9H-Fluorene-9-methanol

Base Information

• Chemical Name: 9H-Fluorene-9-methanol
• CAS No.: 24324-17-2
• Molecular Formula: C14H12O
• Molecular Weight: 196.249
• Hs Code.: 29062900
• European Community (EC) Number: 246-167-5
• DSSTox Substance ID: DTXSID7066980
• Nikkaji Number: J208.517H
• Wikidata: Q72478382
• Mol file: 24324-17-2.mol

Synonyms:9-fluorenylmethanol

Chemical Property of 9H-Fluorene-9-methanol

Chemical Property:

• Appearance/Colour: white to pale yellow crystalline powder
• Vapor Pressure: 6.2E-06mmHg at 25°C
• Melting Point: 105-107 °C(lit.)
• Refractive Index: 1.638
• Boiling Point: 363.9 °C at 760 mmHg
• PKA: 13.68±0.10(Predicted)
• Flash Point: 167.4 °C
• PSA: 20.23000
• Density: 1.175 g/cm³
• LogP: 2.79120
• Storage Temp.: Store at 0-5°C
• Solubility.: Soluble in methanol.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 196.088815002
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

9-Fluorenemethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-27-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)CO
• Uses: 9-Fluorenylmethanol acts as a N-protecting reagent, which is used in the synthesis of peptide. It is also used in the preparation of deoxynucleoside 9-fluorenemethyl phosphorodithioates. Further, it is used to prepare 9-(fluoromethyl)fluorene. In addition to this, it is involved in the electropolymerization with boron trifluoride diethyl etherate to yield low-potential electrodeposition of semiconducting poly(9-fluorenemethanol) film. 9-Fluorenemethanol, N-protecting reagent, was used in the peptide syntheses. 9-Fluorenemethanol was also used in the synthesis of deoxynucleoside 9-fluorenemethyl phosphorodithioates.

Technology Process of 9H-Fluorene-9-methanol

There total 53 articles about 9H-Fluorene-9-methanol 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%

(9H-fluoren-9-ylmethoxy)trimethylsilane (1162648-59-0) → 9-Fluorenylmethanol (24324-17-2)

Guidance literature:

With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate; at 20 ℃; for 0.0833333h; Green chemistry;

DOI:10.1016/j.molcata.2012.08.002

Reference yield: 99.0%

(9H-fluoren-9-yl)methyl acetate (63839-86-1) → 9-Fluorenylmethanol (24324-17-2)

Guidance literature:

With methanol; potassium permanganate; trimethylsulphonium iodide; at 25 ℃; under 760.051 Torr; chemoselective reaction;

DOI:10.1039/d1ra03209g

Reference yield: 99.0%

(9H-fluoren-9-yl)methyl 4-methylbenzoate (1036648-29-9) → 9-Fluorenylmethanol (24324-17-2)

Guidance literature:

With methanol; samarium diiodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; chemoselective reaction; Reflux;

DOI:10.1021/ol900828x

upstream raw materials:

methanol

9-diazofluorenone

formaldehyd

9H-fluorene

Downstream raw materials:

(fluorenylmethoxy)carbonyl chloride

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(S)-2-Benzyloxycarbonylamino-propionic acid 9H-fluoren-9-ylmethyl ester

9-Fluorenylmethyl N-p-chlorphenyl carbamate

Refernces

• 1、 Erb, William,Levanen, Gael,Roisnel, Thierry,Dorcet, Vincent. "Application of the Curtius rearrangement to the synthesis of 1′-aminoferrocene-1-carboxylic acid derivatives". . p. 3808 - 3818. Retrieved 2018.
• 2、 Arlt, Michael,Boettcher, Henning,Riethmueller, Angelika,Schneider, Guenter,Bartoszyk, Gerd D.,Greiner, Hartmut,Seyfried, Christoph A.. "SAR of novel biarylmethylamine dopamine D4 receptor ligands". . p. 2033 - 2038. Retrieved 1998.
• 3、 Gurawa, Aakanksha,Kashyap, Sudhir,Kumar, Manoj. "Me3SI-promoted chemoselective deacetylation: a general and mild protocol". . p. 19310 - 19315. Retrieved 2021/06/03.
• 4、 Gurawa, Aakanksha,Kumar, Manoj,Rao, Dodla S.,Kashyap, Sudhir. "KMnO4-catalyzed chemoselective deprotection of acetate and controllable deacetylation-oxidation in one pot". supporting information. p. 16702 - 16707. Retrieved 2020/10/27.