2-Bromo-9,9-dimethylfluorene

Base Information

• Chemical Name: 2-Bromo-9,9-dimethylfluorene
• CAS No.: 28320-31-2
• Molecular Formula: C15H13Br
• Molecular Weight: 273.172
• Hs Code.: 29049090
• European Community (EC) Number: 694-710-3
• DSSTox Substance ID: DTXSID50449349
• Nikkaji Number: J2.796.092H
• Wikidata: Q72454916
• Mol file: 28320-31-2.mol

Synonyms:2-Bromo-9,9-dimethylfluorene;28320-31-2;2-BROMO-9,9-DIMETHYL-9H-FLUORENE;9H-Fluorene, 2-bromo-9,9-dimethyl-;9,9-Dimethyl-2-bromofluorene;2-Bromo-9,9-dimethylfluorene, 97%;SCHEMBL24408;DTXSID50449349;MBHPOBSZPYEADG-UHFFFAOYSA-N;MFCD09261272;AKOS015835420;AC-4891;AS-2034;CS-W003603;OL10050;AM20040090;B3894;FT-0650166;A21222;EN300-332688;A847657;Q-101180

Chemical Property of 2-Bromo-9,9-dimethylfluorene

Chemical Property:

• Appearance/Colour: off kind of white crystallization
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 68 °C
• Refractive Index: 1.615
• Boiling Point: 352.9 °C at 760 mmHg
• Flash Point: 165.097 °C
• PSA: 0.00000
• Density: 1.346 g/cm³
• LogP: 4.75540
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 272.02006
• Heavy Atom Count: 16
• Complexity: 271

Purity/Quality:

99.5% ^*data from raw suppliers

2-Bromo-9,9-dimethylfluorene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=CC=CC=C2C3=C1C=C(C=C3)Br)C
• Uses: 2-Bromo-9,9-dimethylfluorene can be used as a conducting polymer in the fabrication of a variety of devices which include photoelectronic devices, organic light emitting diodes (OLEDs) and organic solar cells (OSCs).

Technology Process of 2-Bromo-9,9-dimethylfluorene

There total 4 articles about 2-Bromo-9,9-dimethylfluorene 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%

2-bromo-9H-fluorene (1133-80-8) + methyl iodide (74-88-4) → 2-bromo-9,9-dimethyl-9H-fluorene (28320-31-2)

Guidance literature:

2-bromo-9H-fluorene; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.166667h;

methyl iodide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/jo100158a

Reference yield: 90.0%

9,9-dimethyl-9H-fluorene (4569-45-3) → 2-bromo-9,9-dimethyl-9H-fluorene (28320-31-2)

Guidance literature:

With sodium bromate; hydrogen bromide; trimethylbenzylammonium bromide; In dichloromethane; water; at 10 - 20 ℃; for 1.5h; under 760.051 Torr;

Reference yield: 67.0%

C15H17Br → 2-bromo-9,9-dimethyl-9H-fluorene (28320-31-2)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene;

DOI:10.1126/science.aar8238

upstream raw materials:

9,9-dimethyl-9H-fluorene

2-bromo-9H-fluorene

methyl iodide

Downstream raw materials:

9,10-bis(9,9-dimethylfluorene-2-yl)-2-bromo-9,10-dihydroanthracene-9,10-diol

2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-2'-bromo-5,5'-bisthiophene

2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-5,5'-bithiophene-2' boronic acid pinacol ester

4-[2-(N,N-bis-(9,9-dimethylfluoren-2-yl)-4-aminophenyl)-5,5'-bisthiophene-2']phthalonitrile

Refernces

• 1、 Xiao, Lixin,Lan, Hsinglin,Kido, Junji. "Highly efficient electron-transporting phenanthroline derivatives for electroluminescent devices". . p. 802 - 803. Retrieved 2007.
• 2、 Ludwig, Jacob R.,Watson, Rebecca B.,Nasrallah, Daniel J.,Gianino, Joseph B.,Zimmerman, Paul M.,Wiscons, Ren A.,Schindler, Corinna S.. "Interrupted carbonyl-olefin metathesis via oxygen atom transfer". . p. 1363 - 1369. Retrieved 2018.
• 3、 Sudhakar, Madhusoodhanan,Djurovich, Peter I.,Hogen-Esch, Thieo E.,Thompson, Mark E.. "Phosphorescence quenching by conjugated polymers". . p. 7796 - 7797. Retrieved 2003.
• 4、 -. "Fluorene derivative with AIE characteristic, preparation method and application". Paragraph 0015. . Retrieved 2021/09/04.
• 5、 Wang, Jialin,Zhang, Heng,Wu, Bingxue,Wang, Zhihui,Sun, Zhe,Xue, Song,Wu, Yongzhen,Hagfeldt, Anders,Liang, Mao. "Indeno[1,2-b]carbazole as Methoxy-Free Donor Group: Constructing Efficient and Stable Hole-Transporting Materials for Perovskite Solar Cells". supporting information. p. 15721 - 15725. Retrieved 2019/10/28.