2-Chlorofluorene

Base Information

• Chemical Name: 2-Chlorofluorene
• CAS No.: 2523-44-6
• Molecular Formula: C13H9 Cl
• Molecular Weight: 200.667
• Hs Code.: 2903999090
• NSC Number: 97412
• UNII: 595GHW9NNV
• DSSTox Substance ID: DTXSID80179889
• Nikkaji Number: J308.129J
• Wikidata: Q72450372
• Mol file: 2523-44-6.mol

Synonyms:2-Chlorofluorene;2523-44-6;2-Chloro-9H-fluorene;9H-Fluorene, 2-chloro-;Fluorene, 2-chloro-;595GHW9NNV;Fluorene, 2-chloro- (8CI);NSC 97412;NSC-97412;AI3-01713;C13H9Cl;NSC97412;2-Chloro-9H-fluorene #;UNII-595GHW9NNV;SCHEMBL1921628;DTXSID80179889;MFCD00015480;AKOS015915005;AC-5814;AM84837;FT-0611952;A817726

Chemical Property of 2-Chlorofluorene

Chemical Property:

• Appearance/Colour: white crystal
• Vapor Pressure: 0.000265mmHg at 25°C
• Melting Point: 96-97°C
• Refractive Index: 1.6012 (estimate)
• Boiling Point: 333.4 °C at 760 mmHg
• Flash Point: 157.5 °C
• PSA: 0.00000
• Density: 1.251 g/cm³
• LogP: 3.91120
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 200.0392780
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

98%, ^*data from raw suppliers

2-Chloro-9H-fluorene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C3=C1C=C(C=C3)Cl
• Uses: 2-Chloro-9H-fluorene acts as a reagent for the synthesis and the antibacterial functions of N-alkyl and N-amylamidinohydrazones of acetophanones, benzophenones and 2-acylfluorenes.

Technology Process of 2-Chlorofluorene

There total 56 articles about 2-Chlorofluorene 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%

5-chloro-2-phenyl-benzyl chloride → 2-chloro-9H-fluorene (2523-44-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; Trimethylacetic acid; In tetrahydrofuran; at 25 ℃; for 18h; Glovebox; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0039-1690812

Reference yield: 90.0%

[2-(3-chlorobenzyl)phenyl]trimethylsilane → 2-chloro-9H-fluorene (2523-44-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; (R)-10-camphorsulfonic acid; tetrahydrothiophene gold(III) bromide; In methanol; chloroform; at 27 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacv6b10018

Reference yield: 90.0%

2-bromo-4,4’-dichloro-1,1’-biphenyl (179526-95-5) + diazomethyl-trimethyl-silane (18107-18-1) → 2-chloro-9H-fluorene (2523-44-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; potassium carbonate; In 1,4-dioxane; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acscatal.6b03562

upstream raw materials:

9H-fluorene

fluorene-2-diazonium ; chloride

acetic acid

2-aminofluorene

Downstream raw materials:

(7-Chloro-9H-fluoren-2-yl)-phenyl-methanone

(7-Chloro-9H-fluoren-2-yl)-phenyl-methanol

2-Chloro-7-(chloro-phenyl-methyl)-9H-fluorene

N-(7-chloro-fluoren-2-yl)-acetamide

Refernces

• 1、 Ball, Liam T.,Corrie, Tom J. A.,Cresswell, Alexander J.,Lloyd-Jones, Guy C.. "Kinetic Analysis of Domino Catalysis: A Case Study on Gold-Catalyzed Arylation". . p. 10420 - 10426. Retrieved 2020.
• 2、 Pan, Shulei,Zhang, Yanghui,Zhu, Qiongqiong. "Palladium-Catalyzed Coupling of Biphenyl-2-yl Trifluoromethanesulfonates with Dibromomethane to Access Fluorenes". . . Retrieved 2022/03/27.
• 3、 Fujihara, Tetsuaki,Tanji, Yutaka,Tsuji, Yasushi. "Palladium-catalyzed synthesis of fluorenes by intramolecular c(sp 2)-h activation at room temperature". . p. 805 - 808. Retrieved 2020/05/19.