Monopyridin-1-ium tribromide

Base Information

• Chemical Name: Monopyridin-1-ium tribromide
• CAS No.: 39416-48-3
• Molecular Formula: C5H6Br3N
• Molecular Weight: 319.821
• Hs Code.: 2933.31
• DSSTox Substance ID: DTXSID80885771
• Mol file: 39416-48-3.mol

Synonyms:Monopyridin-1-ium tribromide;Pyridine hydrobromide perbromide;pyridinium hydrobromide perbromide;MFCD00013223;Pyridinium bromide perbromide, tech.;Monopyridin-1-iumtribromide;DTXSID80885771;NSBNSZAXNUGWDJ-UHFFFAOYSA-O;AKOS016009291;AS-11339;P0825;Pyridinium tribromide, technical grade, 90%

Chemical Property of Monopyridin-1-ium tribromide

Chemical Property:

• Appearance/Colour: red crystals
• Melting Point: 127-133 °C
• Refractive Index: 1.6800 (estimate)
• Boiling Point: 115.3 °C at 760 mmHg
• Flash Point: 20 °C
• PSA: 14.14000
• Density: 2.9569 (rough estimate)
• LogP: -0.80410
• Storage Temp.: 2-8°C
• Sensitive.: Lachrymatory
• Solubility.: soluble in Methanol
• Water Solubility.: decomposes
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 318.80299
• Heavy Atom Count: 9
• Complexity: 30.9

Purity/Quality:

99% ^*data from raw suppliers

Pyridinium Tribromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi
• Hazard Codes: C,Xi
• Statements: 37/38-34-36
• Safety Statements: 26-36/37/39-45-24/25-27

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=[NH+]C=C1.Br[Br-]Br
• Uses: Pyridinium Tribromide is a reagent used in the α-thiocyanation of ketones and has also been applied to the synthesis of β-adrenergic blocking agents (also known as β-blockers) for patients with heart failure. In small-scale brominations, where it is much more convenient and agreeable to measure and use than elemental bromine. Pyridine hydrobromide perbromide is used as a brominating reagent in alfa-bromination and alfa-thiocyanation of ketones, phenols, unsaturated and aromatic ethers. It is used as a raw material in the preparation of beta-adrenergic blocking agents. Furthermore, it is used as an analytical reagent.

Technology Process of Monopyridin-1-ium tribromide

There total 64 articles about Monopyridin-1-ium tribromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 20.0%

pyridine (110-86-1) → pyridinium hydrobromide perbromide (39416-48-3,91113-93-8)

Guidance literature:

With hydrogen bromide; bromine; In water; at 0 ℃;

DOI:10.1016/j.tetlet.2011.02.056

Reference yield:

C7H7ClO*C5H5N*Br3H → 2-Chlorobenzyl alcohol (17849-38-6) + pyridinium hydrobromide perbromide (39416-48-3,91113-93-8)

Guidance literature:

In acetic acid; at 19.9 ℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS, ΔG, var. temp.;

Reference yield:

C7H8O*C5H5N*Br3H → pyridinium hydrobromide perbromide (39416-48-3,91113-93-8) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

In acetic acid; at 19.9 ℃; Equilibrium constant; Thermodynamic data; ΔH, ΔS, ΔG, var. temp.;

upstream raw materials:

Pyridine hydrobromide

Downstream raw materials:

3,3-Dibromo-1,3-dihydro-2H-pyrrolo[2,3-b]-pyridin-2-one

Refernces

• 1、 Dey, Madhudeepa,Dey, Rupa R.,Dhar, Siddhartha S.. "Sodium hypochlorite-promoted novel synthesis of organic ammonium tribromides and application of phenanthroline hydrotribromide in chemoselective oxidation of organic sulfides by hydrogen peroxide". supporting information. p. 631 - 633. Retrieved 2014/05/20.
• 2、 Lakouraj, Moslem M.,Ghodrati, Keivan. "Carboxy pyridinium bromide perbromide reagents, part I: Selective oxidation of thiols and sulfides". experimental part. p. 1432 - 1439. Retrieved 2009/05/07.