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7-Bromo-9,9-dimethyl-9h-fluorene-2-carboxaldehyde is a chemical compound characterized by the molecular formula C17H15BrO. It is a pale yellow solid with a high melting point, known for its versatile reactivity and commonly used in organic synthesis and pharmaceutical research. Its unique structure and properties make it valuable for the development of new compounds and applications in the field of chemistry, with its bromine-containing functional group providing opportunities for further functionalization, making it a valuable intermediate in complex organic synthesis.

944940-90-3

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944940-90-3 Usage

Uses

Used in Pharmaceutical Research:
7-Bromo-9,9-dimethyl-9h-fluorene-2-carboxaldehyde is used as a building block for the production of various pharmaceuticals due to its unique structure and reactivity. It contributes to the development of new compounds with potential therapeutic applications.
Used in Agrochemicals:
In the agrochemical industry, 7-Bromo-9,9-dimethyl-9h-fluorene-2-carboxaldehyde is used as a key intermediate in the synthesis of various agrochemicals, aiding in the development of effective and targeted pest control solutions.
Used in Organic Synthesis:
7-Bromo-9,9-dimethyl-9h-fluorene-2-carboxaldehyde is utilized as a versatile intermediate in organic synthesis, enabling the creation of a wide range of functional materials and compounds with diverse applications.
Used in Functional Materials Development:
This chemical compound is employed as a precursor in the development of functional materials, leveraging its unique properties and reactivity to produce materials with specific characteristics for various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 944940-90-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,4,4,9,4 and 0 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 944940-90:
(8*9)+(7*4)+(6*4)+(5*9)+(4*4)+(3*0)+(2*9)+(1*0)=203
203 % 10 = 3
So 944940-90-3 is a valid CAS Registry Number.

944940-90-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 7-bromo-9,9-dimethyl-fluorene-2-carbaldehyde

1.2 Other means of identification

Product number -
Other names 5-Quinolinesulfonic acid,7-bromo-8-hydroxy

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:944940-90-3 SDS

944940-90-3Relevant academic research and scientific papers

Highly catalytically active high-spin single-atom iron catalyst supported by catechol-containing microporous 2D polymer

Cao, Rui,Gu, Defa,Hong, Song,Li, Guangwen,Liu, Yushan,Liu, Yuzhou

, p. 1240 - 1244 (2020)

Traditionally, Fe-SACs are prepared through energy-intense processes, which often lead to the loss of precision in structural features from the starting substrates and impeding rational design. We herein described the synthesis of a unique catechol-containing porous polymer with designed features in the substrates maintained, affording atomically dispersed iron catalyst (Fe-SAC) through treatment of ferrous chloride (FeCl2). An aberration-corrected scanning transmission electron microscope (AC-STEM) and synchrotron X-ray absorption spectroscopy (XAS) were employed to shed light on the local coordination geometry of the atomically dispersed iron catalyst. The resulting Fe-SAC exhibits excellent catalytic performance in reduction of nitroaromatics with highest molar Kapp among all Fe based catalysts.

Self-repairing platinum metal gel material as well as preparation method and application thereof

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Paragraph 0085; 0089-0091; 0126; 0128, (2021/11/21)

The invention discloses a self-repairing platinum metal gel and a preparation method and application thereof, and belongs to the field of self-repair metal gel materials. A self-healing platinum metal gel Pt-4 CHO, having the structure of Formula I, by performing a series of substitution reactions to the feedstock 2, 7 - dibromo - 9H - fluorene. With sonogashira-and CHO aldehyde group conversion into imine-based synthetic model molecule Pt 4 Pt 4 Pt-4 imine through Schiff base reaction, the prepared platinum metal gel has good self-repairing property, optical transparency, mechanical property and light-limiting property, and laser protection performance is further improved due to nonlinear scattering of laser in the gel.

Emission color-tunable oxazol(in)yl-substituted excited-state intramolecular proton transfer (ESIPT)-based luminophores

Bigall, Nadja C.,Duvinage, Daniel,G?bel, Dominik,Nachtsheim, Boris J.,Rusch, Pascal

supporting information, p. 15430 - 15433 (2020/12/25)

Oxazolinyl- and arylchalcogenazolyl-substituted hydroxyfluorenes exhibiting excited-state intramolecular proton transfer (ESIPT) are described as potent and highly modular luminophores. Emission color tuning was achieved by varying the π-expansion and the

Clickable azide-functionalized bromoarylaldehydes – synthesis and photophysical characterization

Friedrich, Marius,G?bel, Dominik,Lork, Enno,Nachtsheim, Boris J.

supporting information, p. 1683 - 1692 (2021/06/25)

Herein, we present a facile synthesis of three azide-functionalized fluorophores and their covalent attachment as triazoles in Huisgen-type cycloadditions with model alkynes. Besides two ortho- and para-bromo-substituted benzaldehydes, the azide functionalization of a fluorene-based structure will be presented. The copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) of the so-synthesized azide-functionalized bromocarbaldehydes with terminal alkynes, exhibiting different degrees of steric demand, was performed in high efficiency. Finally, we investigated the photophysical properties of the azide-functionalized arenes and their covalently linked triazole derivatives to gain deeper insight towards the effect of these covalent linkers on the emission behavior.

