and spice, and as a curative in the medicine industry. Allyl bromide has a very high mobility in soil. It is also used as a soil fumigant and as a contact poison. Allyl bromide induces unscheduled DNA synthesis in HeLa cells.
UsesAllyl bromide is used as an alkylating agent in the synthesis of pharmaceuticals, polymers, adhesives, perfumes, biochemicals and other allylic compounds. It is used as precursor for the preparation of allyliczinc bromide by reacting it with zinc. It is also used in the preparation of allylethers like allyl decyl ether, allyl benzyl ether and allyl geranyl ether. It is also used in the preparation of R enantiomer of allyl phenyl carbinol (APC) such as 1-phenyl-3-butene, which is a valuable intermediate for drugs and agro-chemicals.
ApplicationAllyl bromide can be used as a reagent to prepare:
Allyl ketones by Barbier-type allylation of various nitriles in the presence of Lewis acid.
Homoallylic alcohols by reacting with aldehydes or ketones using zinc dust as a catalyst.
1,5-hexadiene by reductive C-C bond coupling using silver hydride cluster.
General DescriptionAllyl bromide appears as a clear colorless to light yellow liquid with an irritating unpleasant odor. Flash point 30 °F. Irritates eyes, skin, and respiratory system. Toxic by skin absorption. Denser than water and slightly soluble in water.
Air & Water ReactionsHighly flammable. Slightly soluble in water.
Reactivity ProfileAllyl bromide decomposes upon heating and exposure to light, forming HBr (a strong reducing agent). Reacts violently with oxidizing agents. Can react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions.
HazardStrong irritant to skin and eyes, flammable, high fire risk. Upper respiratory tract irritant. Ques- tionable carcinogen.
Health HazardExposures to allyl bromide cause severe eye and skin burns, irritation to the eyes, skin, and respiratory system. It is harmful when absorbed through the skin or inhaled in the workplace. Laboratory rats exposed for a prolonged period of time developed symptoms of poisoning, such as excessive salivation in a small number of animals, and severe gastric irritation. Vapors of allyl bromide may cause dizziness or suffocation, headache, coughing, and distressed breathing.
Safety ProfilePoison by ingestion and intraperitoneal routes. Mdly toxic by inhalation. Human mutation data reported. See also ALLYL CHLORIDE and ALLYL COMPOUNDS. Dangerous fire and explosion hazard when exposed to heat, flame, or oxidizers. When heated to decomposition it emits toxic fumes of Br-. To fight fire, use alcohol foam, water spray or mist, CO2, dry chemical
SynthesisAllyl alcohol was synthesized from glycerol and formic acid under inert atmosphere, hydrolysed with NaOH and fractionally distilled to yield the 73% allyl alcohol water azeotrope. This was then reacted with 48% hydrobromic acid and sulfuric acid and the allyl bromide distilled as per the conventional method. It was then redistilled with 3A molecular sieves drying agent to yield the final product which is stored over additional 3A molecular sieves.
storageAllyl bromide should be stored separate from oxidizing materials and alkalis in a cool, dry, well-ventilated location in tightly closed containers.
ShippingUN1099 Allyl bromide, Hazard Class: 3; Labels: 3-Flammable liquid, 6.1-Poisonous materials
Purification MethodsWash the bromide with NaHCO3 solution then distilled water, dry (CaCl2 or MgSO4), and fractionally distil. Protect it from strong light.
IncompatibilitiesVapor may form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Heat or light exposure may cause decomposition and corrosive vapors.
Waste DisposalIn accordance with 40CFR 165 recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.
PrecautionsWorkers should wear positive pressure self-contained breathing apparatus (SCBA), goggles and a face shield, protective clothing for high concentrations of vapor, chemical protective clothing that is specifi cally recommended by the manufacturer to avoid poisoning. Workers should be careful as allyl bromide reacts with oxidizing materials and alkalis.
References[1] BRINDABAN C. RANU Asish R D Adinath Majee. Facile and efficient synthesis of homoallylic alcohols using allyl bromide and commercial zinc dust[J]. Tetrahedron Letters, 1995, 36 27: Pages 4885-4888. DOI:10.1016/0040-4039(95)00877-F.
[2] GEORGE N. KHAIRALLAH DR. Richard A J O Prof. Gas-Phase Synthesis of [Ag4H]+ and Its Mediation of the CC Coupling of Allyl Bromide[J]. Angewandte Chemie International Edition, 2005, 44 5: 728-731. DOI:10.1002/anie.200461328.
[3] JAKUB WRCZYCKI. Anionic Copolymerization of Styrene Sulfide with Elemental Sulfur (S8).[C]//13 11. 2020. DOI:10.3390/ma13112597.
[4] KAZUHIKO TAKAI Yoshito I. Indium-Catalyzed Reduction of Allyl Bromide with Gallium or Aluminum. Formation of Allylgallium and Allylaluminum Sesquibromides[J]. Organic Letters, 2002, 4 10: 1727-1729. DOI:10.1021/ol025784v.
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