1-Bromo-3,5-diphenylbenzene

Base Information

• Chemical Name: 1-Bromo-3,5-diphenylbenzene
• CAS No.: 103068-20-8
• Molecular Formula: C18H13Br
• Molecular Weight: 309.205
• Hs Code.: 2903999090
• European Community (EC) Number: 822-230-8
• DSSTox Substance ID: DTXSID80435159
• Nikkaji Number: J1.440.357D
• Wikidata: Q72455156
• Mol file: 103068-20-8.mol

Synonyms:103068-20-8;1-Bromo-3,5-diphenylbenzene;5'-Bromo-1,1':3',1''-terphenyl;1,1':3',1''-Terphenyl, 5'-bromo-;MFCD00196170;5'-bromo-[1,1':3',1'']terphenyl;5'-Bromo-m-terphenyl;3,5-diphenylbromobenzene;C18H13Br;SCHEMBL45718;1,3-diphenyl-5-broMobenzene;DTXSID80435159;IOPQERQQZZREDR-UHFFFAOYSA-N;AMY18569;BCP05442;(3,5-Diphenylphenyl) bromo benzene;3,5-DIPHENYL-1-BROMOBENZENE;AKOS015950842;CS-W002509;5'-bromo-[1,1';3',1'']terphenyl;AC-26879;AS-19014;SY032867;B4308;FT-0688730;A21236;2~5~-Bromo-1~1~,2~1~:2~3~,3~1~-terphenyl;5 inverted exclamation mark -Bromo-1,1 inverted exclamation mark :3 inverted exclamation mark ,1 inverted exclamation mark inverted exclamation mark -terphenyl

Chemical Property of 1-Bromo-3,5-diphenylbenzene

Chemical Property:

• Melting Point: 105-106℃
• Boiling Point: 401.13 °C at 760 mmHg
• Flash Point: 192.162 °C
• PSA: 0.00000
• Density: 1.309 g/cm³
• LogP: 5.78310
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 308.02006
• Heavy Atom Count: 19
• Complexity: 237

Purity/Quality:

99%Min ^*data from raw suppliers

5''-Bromo-1,1'':3'',1''''-terphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=CC(=C2)Br)C3=CC=CC=C3
• Uses: 1-Bromo-3,5-diphenylbenzene is used in the synthesis of Aromatic Dendrimers Bearing 2,4,6-Triphenyl-1,3,5-triazine Cores.

Technology Process of 1-Bromo-3,5-diphenylbenzene

There total 19 articles about 1-Bromo-3,5-diphenylbenzene 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: 99.0%

1,3-dibromo-5-iodobenzene (19752-57-9) + phenylboronic acid (98-80-6) → 3,5-dibromo-1,1′-biphenyl (16372-96-6) + 1-bromo-3,5-diphenylbenzene (103068-20-8)

Guidance literature:

With palladium diacetate; In ethanol; at 20 ℃; for 0.25h;

DOI:10.1002/aoc.5126

Reference yield: 85.0%

1,3,5-trisbromobenzene (626-39-1) + phenylboronic acid (98-80-6) → 1-bromo-3,5-diphenylbenzene (103068-20-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; toluene; for 24h; Reflux;

Reference yield: 85.0%

bromobenzene (108-86-1,52753-63-6) + 2,4,6-tribromoiodobenzene (21521-51-7) → 1-bromo-3,5-diphenylbenzene (103068-20-8)

Guidance literature:

bromobenzene; With magnesium; In tetrahydrofuran; for 1h; Inert atmosphere; Reflux;

2,4,6-tribromoiodobenzene; In tetrahydrofuran; at 20 ℃; for 17h; Inert atmosphere; Reflux;

DOI:10.1039/c6ob00089d

upstream raw materials:

2,4,6-tribromoiodobenzene

3,5-diphenylphenol

N'-phenyl-(1,1';3',1'-terphenyl)-5'-amine

1,3,5-trisbromobenzene

Downstream raw materials:

4-(tert-butyldimethylsilyloxy)-α-(3',5'-diphenyl)benzyl alcohol

2-bromo-9,10-bis-[1,1';3',1'']terphenyl-5'-yl-9,10-dihydro-anthracene-9,10-diol

2-([1,1':3′,1''-terphenyl]-5'-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

TPhTCz

Refernces

• 1、 Kehlbeck, Joanne D.,Dimise, Eric J.,Sparks, Sarah M.,Ferrara, Skylar,Tanski, Joseph M.,Anderson, Craig M.. "A practical and efficient synthesis of 5′-substituted m-terphenyls". . p. 1979 - 1983. Retrieved 2007.
• 2、 Matsumoto, Kaya,Hatano, Keiichiro,Umezawa, Naoki,Higuchi, Tsunehiko. "Synthesis of a new, bulky tetraarylphosphonium, a tetraarylborate, and their salt". . p. 2181 - 2185. Retrieved 2004.
• 3、 Cornaggia, Claudio,Gundala, Sivaji,Manoni, Francesco,Gopalasetty, Nagaraju,Connon, Stephen J.. "Catalytic formal cycloadditions between anhydrides and ketones: Excellent enantio and diastereocontrol, controllable decarboxylation and the formation of adjacent quaternary stereocentres". . p. 3040 - 3046. Retrieved 2016.
• 4、 Jung, Mina,Lee, Jaehyun,Jung, Hyocheol,Kang, Seokwoo,Wakamiya, Atsushi,Park, Jongwook. "Highly efficient pyrene blue emitters for OLEDs based on substitution position effect". . p. 42 - 49. Retrieved 2018.
• 5、 -. "METHOD OF PRODUCING HALOGEN COMPOUND". Paragraph 0052-0060; 0079-0081. . Retrieved 2021/05/07.
• 6、 Appa, Rama Moorhy,Prasad, S. Siva,Lakshmidevi, Jangam,Naidu, Bandameeda Ramesh,Narasimhulu, Manchala,Venkateswarlu, Katta. "Palladium-catalysed room-temperature Suzuki–Miyaura coupling in water extract of pomegranate ash, a bio-derived sustainable and renewable medium". . . Retrieved 2019/08/12.