4-Bromopyrene

Base Information

• Chemical Name: 4-Bromopyrene
• CAS No.: 1732-26-9
• Molecular Formula: C16H9Br
• Molecular Weight: 281.151
• Hs Code.: 29039990
• European Community (EC) Number: 633-995-0
• DSSTox Substance ID: DTXSID40169544
• Nikkaji Number: J660.733K
• Wikidata: Q83039261
• Mol file: 1732-26-9.mol

Synonyms:4-Bromopyrene;1732-26-9;Pyrene, 4-bromo-;4-Brompyren;4-Bromo-pyrene;Pyrene,4-bromo-;YSWG470;SCHEMBL308801;AR-H 1 4-BROMOPYRENE;DTXSID40169544;MFCD00029250;AKOS015835063;AS-56763;B2807;T70425

Chemical Property of 4-Bromopyrene

Chemical Property:

• Melting Point: 152 °C
• Boiling Point: 422.5 °C at 760 mmHg
• Flash Point: 209.4 °C
• PSA: 0.00000
• Density: 1.578 g/cm³
• LogP: 5.34650
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 279.98876
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Bromopyrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C=C(C4=CC=CC(=C43)C=C2)Br
• Uses: 4-Bromopyrene is an intermediate in the synthesis of Acepyrene (A130950), a novel constituent discovered that belongs to the pyrene class of the polycyclic aromatic hydrocarbons.

Technology Process of 4-Bromopyrene

There total 4 articles about 4-Bromopyrene 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: 58.0%

4-bromohexahydro-1,2,3,6,7,8-pyrene (1732-25-8) → 4-bromopyrene (1732-26-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; for 0.333333h; Heating / reflux;

Reference yield:

1,2,3,6,7,8-hexahydropyrene (1732-13-4) → 4-bromopyrene (1732-26-9)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine / acetic acid

2: dehydrogenation

With bromine; In acetic acid;

DOI:10.1002/jhet.5570180525

Reference yield:

pyrene (129-00-0) → 4-bromopyrene (1732-26-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium / pentan-1-ol

2: bromine / acetic acid

3: dehydrogenation

With bromine; sodium; In pentan-1-ol; acetic acid;

DOI:10.1002/jhet.5570180525

upstream raw materials:

4-bromohexahydro-1,2,3,6,7,8-pyrene

pyrene

1,2,3,6,7,8-hexahydropyrene

Downstream raw materials:

2-(4-pyrenyl)cyclohexanol

2-(4-pyrenyl)cyclohexanone

pyrene-1-carbaldehyde

4-methylpyrene

Refernces

• 1、 Lu, Qing,Kole, Goutam Kumar,Friedrich, Alexandra,Müller-Buschbaum, Klaus,Liu, Zhiqiang,Yu, Xiaoqiang,Marder, Todd B.. "Comparison Study of the Site-Effect on Regioisomeric Pyridyl-Pyrene Conjugates: Synthesis, Structures, and Photophysical Properties". . p. 4256 - 4266. Retrieved 2020/03/23.
• 2、 Karmakar, Saswata,Madsen, Andreas S.,Guenther, Dale C.,Gibbons, Bradley C.,Hrdlicka, Patrick J.. "Recognition of double-stranded DNA using energetically activated duplexes with interstrand zippers of 1-, 2- or 4-pyrenyl-functionalized O2′-alkylated RNA monomers". supporting information. p. 7758 - 7773. Retrieved 2015/01/09.