9H-Fluoren-9-one, 2-chloro-

Base Information

• Chemical Name: 9H-Fluoren-9-one, 2-chloro-
• CAS No.: 3096-47-7
• Molecular Formula: C13H7 Cl O
• Molecular Weight: 214.651
• NSC Number: 107566
• DSSTox Substance ID: DTXSID10184941
• Nikkaji Number: J1.038.074J
• Wikidata: Q83055884
• Mol file: 3096-47-7.mol

Synonyms:3096-47-7;2-CHLORO-9H-FLUOREN-9-ONE;9H-Fluoren-9-one, 2-chloro-;2-chloro-9-fluorenone;2-chlorofluoren-9-one;Fluoren-9-one, 2-chloro-;2-Chlorfluorenon;NSC107566;2--Chloro-9-fluorenone;C13H7ClO;SCHEMBL301388;2-Chloro-9H-fluorene-9-one;DTXSID10184941;NSC 107566;NSC-107566;CS-0112491

Chemical Property of 9H-Fluoren-9-one, 2-chloro-

Chemical Property:

• Vapor Pressure: 7.34E-06mmHg at 25°C
• Melting Point: 125.5°C
• Refractive Index: 1.5260 (estimate)
• Boiling Point: 376.3°C at 760 mmHg
• Flash Point: 184.4°C
• PSA: 17.07000
• Density: 1.369g/cm³
• LogP: 3.55140
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 214.0185425
• Heavy Atom Count: 15
• Complexity: 276

Purity/Quality:

99%, ^*data from raw suppliers

2-CHLORO-9-FLUORENONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(C2=O)C=C(C=C3)Cl
• Uses: 2-Chloro-9-fluorenone is a mutagenic agent towards Salmonella typhimurium.

Technology Process of 9H-Fluoren-9-one, 2-chloro-

There total 9 articles about 9H-Fluoren-9-one, 2-chloro- 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: 54.0%

4′-chloro-1,1′-biphenyl-2yl-carbonitrile (89346-58-7) → 2-chloro-9H-fluoren-9-one (3096-47-7)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); water; silver trifluoroacetate; In N,N-dimethyl acetamide; trifluoroacetic acid; at 140 ℃; for 72h; Glovebox; Inert atmosphere;

DOI:10.1021/ol401063w

Reference yield: 27.8%

4-chloro-5-methyl-pyrimidine (51957-32-5) + 2',5-dichloro-2-iodobenzophenone (76049-50-8) → 2-chloro-9H-fluoren-9-one (3096-47-7) + 5,5'-Dimethyl-4,4'-bipyrimidinyl (87999-62-0) + 2',5-Dichloro-2-(5-methyl-4-pyrimidinyl)benzophenone (87999-60-8) + 2,2'-Bis(o-chlorobenzoyl)-4,4'-dichlorobiphenyl (87999-61-9)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; In N,N-dimethyl-formamide; at 40 ℃; for 48h;

DOI:10.1021/jo00176a015

Reference yield:

4'-chloro-[1,1'-biphenyl]-2-carbonyl fluoride → 9-fluorenone (486-25-9,952573-42-1) + 2-chloro-9H-fluoren-9-one (3096-47-7)

Guidance literature:

With potassium fluoride; palladium diacetate; tricyclohexylphosphine; In 5,5-dimethyl-1,3-cyclohexadiene; at 120 ℃; for 40h; Overall yield = 99.6 mg; Inert atmosphere; Sealed tube; Glovebox;

DOI:10.1246/bcsj.20210148

upstream raw materials:

9-fluorenone

4-chloro-5-methyl-pyrimidine

2',5-dichloro-2-iodobenzophenone

2-chlorofluoren-9-ol

Downstream raw materials:

7-chloro-10,10-diphenylphenanthren-9(10H)-one

(2-Chloro-9-phenylamino-9H-fluoren-9-yl)-phosphonic acid

(2-Chloro-9-phenylamino-9H-fluoren-9-yl)-phosphonic acid diethyl ester

boscalid

Refernces

• 1、 Hayakawa, Kazuki,Ikai, Kana,Ogiwara, Yohei,Sakai, Norio,Sakurai, Yuka. "Palladium-catalyzed intramolecular aromatic C-H acylation of 2-arylbenzoyl fluorides". . p. 1882 - 1893. Retrieved 2021/08/13.
• 2、 Hauser, A.,Thurner, J.-U.,Hinzmann, B.. "On the Transmission of Substituent Effects in Fluorenes and Fluorenones". . p. 367 - 378. Retrieved 2007/10/02.