2-Iodo-9,9-dimethyl-9H-fluorene

Name: 2-Iodo-9,9-dimethyl-9H-fluorene
Brand: ChemScene
Availability: InStock
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CAS No. 144981-85-1
Cat. No. CS-0044938
Purity≥98%
MDL No.MFCD12024272

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Iodo-9,9-dimethyl-9H-fluorene|CS-0044938

Structure of 144981-85-1

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General Information

CAS No. 144981-85-1
Cat. No. CS-0044938
Purity ≥98%
MDL No. MFCD12024272
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₁₃I
Molecular Weight 320.17
Synonym(s) 9,9-Dimethyl-2-iodofluorene
SMILES CC1(C)C2=C(C3=C1C=CC=C3)C=CC(I)=C2

Description

This fluorene derivative features a reactive iodine substituent at the 2-position, enabling efficient coupling in cross-coupling reactions. The electron-rich fluorene core enhances stability and solubility, while the dimethyl groups provide steric protection, minimizing side reactions. Ideal for constructing complex architectures in synthetic organic chemistry.

Application

2-Iodo-9,9-dimethyl-9H-fluorene serves as a robust building block for Suzuki-Miyaura cross-coupling reactions, leveraging its stable fluorene core and iodine substituent for efficient C–C bond formation. The sterically hindered 9,9-dimethyl groups enhance bench stability and resist unwanted side reactions, while the iodo functionality exhibits high reactivity under standard palladium catalysis. This compound facilitates the synthesis of functionalized biaryls and complex heterocyclic systems relevant to pharmaceutical and materials chemistry.

Synthesis

Route1
- In-stock
  
  2523-42-4
- 74-88-4
- ~89%
- In-stock
  
  144981-85-1
References
- Egawa, Masakazu; Tokuda, Atsushi Patent: US2008/91012 A1, 2008 ; Location in patent: Page/Page column 34 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 0
LogP 4.5975
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Fluorenes, Fluorenones

Key Words

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2-Iodo-9,9-dimethyl-9H-fluorene

CAS No. 144981-85-1

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