Propargyl bromide, 97%, 80% w/w in toluene, stab. with magnesium oxide, Thermo Scientific Chemicals
Propargyl bromide, 97%, 80% w/w in toluene, stab. with magnesium oxide, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Propargyl bromide, 97%, 80% w/w in toluene, stab. with magnesium oxide, Thermo Scientific Chemicals

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Catalog number L10595.22
also known as L10595-22
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Propargyl bromide, 97%, 80% w/w in toluene, stab. with magnesium oxide, Thermo Scientific Chemicals
Catalog numberL10595.22
Price (USD)/ Each
107.65
Special Offer
Online exclusive
Ends: 31-Dec-2024
127.00 
Save 19.35 (15%)
-
Add to cart
Chemical Identifiers
CAS106-96-7
IUPAC Name3-bromoprop-1-yne
Molecular FormulaC3H3Br
InChI KeyYORCIIVHUBAYBQ-UHFFFAOYSA-N
SMILESBrCC#C
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)Clear or hazy colorless to yellow
Assay (Titration ex Bromide)≥73.0 to ≤87.0% w/w product in toluene
FormLiquid
Assay (GC)≥96.0% (Excluding solvent)
StabilizerMagnesium oxide, MgO
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Propargyl bromide is used as an alkylating agent as well as an intermediate for the synthesis of organic compounds, agrochemicals and pharmaceuticals. It reacts with magnesium in presence of ether to get a Grignard reagent namely allenylmagnesium bromide, which on further reaction with propargyl bromide prepares bis-allene 1,2,4,5-hexatetraene. Also, used as metal brightening agents, corrosion inhibitor and soil fumigant.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Propargyl bromide is used as an alkylating agent as well as an intermediate for the synthesis of organic compounds, agrochemicals and pharmaceuticals. It reacts with magnesium in presence of ether to get a Grignard reagent namely allenylmagnesium bromide, which on further reaction with propargyl bromide prepares bis-allene 1,2,4,5-hexatetraene. Also, used as metal brightening agents, corrosion inhibitor and soil fumigant.

Solubility
Miscible with ethanol, ether, benzene, carbon tetrachloride and chloroform. Immiscible with water.

Notes
Light sensitive. Store in a cool place. Incompatible withbases, strong oxidizing agents, copper, peroxides, silver, silver oxides, mercury and mercury oxides.
WARNING: Reproductive Harm - www.P65Warnings.ca.gov
RUO – Research Use Only

General References:

  1. With Mg in ether, generates allenylmagnesium bromide which can be coupled with a further molecule of propargyl bromide to give the bis-allene 1,2,4,5-hexatetraene: Org. Synth. Coll., 7, 485 (1990). Diels-Alder reaction of the product with Dimethyl acetyl enedicarboxyl ate, A11437 leads to a para-cyclophane.
  2. Barbier-type reaction with aldehydes in aqueous THF gives the secondary alcohols in moderate to good yields: Synth. Commun., 25, 2923 (1995); partial rearrangement to the allene could occur; cf Allyl bromide, A11766, for similar reactions. For reaction with aldehydes in the presence of Zn in THF, and transformation of the resulting secondary alcohols into pyruvate esters, see: J. Chem. Chem. Commun ., 1289 (1991).
  3. For conversion to dimethyl-2-propynylsulfonium bromide and condensation with 2,4-pentanedione and other active methylene compounds in a versatile, high-yield synthesis of substituted furans, see: J. Chem. Soc., Perkin 1, 65 (1973); Org. Synth. Coll ., 6, 31 (1988).
  4. For diastereoselective propargylation of ɑ -alkoxy aldehydes and application in the synthesis of oxygenated acyclic natural products, see: J. Org. Chem., 60, 3257 (1995).
  5. Zhou, C.; Gao, Y.; Chen, D. Investigation of pyridine/propargyl bromide reaction and strong fluorescence enhancements of the resultant poly (propargyl pyridinium bromide). J. Phys. Chem. B 2012, 116 (37), 11552-11559.
  6. Musalova, M. V.; Musalov, M. V.; Potapov, V. A.; Amosova, S. V. Selective synthesis of allenyl aryl tellurides from diaryl ditellurides and propargyl bromide. Russ. J. Org. Chem. 2012, 48 (12), 1569-1570.