2,4-Dibromopyridine

Base Information

• Chemical Name: 2,4-Dibromopyridine
• CAS No.: 58530-53-3
• Molecular Formula: C5H3Br2N
• Molecular Weight: 236.894
• Hs Code.: 2933399090
• European Community (EC) Number: 663-373-4
• DSSTox Substance ID: DTXSID60355745
• Nikkaji Number: J89.987I
• Wikidata: Q72464919
• Mol file: 58530-53-3.mol

Synonyms:2,4-dibromopyridine;58530-53-3;2,4-Dibromo-pyridine;Pyridine, 2,4-dibromo-;MFCD01859720;SCHEMBL4614;2,4-Dibromopyridine, 97%;DTXSID60355745;PCMMSLVJMKQWMQ-UHFFFAOYSA-N;BCP22110;BBL104273;CL0012;STK688513;AKOS002664731;CS-W002830;PB10210;PS-7639;AC-23012;SY017777;A8283;AM20070066;D3862;FT-0609993;EN300-86277;AC-907/25004342;W-203195

Chemical Property of 2,4-Dibromopyridine

Chemical Property:

• Appearance/Colour: light yellow needles
• Vapor Pressure: 0.0321mmHg at 25°C
• Melting Point: 38-40 °C
• Refractive Index: 1.607
• Boiling Point: 251.668 °C at 760 mmHg
• PKA: 0.17±0.10(Predicted)
• Flash Point: 106.005 °C
• PSA: 12.89000
• Density: 2.059 g/cm³
• LogP: 2.60660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Hygroscopic
• Solubility.: soluble in Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 236.86117
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dibromopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39-36-37-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1Br)Br

Technology Process of 2,4-Dibromopyridine

There total 11 articles about 2,4-Dibromopyridine 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: 90.0%

3-deazauracil (626-03-9,84719-31-3) → 2,4-dibromopyridine (58530-53-3) + 2,3,4-tribromopyridine (2402-91-7)

Guidance literature:

With phosphorus(V) oxybromide; at 125 ℃; for 4.5h;

DOI:10.3987/COM-07-11170

Reference yield: 80.0%

2,4-dibromopyridine N-oxide (117196-08-4) → 2,4-dibromopyridine (58530-53-3)

Guidance literature:

With Acetyl bromide; In acetic acid; at 130 ℃;

DOI:10.3987/COM-07-11170

Reference yield: 71.0%

2-bromo-4-nitropyridine N-oxide (52092-43-0) → 2,4-dibromopyridine (58530-53-3)

Guidance literature:

With Acetyl bromide; In acetic acid; at 130 ℃; for 16h;

DOI:10.3987/COM-07-11170

upstream raw materials:

3-deazauracil

2-bromo-4-aminopyridine

2,3-dibromopyridine

2,4-dichloropyridine

Downstream raw materials:

2,4-Diethoxypyridin

2-amino-4-bromopyridine

2-bromo-4-aminopyridine

2-bromopyridine-3-carboxaldehyde

Refernces

• 1、 Snegaroff, Katia,Nguyen, Tan Tai,Marquise, Nada,Halauko, Yury S.,Harford, Philip J.,Roisnel, Thierry,Matulis, Vadim E.,Ivashkevich, Oleg A.,Chevallier, Floris,Wheatley, Andrew E. H.,Gros, Philippe C.,Mongin, Florence. "Deprotonative metalation of chloro- and bromopyridines using amido-based bimetallic species and regioselectivity-computed CH acidity relationships". experimental part. p. 13284 - 13297. Retrieved 2012/02/03.
• 2、 Garcia-Lago, Ramon,Alonso-Gomez, Jose-Lorenzo,Sicre, Cristina,Cid, Maria-Magdalena. "Synthesis of 2,4-dibromopyridine and 4,4'-dibromo-2,2'-bipyridine. Efficient usage in selective bromine-substitution under palladium-catalysis". . p. 57 - 64. Retrieved 2008/09/20.