2,5-Dibromonicotinaldehyde

Base Information

• Chemical Name: 2,5-Dibromonicotinaldehyde
• CAS No.: 852181-11-4
• Molecular Formula: C₆H₃Br₂NO
• Molecular Weight: 264.904
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60427613
• Nikkaji Number: J2.869.501B
• Wikidata: Q72464658
• Mol file: 852181-11-4.mol

Synonyms:2,5-Dibromonicotinaldehyde;852181-11-4;2,5-dibromopyridine-3-carbaldehyde;SCHEMBL15052994;DTXSID60427613;HBMNFJYZMBEHNY-UHFFFAOYSA-N;2,5-dibromo-pyridine-3-carbaldehyde;MFCD07368560;2,5-dibromo-3-pyridinecarboxaldehyde;AKOS015966286;FD10640;2,5-bis(bromanyl)pyridine-3-carbaldehyde;CS-0195780;EN300-712941;A841262

Chemical Property of 2,5-Dibromonicotinaldehyde

Chemical Property:

• Vapor Pressure: 0.000994mmHg at 25°C
• Melting Point: 76 °C
• Refractive Index: 1.654
• Boiling Point: 302.4 °C at 760 mmHg
• Flash Point: 136.7 °C
• PSA: 29.96000
• Density: 2.09 g/cm³
• LogP: 2.41910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 264.85609
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

97% ^*data from raw suppliers

2,5-Dibromonicotinaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1C=O)Br)Br

Technology Process of 2,5-Dibromonicotinaldehyde

There total 3 articles about 2,5-Dibromonicotinaldehyde 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: 51.0%

2,3,5-tribromopyridine (75806-85-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,5-dibromopyridine-3-carbaldehyde (852181-11-4)

Guidance literature:

2,3,5-tribromopyridine; With n-butyllithium; In diethyl ether; at -78 ℃; for 1.5h;

N,N-dimethyl-formamide; In diethyl ether; at -78 - 20 ℃;

DOI:10.1055/s-0030-1258147

Reference yield:

2,5-dibromo-3-(dibromomethyl)pyridine → 2,5-dibromopyridine-3-carbaldehyde (852181-11-4)

Guidance literature:

With silver nitrate; In ethanol; water; for 16h; Reflux;

Reference yield:

2,5-dibromo-3-methylpyridine (3430-18-0,141315-43-7) → 2,5-dibromopyridine-3-carbaldehyde (852181-11-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 12 h / Reflux

2: silver nitrate / water; ethanol / 16 h / Reflux

With N-Bromosuccinimide; silver nitrate; dibenzoyl peroxide; In tetrachloromethane; ethanol; water;

upstream raw materials:

2,3,5-tribromopyridine

N,N-dimethyl-formamide

2,5-dibromo-3-methylpyridine

Downstream raw materials:

2,5-dibromo-3-difluoromethyl-pyridine