2-Bromo-9,9-diethyl-9H-fluorene

Name: 2-Bromo-9,9-diethyl-9H-fluorene
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 287493-15-6
Cat. No. CS-0152567
Purity≥98%
MDL No.MFCD09909863

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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-Bromo-9,9-diethyl-9H-fluorene|CS-0152567

Structure of 287493-15-6

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General Information

CAS No. 287493-15-6
Cat. No. CS-0152567
Purity ≥98%
MDL No. MFCD09909863
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₇H₁₇Br
Molecular Weight 301.22
Synonym(s) 2-Bromo-9,9-diethylfluorene
SMILES CCC1(CC)C2=CC=CC=C2C3=C1C=C(C=C3)Br

Description

2-Bromo-9,9-diethyl-9H-fluorene is a sterically hindered fluorene derivative featuring a bromine substituent at the 2-position and two ethyl groups at the 9-position. This configuration enhances stability and facilitates transition metal-catalyzed coupling reactions. The molecule’s rigid aromatic core supports efficient cross-coupling in synthetic methodologies.

Application

2-Bromo-9,9-diethyl-9H-fluorene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. The bromine substituent provides high reactivity in Pd-catalyzed cross-couplings, while the sterically protected fluorene core ensures bench stability and ease of purification. This compound functions effectively in Suzuki, Stille, and Negishi reactions, offering reliable access to complex molecular scaffolds relevant to pharmaceutical and materials chemistry.

Synthesis

Route1
- In-stock
  
  1133-80-8
- 75-03-6
- ~85%
- In-stock
  
  287493-15-6
References
- Saroja, Ginagunta; Pingzhu, Zhang; Ernsting, Nikolaus P.; Liebscher, Juergen Journal of Organic Chemistry, 2004 , vol. 69, # 3 p. 987 - 990
Route2
- 74-96-4
- In-stock
  
  1133-80-8
- ~10%
- In-stock
  
  287493-15-6
References
- Wang, Qiwei; He, Zhicai; Wild, Andreas; Wu, Hongbin; Cao, Yong; Schubert, Ulrich S.; Chui, Chung-Hin; Wong, Wai-Yeung Chemistry - An Asian Journal, 2011 , vol. 6, # 7 p. 1766 - 1777
Route3
- 2294-79-3
- ~63%
- In-stock
  
  287493-15-6
References
- Zhang, Wenguan; He, Zhiqun; Mu, Linping; Zou, Ye; Wang, Yongsheng; Zhao, Shengmin Dyes and Pigments, 2010 , vol. 85, # 3 p. 86 - 92

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 5.5356
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

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-Bromo-9,9-diethyl-9H-fluorene

CAS No. 287493-15-6

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