9H-Fluoren-9-ol

Base Information

• Chemical Name: 9H-Fluoren-9-ol
• CAS No.: 1689-64-1
• Molecular Formula: C13H10O
• Molecular Weight: 182.222
• Hs Code.: 29062990
• European Community (EC) Number: 216-879-0
• NSC Number: 5320
• UNII: BV0Q72R613
• DSSTox Substance ID: DTXSID4052683
• Nikkaji Number: J7.758E
• Wikipedia: Fluorenol
• Wikidata: Q5462806
• Metabolomics Workbench ID: 50693
• ChEMBL ID: CHEMBL571548
• Mol file: 1689-64-1.mol

Synonyms:9-hydroxyfluorene;fluoren-9-ol

Chemical Property of 9H-Fluoren-9-ol

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 4.76E-06mmHg at 25°C
• Melting Point: 153-154 °C(lit.)
• Refractive Index: 1.687
• Boiling Point: 367.5 °C at 760 mmHg
• PKA: 13.34±0.20(Predicted)
• Flash Point: 131.3 °C
• PSA: 20.23000
• Density: 1.253 g/cm³
• LogP: 2.74870
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 182.073164938
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

99%, ^*data from raw suppliers

9-Hydroxyfluorene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)O
• Uses: 9-Fluorenol is used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuffs.

Technology Process of 9H-Fluoren-9-ol

There total 150 articles about 9H-Fluoren-9-ol 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: 95.0%

9-hydroxy-9-fluorene carboxylic acid (467-69-6) → 9-fluorenone (486-25-9,952573-42-1) + 9-Fluorenol (1689-64-1) + fluorenopinacol (3073-51-6)

Guidance literature:

copper(I) oxide; In acetonitrile; at 50 ℃;

DOI:10.1016/0040-4020(84)85005-X

Reference yield: 88.7%

9H-fluorene (86-73-7) → 9-fluorenone (486-25-9,952573-42-1) + 9-Fluorenol (1689-64-1)

Guidance literature:

With N-hydroxyphthalimide; oxygen; butane-2,3-dione dioxime; In acetonitrile; at 80 ℃; for 10h; under 3750.38 Torr;

DOI:10.1002/adsc.200900509

Reference yield: 68.0%

9-fluorenone (486-25-9,952573-42-1) + triphenyl germyllithium (3839-32-5) → 9-Fluorenol (1689-64-1) + triphenylgermane (2816-43-5) + hexaphenyldigermane (2816-39-9) + chlorotriphenylgermane (1626-24-0)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; inert atmosphere; addn. of org. compd. soln. to soln. of Ge-compd. at 0°C, mixt. keeping at 0°C for 30 min, at room temp. for 2 h, warming (40°C, 1.5 h), soln. hydrolysis (HCl); soln. extn. (ether), drying (Na2SO4), soln. concn. (reduced pressure), redissoln. (THF); (1)H-NMR;

DOI:10.1016/0022-328X(93)80008-Y

upstream raw materials:

n-butyl magnesium bromide

9-fluorenone

butyl magnesium bromide

aluminum isopropoxide

Downstream raw materials:

9H-fluorene

9H-fluoren-9-yl bromide

9-fluorenone

9,9'-bifluorenyl

Refernces

• 1、 Inoue et al.. "". . p. 412. Retrieved 1977.
• 2、 Yokoo, Kazuhiri,Kijima, Yasushi,Fujiwara, Yuzo,Taniguchi, Hiroshi. "REACTIONS OF METHYLYTTERBIUM IODIDE WITH ACTIVE HYDROGEN COMPOUNDS". . p. 1321 - 1322. Retrieved 1984.
• 3、 Davidenko, T. I.,Sevast'yanova, E. V.. "FERMENTATIVE HYDROXYLATION OF FLUORENE". . p. 463 - 465. Retrieved 1980.
• 4、 Russel et al.. "". . p. 4155,4156. Retrieved 1962.
• 5、 Scretlas,Cazianis. "". . p. 933,935,939. Retrieved 1978.
• 6、 Liu, Xiaobing,Sheng, Heyun,Zhou, Yao,Song, Qiuling. "Pd-Catalyzed Assembly of Fluoren-9-ones by Merging of C-H Activation and Difluorocarbene Transfer". . p. 2543 - 2547. Retrieved 2021.
• 7、 Knorr, Rudolf,Schmidt, Barbara. "Nucleofugal behavior of a β-shielded α-cyanovinyl carbanion". . p. 3018 - 3024. Retrieved 2018.
• 8、 Hou, Zhaomin,Fujita, Akira,Yamazaki, Hiroshi,Wakatsuki, Yasuo. "Isolation, structure and iridium-mediated decarbonylation of a sodium fluorenone dianion complex". . p. 669 - 670. Retrieved 1998.
• 9、 Rezaeifard, Abdolreza,Khoshyan, Ashkan,Jafarpour, Maasoumeh,Pourtahmasb, Mehrdad. "Selective aerobic benzylic C-H oxidation co-catalyzed by N-hydroxyphthalimide and Keplerate {Mo72V30} nanocluster". . p. 15754 - 15761. Retrieved 2017.
• 10、 Ahmad, Iftikhar,Bethell, Donald,Parker, Vernon D.. "INTERMEDIATES IN THE DECOMPOSITION OF ALIPHATIC DIAZO-COMPOUNDS. PART 19. KINETICS AND MECHANISM OF THE REACTIONS OF 9-DIAZOFLUORENE CATION RADICAL". . p. 1527 - 1530. Retrieved 1984.