9-Bromophenanthrene

Base Information

• Chemical Name: 9-Bromophenanthrene
• CAS No.: 573-17-1
• Molecular Formula: C14H9Br
• Molecular Weight: 257.129
• Hs Code.: 29036990
• European Community (EC) Number: 209-351-6
• NSC Number: 400708
• UNII: N4XAW27Z35
• DSSTox Substance ID: DTXSID4049321
• Nikkaji Number: J69.557B
• ChEMBL ID: CHEMBL3188808
• Mol file: 573-17-1.mol

Synonyms:9-Bromophenanthrene;573-17-1;PHENANTHRENE, 9-BROMO-;9-Phenanthryl bromide;9-Phenathryl bromide;9-Bromo-phenanthrene;EINECS 209-351-6;MFCD00001174;NSC 400708;BRN 1869927;AI3-03652;N4XAW27Z35;DTXSID4049321;NSC-400708;9-Bromphenanthren;9-bromophenathrene;9-bromanylphenanthrene;Brc1cc2ccccc2c3ccccc13;9-Bromophenanthrene, 96%;UNII-N4XAW27Z35;SCHEMBL184768;CHEMBL3188808;DTXCID9029277;Tox21_202933;NSC400708;AKOS005137885;AC-1653;CS-W012551;OL10156;SB66961;NCGC00260479-01;CAS-573-17-1;DS-18399;SY033186;LS-102608;B0838;FT-0621632;EN300-243226;A831390;W-105473

Chemical Property of 9-Bromophenanthrene

Chemical Property:

• Appearance/Colour: yellow cystalline powder
• Melting Point: 60-64 °C(lit.)
• Refractive Index: 1.6404 (estimate)
• Boiling Point: 389.7 °C at 760 mmHg
• Flash Point: 190.3 °C
• PSA: 0.00000
• Density: 1.479 g/cm³
• LogP: 4.75550
• Storage Temp.: Store below +30°C.
• Solubility.: chloroform: 50 mg/mL, clear
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 255.98876
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

9-Bromophenanthrene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C3=CC=CC=C23)Br
• Uses: 9-Bromophenanthrene is used as halogenated building block. Isotope labelled 9-Bromophenanthrene (B687200), a halogenated polycyclic aromatic hydrocarbon that has been seen to have a room temperature phosphorescence that can be induced by β-cyclodextrin (β-CD) in the presence of cyclohexane; however, trace Fe(III) causes a decrease of the RTP emission.

Technology Process of 9-Bromophenanthrene

There total 22 articles about 9-Bromophenanthrene 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: 97.0%

phenanthrene (85-01-8) → 9-bromophenanthrene (573-17-1)

Guidance literature:

With aluminum oxide; copper(ll) bromide; In chlorobenzene; at 80 ℃; for 2h;

DOI:10.1021/ol035147k

Reference yield: 36.0%

phenanthrene (85-01-8) → 9-bromophenanthrene (573-17-1) + 9,10-dibromo-9,10-dihydrophenanthrene

Guidance literature:

With bromine; In Hexadecane; for 480h; Cooling;

DOI:10.1021/ol801327n

Reference yield: 18.0%

9-iodo-phenanthrene (17024-12-3) → 9-bromophenanthrene (573-17-1)

Guidance literature:

In tetrahydrofuran; at 25 ℃; for 60h;

DOI:10.1039/c3sc52054d

upstream raw materials:

tetrachloromethane

N-Bromosuccinimide

phenanthrene

9,10-dibromo-9,10-dihydro-phenanthrene

Downstream raw materials:

9-phenoxyphenanthrene

Phenanthrene-9-carboxaldehyde

Hydroxy-phenanthren-9-yl-phenyl-acetic acid methyl ester

9-Aminophenanthrene

Refernces

• 1、 -. "Preparation method of 9-hydroxyphenanthrene". Paragraph 0045-0046; 0049-0050. . Retrieved 2021/08/07.
• 2、 Murai, Masahito,Ogita, Takuya,Takai, Kazuhiko. "Regioselective arene homologation through rhenium-catalyzed deoxygenative aromatization of 7-oxabicyclo[2.2.1]hepta-2,5-dienes". supporting information. p. 2332 - 2335. Retrieved 2019/02/27.