9-(iodomethyl)-9H-fluorene

Base Information

• Chemical Name: 9-(iodomethyl)-9H-fluorene
• CAS No.: 73283-56-4
• Molecular Formula: C14H11I
• Molecular Weight: 306.146
• DSSTox Substance ID: DTXSID60376692
• Nikkaji Number: J867.874J
• Wikidata: Q82165584
• Mol file: 73283-56-4.mol

Synonyms:9-(iodomethyl)-9H-fluorene;73283-56-4;9-(IODOMETHYL)-FLUORENE;9-(Iodomethylfluorene;SCHEMBL4910851;DTXSID60376692;FT-0702663

Chemical Property of 9-(iodomethyl)-9H-fluorene

Chemical Property:

• Vapor Pressure: 7.33E-06mmHg at 25°C
• Refractive Index: 1.684
• Boiling Point: 387.5 °C at 760 mmHg
• Flash Point: 195.6 °C
• PSA: 0.00000
• Density: 1.626 g/cm³
• LogP: 4.23390
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 305.99055
• Heavy Atom Count: 15
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

9-(IODOMETHYL)-FLUORENE 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)C(C3=CC=CC=C32)CI

Technology Process of 9-(iodomethyl)-9H-fluorene

There total 5 articles about 9-(iodomethyl)-9H-fluorene 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: 90.0%

9-Fluorenylmethanol (24324-17-2) → 9-Fluorenylmethyl iodide (73283-56-4)

Guidance literature:

With 2,6-dimethylpyridine; methyltriphenoxyphosphonium iodide; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1080/15257770701542413

Reference yield: 81.0%

9H-fluorene-9-carboxylic acid (1989-33-9) → 9-Fluorenylmethyl iodide (73283-56-4)

Guidance literature:

With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane; iodine; In chloroform; at 20 - 60 ℃; for 0.1h; Sealed tube; Inert atmosphere;

DOI:10.1021/jo401529j

Reference yield: 76.0%

methyl 9H-fluorene-9-carboxylate (3002-30-0) → 9-Fluorenylmethyl iodide (73283-56-4)

Guidance literature:

With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane; iodine; In chloroform; at 60 ℃; for 0.5h; Inert atmosphere; Sealed tube;

DOI:10.1002/ejoc.201403539

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

9-Fluorenylmethanol

9H-fluorene-9-carboxylic acid

methyl 9H-fluorene-9-carboxylate

Downstream raw materials:

9-methylene-fluorene

9-Fluorenylmethanol

Refernces

• 1、 Liu, Hongyan,Hashmi, Syed N.,Shaw, Barbara Ramsay. "Synthesis of 9-fluorenemethyl boranophosphonodiphosphate via an H-phosphonate approach". . p. 1455 - 1457. Retrieved 2007.
• 2、 Moriya, Toshimitsu,Yoneda, Shinichiro,Kawana, Keita,Ikeda, Reiko,Konakahara, Takeo,Sakai, Norio. "Indium(III)-catalyzed reductive bromination and iodination of carboxylic acids to alkyl bromides and iodides: Scope, mechanism, and one-pot transformation to alkyl halides and amine derivatives". . p. 10642 - 10650. Retrieved 2013/11/19.