5,8-Dibromoquinoline

Base Information

• Chemical Name: 5,8-Dibromoquinoline
• CAS No.: 81278-86-6
• Molecular Formula: C9H5Br2N
• Molecular Weight: 286.953
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID00356135
• Nikkaji Number: J1.716.315I
• Wikidata: Q82135328
• Mol file: 81278-86-6.mol

Synonyms:5,8-dibromoquinoline;81278-86-6;Quinoline, 5,8-dibromo-;5,8-bis(bromanyl)quinoline;SCHEMBL196848;DTXSID00356135;LCSHATKNSDVDRY-UHFFFAOYSA-N;2,6-DICHLOROPYRIDINEN-OXIDE;BBL020680;MFCD04966994;STK893370;AKOS001476137;AB20865;AS-47131;CS-0131685;FT-0658655;EC-000.2322;EN300-254920;F12239;A840084;AN-584/42206213;Z1269177788

Chemical Property of 5,8-Dibromoquinoline

Chemical Property:

• Melting Point: 130 °C
• Boiling Point: 347.9±22.0 °C(Predicted)
• PKA: 1.24±0.29(Predicted)
• PSA: 12.89000
• Density: 1.923±0.06 g/cm3(Predicted)
• LogP: 3.75980
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 286.87682
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

5,8-Dibromoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2N=C1)Br)Br

Technology Process of 5,8-Dibromoquinoline

There total 3 articles about 5,8-Dibromoquinoline 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: 44.0%

quinoline (91-22-5) → 8-bromoquinoline (16567-18-3) + 5-bromoquinoline (4964-71-0) + 5,8-Dibromoquinoline (81278-86-6)

Guidance literature:

With N-Bromosuccinimide; In sulfuric acid; at 20 ℃; Product distribution; different reaction temperature;

DOI:10.1007/BF00479345

Reference yield:

quinoline (91-22-5) + sulfuric acid (7664-93-9) + bromine (7726-95-6) + silver sulfate → 8-bromoquinoline (16567-18-3) + 5-bromoquinoline (4964-71-0) + 5,8-Dibromoquinoline (81278-86-6)

Guidance literature:

Reference yield:

3-anilino-2-bromo-acrylaldehyde (58668-67-0) → quinoline (91-22-5) + 5,8-Dibromoquinoline (81278-86-6) + α-bromo-β-(2,4-dibromoanilino)acrolein (105688-65-1)

Guidance literature:

With aluminum tri-bromide; at 80 ℃; for 0.5h;

upstream raw materials:

quinoline

3-anilino-2-bromo-acrylaldehyde

sulfuric acid

bromine

Downstream raw materials:

5,8-Dibrom-6-nitro-chinolin

Pyridine-2,3-dicarboxylic acid

Refernces

• 1、 Todoriki, Reiko,Ono, Machiko,Tamura, Shinzo. "PREPARATION OF 3-SUBSTITUTED QUINOLINES. II. PREPARATION AND CYCLODEHYDRATION OF α-ALKYL- AND α-PHENYL-β-ARYLAMINOACROLEIN DERIVATIVES". . p. 755 - 769. Retrieved 2007/10/02.