Cat. No JK9001833_500_MG
J&K Chemical

Product Information

Product Name
2,7-Dibromospirofluorene-9,7'-dibenzoc,hacridine, 95%
Brand Name
J&K
Product Number
9001833
CAS
1303969-21-2
Molecular Formula
C33H19Br2N
Molecular Weight
589.32
Certificate of Analysis (COA)​
COA not found

General Information

PubChem CID
53307827
IUPAC Name
2',7'-dibromospiro2-azapentacyclo12.8.0.03,12.04,9.017,22docosa-1(14),3(12),4,6,8,10,15,17,19,21-decaene-13,9'-fluorene
InChI Key
XHZWGHZABGMGIU-UHFFFAOYSA-N
SMILES
C1=CC=C2C(=C1)C=CC3=C2NC4=C(C35C6=C(C=CC(=C6)Br)C7=C5C=C(C=C7)Br)C=CC8=CC=CC=C84

Safety Information

GHS Symbols
Hazard Symbol
Signal Word
Warning
Hazard Statement
H315
H319
H335
Precautionary Statement
P280
P321
P261
P271
P319
P405
P501
P302+P352
P332+P317
P362+P364
P264+P265
P305+P351+P338
P337+P317
P304+P340
P403+P233

Application

Description and Applications

Spiro aromatic compounds are an important class of building blocks for organic semiconductors. Their unique orthogonal spiro-conjugated architecture, rigid three-dimensional configuration, and intrinsic steric hindrance effectively improve the optoelectronic properties, thermal stability, and morphological stability of organic electronic materials.

Among them, Spiro[fluorene-9,9'-xanthene][fluorene-9,9'-xanthene] features two reactive bromine atoms that enable further functionalization through Suzuki–Miyaura, Stille, Negishi, Kumada, and other palladium-catalyzed cross-coupling reactions, making it an excellent intermediate for constructing high-performance π-conjugated materials.

Left: 2D-GIXD Pattern of a Py-SFDBAO Nanosheet Film
Right: Proposed Molecular Packing Arrangement of Py-SFDBAO on a Si Substrate

Features & Benefits

  • Improves the quantum efficiency of OLED and other optoelectronic devices
  • Enhances thermal, morphological, and photochemical stability of organic semiconductor materials
  • Rigid three-dimensional spiro framework suppresses intermolecular aggregation
  • Highly versatile intermediate for molecular design and structural modification
  • Excellent precursor for functional organic electronic materials
  • Cost-effective and scalable synthetic platform with promising industrial potential

References

  1. Ling-Hai Xie, Feng Liu, Chao Tang, Xiao-Ya Hou, Yu-Ran Hua, Qu-Li Fan, Wei Huang. Org. Lett. 2006, 8, 2787-2790.
  2. Jie Zhao, Guo-Hua Xie, Cheng-Rong Yin, Ling-Hai Xie, Chun-Miao Han, Run-Feng Chen, Hui Xu, Ming-Dong Yi, Zhao-Peng Deng, Shu-Fen Chen, Yi Zhao, Shi-Yong Liu, Wei Huang. Chem. Mate. 2011, 23, 5331-5339.
  3. Jing Li, Dongxue Ding, Youtian Tao, Ying Wei, Runfeng Chen, Linghai Xie, Wei Huang, Hui Xu. Adv. Mater. 2016, 28, 3122.
  4. Mingli Sun, Ruochen Xu, Linghai Xie, Ying Wei, Wei Huang. Chin. J. Chem. 2015, 33, 815-827.
  5. Zong-Qiong Lin, Jin Liang, Peng-Ju Sun, Feng Liu, Yee-Yan Tay, Ming-Dong Yi, Kun Peng, Xian-Hai Xia, Ling-Hai Xie, Xin-Hui Zhou, Jian-Feng Zhao, and Wei Huang. Adv. Mater. 2013, 25, 3664.

2,7-Dibromospiro[fluorene-9,7'-dibenzo[c,h]acridine], 95%

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