5,8-Dibromoisoquinoline

Base Information

• Chemical Name: 5,8-Dibromoisoquinoline
• CAS No.: 81045-39-8
• Molecular Formula: C9H5Br2N
• Molecular Weight: 286.953
• Hs Code.: 2933499090
• European Community (EC) Number: 687-940-0
• NSC Number: 114747
• DSSTox Substance ID: DTXSID40297215
• Nikkaji Number: J1.485.634J
• Wikidata: Q72464483
• ChEMBL ID: CHEMBL2130516
• Mol file: 81045-39-8.mol

Synonyms:5,8-Dibromoisoquinoline;NSC 114747;

Chemical Property of 5,8-Dibromoisoquinoline

Chemical Property:

• Vapor Pressure: 3.71E-05mmHg at 25°C
• Refractive Index: 1.698
• Boiling Point: 363.7 ºC at 760 mmHg
• PKA: 3.65±0.36(Predicted)
• Flash Point: 173.7 ºC
• PSA: 12.89000
• Density: 1.923 g/cm³
• LogP: 3.75980
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.5
• 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%,99%, ^*data from raw suppliers

5,8-Dibromoisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C=NC=CC2=C1Br)Br

Technology Process of 5,8-Dibromoisoquinoline

There total 2 articles about 5,8-Dibromoisoquinoline 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: 59.0%

isoquinoline (119-65-3) → 5-bromoisoquinoline (34784-04-8) + 5,8-dibromoisoquinoline (81045-39-8)

Guidance literature:

With bromine; aluminum tri-bromide; at 90 - 100 ℃; for 1h; Yields of byproduct given;

DOI:10.1002/hlca.19850680704

Reference yield:

isoquinoline (119-65-3) → 5-bromoisoquinoline (34784-04-8) + 8-bromo-isoquinoline (63927-22-0) + 5,8-dibromoisoquinoline (81045-39-8)

Guidance literature:

With N-Bromosuccinimide; sulfuric acid; at 20 ℃; Further Variations:; Reagents; Temperatures; Product distribution;

DOI:10.1055/s-2002-19314

Reference yield: 75.0%

dimethyl 5-(pinacolboryl)isophthalate (944392-68-1) + 5,8-dibromoisoquinoline (81045-39-8) → C29H23NO8

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In 1,4-dioxane; for 72h; Inert atmosphere; Reflux;

DOI:10.1039/c5ta05481h

upstream raw materials:

isoquinoline

Downstream raw materials:

(+)-(10bR)-1,2,3,5,6,10b-Hexahydropyrrolo-<2,1-a>isoquinoline

1,2,3,4-tetrahydro-1-(2-phenetyl)isoquinoline

2-(2-fluoro-phenyl)-4-[8-(1-methyl-1H-pyrazol-4-yl)-isoquinolin-5-yl]-[1,8]naphthyridine

Refernces

• 1、 Brown,Gouliaev. "Bromination of isoquinoline, quinoline, quinazoline and quinoxaline in strong acid". . p. 83 - 86. Retrieved 2007/10/03.