Novel 9,9-dimethylfluorene-bridged D-π-A-type fluorophores with a hybridized local and charge-transfer excited state for deep-blue electroluminescence with CIEy ~ 0.05

Qiu, Xu,Ying, Shian,Wang, Cong,Hanif, Muddasir,Xu, Yuwei,Li, Ya,Zhao, Ruiyang,Hu, Dehua,Ma, Dongge,Ma, Yuguang

, p. 592 - 600 (2019/01/24)

Deep-blue light emitting materials are of great significance in the fields of commercial full-color organic light-emitting diodes (OLEDs) and solid-state lighting. The hybridized local and charge-transfer excited state (HLCT) is a promising strategy to ac

Aerobic C(sp2)-H Hydroxylations of 2-Aryloxazolines: Fast Access to Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores

G?bel, Dominik,Clamor, Nils,Lork, Enno,Nachtsheim, Boris J.

supporting information, p. 5373 - 5377 (2019/06/07)

The direct hydroxylation of 2-aryloxazolines via a deprotonative magnesiation using TMPMgCl·LiCl and subsequent oxidation with molecular oxygen or air as a green oxidant is reported. This method proceeds under mild conditions at room temperature with high regioselectivity and chemoselectivity. The obtained phenols exhibit tunable luminescence properties, induced by excited-state intramolecular proton transfer. This method opens a new opportunity for the sustainable synthesis of luminescent organic molecules.

Regioselective: Ortho -functionalization of bromofluorenecarbaldehydes using TMPMgCl·LiCl

G?bel, Dominik,Clamor, Nils,Nachtsheim, Boris J.

supporting information, p. 4071 - 4075 (2018/06/12)

A highly regioselective functionalization of 7-bromofluorene-2-carbaldehydes, potent organic chromophores, in position C3 using a mild ortho-metallation strategy (DoM) with TMPMgCl·LiCl has been developed. This approach allows the preparation of highly functionalized fluorene derivatives by conversion of the in situ generated metalated species with various electrophiles giving a fast access to novel organic phosphorescent dyes.

Erratum: Genetically encoded multispectral labeling of proteins with polyfluorophores on a DNA backbone (Journal of the American Chemical Society (2013) 135 (6184-6191) DOI: 10.1021/ja4004393)

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supporting information, p. 2118 - 2118 (2017/02/15)

A n internal review of our NMR data in the published Supporting Information (SI) file revealed that one of the authors (V.S.) had digitally removed peaks of impurities and solvents from some of the spectra. To correct this, we now provide a new version of the SI file with the unaltered spectra. Two new authors (K.M.C., S.A.C.) have recharacterized the original haloalkyl reagent B8 and have confirmed its identity by NMR and mass spectrometry. In addition, we have confirmed the identity of one of the original dyes by MALDI-TOF mass spectrometry, and used it successfully to label bacteria expressing a HaloTag fusion; these data are added to the corrected SI file. We stand by the conclusions of the article, and we regret the publication of the altered characterization data. We also correct the author list to include the scientists (K.M.C. and S.A.C.) who worked to independently check the data and conclusions. The new author list should read as follows: Vijay Singh, Shenliang Wang, Ke Min Chan, Spencer A. Clark, and Eric T. Kool.

Spirobifluorene based small push-pull molecules for organic photovoltaic applications

Dalinot, Clément,Szalóki, Gy?rgy,Dindault, Chloé,Segut, Olivier,Sanguinet, Lionel,Leriche, Philippe

, p. 62 - 69 (2017/01/25)

Four analogous push-pull systems have been synthesized. If the latter all involve the same electron rich diphenylamine termination (D) and π-conjugating spacer (p) they differ from their electron withdrawing groups (A) and more importantly by their linear or 3D structure. Indeed, two push-pull spirobifluorene derivatives, which present two perpendicular D-p-A systems by molecule, are compared to their linear analogues. After description of their syntheses, spectroscopic and electrochemical properties, comforted by theoretical calculations, are discussed and compared. Then, a preliminary evaluation of compounds as active materials in organic solar cells is presented and demonstrates the potential interest of spiro-based derivatives for organic photovoltaics.

Rational Design of Push–Pull Fluorene Dyes: Synthesis and Structure–Photophysics Relationship

Shaya, Janah,Fontaine-Vive, Fabien,Michel, Beno?t Y.,Burger, Alain

supporting information, p. 10627 - 10637 (2016/07/21)

Our work surveyed experimental and theoretical investigations to construct highly emissive D–π–A (D=donor, A=acceptor) fluorenes. The synthetic routes were optimised to be concise and gram-scalable. The molecular design was first rationalised by varying the electron-withdrawing group from an aldehyde, ketotriazole or succinyl to methylenemalonitrile or benzothiadiazole. The electron-donating group was next varied from aliphatic or aromatic amines to saturated cyclic amines ranging from aziridine to azepane. Spectroscopic studies correlated with TD-DFT calculations provided the optimised structures. The selected push–pull dyes exhibited visible absorptions, significant brightness, important solvatofluorochromism, mega-Stokes shifts (>250 nm) and dramatic shifts in emission to the near-infrared. The current library includes the comprehensive characterization of 16 prospective dyes for fluorescence applications. Among them, several fluorene derivatives bearing different conjugation anchors were tested for coupling and demonstrated to preserve the photophysical responses once further bound.

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