9-(iodomethyl)-9H-xanthene

Base Information

• Chemical Name: 9-(iodomethyl)-9H-xanthene
• CAS No.: 201851-33-4
• Molecular Formula: C₁₄H₁₁IO
• Molecular Weight: 322.145
• DSSTox Substance ID: DTXSID10376667
• Wikidata: Q82165538
• Mol file: 201851-33-4.mol

Synonyms:9-(iodomethyl)-9H-xanthene;201851-33-4;9H-Xanthene, 9-(iodomethyl)-;9H-Xanthene,9-(iodomethyl)-;SCHEMBL7338227;DTXSID10376667;BIA85133;WS-01314;D86233

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

Chemical Property:

• Vapor Pressure: 3.62E-05mmHg at 25°C
• Refractive Index: 1.663
• Boiling Point: 364.1 °C at 760 mmHg
• Flash Point: 174 °C
• PSA: 9.23000
• Density: 1.635 g/cm³
• LogP: 4.35920
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 321.98546
• Heavy Atom Count: 16
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

9-(IODOMETHYL)-9H-XANTHENE 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=C3O2)CI

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

There total 2 articles about 9-(iodomethyl)-9H-xanthene 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:

xanthene-9-methanol (5490-92-6) → 9-iodomethyl-9H-xanthene (201851-33-4)

Guidance literature:

With 1H-imidazole; triphenylphosphine diiodide; In dichloromethane; Ambient temperature;

DOI:10.1021/jm970497w

Reference yield:

xanthene-9-carboxylic acid (82-07-5) → 9-iodomethyl-9H-xanthene (201851-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 10.0 M borane methyl sulfide / tetrahydrofuran / 0 - 20 °C

2: triphenylphosphine diiodide, imidazole / CH₂Cl₂ / Ambient temperature

With 1H-imidazole; dimethylsulfide borane complex; triphenylphosphine diiodide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm970497w

Reference yield:

9-iodomethyl-9H-xanthene (201851-33-4) + (1S,2S)-2-chlorocarbonyl-cyclopropanecarboxylic acid (1R,2S,5R)-5-isopropyl-2-methyl-cyclohexyl ester (178685-01-3) → (1S,2S)-2-(2-9H-Xanthen-9-yl-acetyl)-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (201851-10-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; zinc copper; Yield given. Multistep reaction; 1.) benzene, N,N-dimethylacetamide, 60 deg C, 3 h, 2.) benzene, N,N-dimethylacetamide, RT, 1 h;

DOI:10.1021/jm970498o

upstream raw materials:

xanthene-9-methanol

xanthene-9-carboxylic acid

Downstream raw materials:

(1S,2S)-2-(2-9H-Xanthen-9-yl-acetyl)-cyclopropanecarboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

(1R,2R)-2-(2-9H-Xanthen-9-yl-acetyl)-cyclopropanecarboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

Refernces