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1-(9H-fluoren-9-yl)triaza-1,2-dien-2-ium is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 24040-37-7 Structure
  • Basic information

    1. Product Name: 1-(9H-fluoren-9-yl)triaza-1,2-dien-2-ium
    2. Synonyms:
    3. CAS NO:24040-37-7
    4. Molecular Formula: C13H9N3
    5. Molecular Weight: 208.2381
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 24040-37-7.mol
    9. Article Data: 8
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 1-(9H-fluoren-9-yl)triaza-1,2-dien-2-ium(CAS DataBase Reference)
    10. NIST Chemistry Reference: 1-(9H-fluoren-9-yl)triaza-1,2-dien-2-ium(24040-37-7)
    11. EPA Substance Registry System: 1-(9H-fluoren-9-yl)triaza-1,2-dien-2-ium(24040-37-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 24040-37-7(Hazardous Substances Data)

24040-37-7 Usage

Chemical structure

1-(9H-fluoren-9-yl)triaza-1,2-dien-2-ium is a chemical compound with a molecular structure containing a fluorenyl group attached to a triaza-dien-ium moiety.

Potential applications

It has potential applications in various fields such as organic synthesis and materials science due to its unique structural features and chemical properties.

Building block

It can be used as a building block for the synthesis of complex organic molecules.

Precursor

It can be used as a precursor for the preparation of functional materials.

Triaza-dien-ium component

Its triaza-dien-ium component could impart unique electronic and optical properties.

Electronic and photonic devices

It is potentially useful in the development of new materials for electronic and photonic devices.

Further research

Further research and exploration of its properties and potential applications may lead to the development of novel technologies and products.

Check Digit Verification of cas no

The CAS Registry Mumber 24040-37-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,4,0,4 and 0 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 24040-37:
(7*2)+(6*4)+(5*0)+(4*4)+(3*0)+(2*3)+(1*7)=67
67 % 10 = 7
So 24040-37-7 is a valid CAS Registry Number.

24040-37-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 9-azido-9H-fluorene

1.2 Other means of identification

Product number -
Other names 9-Azidofluoren

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:24040-37-7 SDS

24040-37-7Relevant articles and documents

Alkylphosphinites as Synthons for Stabilized Carbocations

Ochmann, Lukas,Kessler, Mika L.,Schreiner, Peter R.

supporting information, p. 1460 - 1464 (2022/03/01)

We present a new acid-free method for the generation of carbocations based on a redox condensation reaction that enables SN1 reactions with a variety of nucleophiles. We utilize readily synthesized phosphinites that are activated by diisopropyl azodicarboxylate to form betaine structures that collapse upon adding a pronucleophile, thereby yielding reactive carbocation intermediates. We also employ this approach for the alkylation of some bioactive molecules.

Optimal Destabilization of DNA Double Strands by Single-Nucleobase Caging

Seyfried, Patrick,Heinz, Marcel,Pintér, Gy?rgy,Kl?tzner, Dean-Paulos,Becker, Yvonne,Bolte, Michael,Jonker, Hendrik R. A.,Stelzl, Lukas S.,Hummer, Gerhard,Schwalbe, Harald,Heckel, Alexander

supporting information, p. 17568 - 17576 (2018/11/10)

Photolabile protecting groups are widely used to trigger oligonucleotide activity. The ON/OFF-amplitude is a critical parameter. An experimental setup has been developed to identify protecting group derivatives with superior caging properties. Bulky rests

Recyclable zinc (II) ionic liquid catalyzed synthesis of azides by direct azidation of alcohols using trimethylsilylazide at room temperature

Singh, Ashima,Singh, Harjinder,Khurana

supporting information, p. 2498 - 2502 (2017/05/31)

A new efficient method has been reported for the synthesis of azides by direct azidation of alcohols with TMSN3 in presence of recyclable task specific ionic liquid (TSIL) [bmim]ZnCl3 as a catalyst in DCM at room temperature. Ionic liquid [bmim]ZnCl3 was synthesized under solvent free conditions and characterized by IR, 1H NMR, 13C NMR and HRMS. The Lewis acidity of catalyst was also examined using IR spectroscopy. The main features of this new methodology are high yields of products, recyclability of catalyst, scalability of reaction to gram scale and short reaction time.

PROTEIN DERIVATIZATION TO ENDOW CELL PENETRATION

-

Paragraph 0095-0097, (2016/04/20)

Methods and reagents for enhancing cellular uptake of a cargo molecule by covalently bonding optionally-substituted fluorenyl groups to the cargo molecules, where cellular uptake includes at least partial uptake into the cytosol. Useful fluorenylation reagents include those of formula: and salts thereof where variables are as defined. Cargo molecules include peptides and proteins. Also provided are fluorenylated cargo molecules, including fluorenylated peptides and proteins.

Fluorogenic Strain-Promoted Alkyne-Diazo Cycloadditions

Friscourt, Frédéric,Fahrni, Christoph J.,Boons, Geert-Jan

supporting information, p. 13996 - 14001 (2015/09/28)

Fluorogenic reactions, in which non- or weakly fluorescent reagents produce highly fluorescent products, are attractive for detecting a broad range of compounds in the fields of bioconjugation and material sciences. Herein, we report that a dibenzocyclooctyne derivative modified with a cyclopropenone moiety (Fl-DIBO) can undergo fast strain-promoted cycloaddition reactions under catalyst-free conditions with azides, nitrones, nitrile oxides, as well as mono- and disubstituted diazo-derivatives. Although the reaction with nitrile oxides, nitrones, and disubstituted diazo compounds gave cycloadducts with low quantum yield, monosubstituted diazo reagents produced 1H-pyrazole derivatives that exhibited an approximately 160-fold fluorescence enhancement over Fl-DIBO combined with a greater than 10 000-fold increase in brightness. Concluding from quantum chemical calculations, fluorescence quenching of 3H-pyrazoles, which are formed by reaction with disubstituted diazo-derivatives, is likely due to the presence of energetically low-lying (n,π?) states. The fluorogenic probe Fl-DIBO was successfully employed for the labeling of diazo-tagged proteins without detectable background signal. Diazo-derivatives are emerging as attractive reporters for the labeling of biomolecules, and the studies presented herein demonstrate that Fl-DIBO can be employed for visualizing such biomolecules without the need for probe washout.

PREPARATION OF DIAZO AND DIAZONIUM COMPOUNDS

-

Page/Page column 29, (2010/06/13)

A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diaz-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compound and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.

Experiments and calculations for determination of the stabilities of benzyl, benzhydryl, and fluorenyl carbocations: Antiaromaticity revisited

Amyes, Tina L.,Richard, John P.,Novak, Michael

, p. 8032 - 8041 (2007/10/02)

The following pKR values for the formation of benzyl, benzhydryl, and fluorenyl carbocations in 50:50 (v:v) trifluoroethanol/water at I = 0.50 (NaClO4) were determined as pKR = -log (kHOH[H2O]/kH), where kH is the second-order rate constant for acid-catalyzed reaction of the alcohol to form the carbocation and kHOH is the second-order rate constant for capture of the carbocation by water: (R+, pKR); PhCH2+, ≤-20; PhCH(Me)+, -15.4; PhC(Me)2+, -12.3; Ph2CH+, -11.7; Ph2C(Me)+, -9.3; 9-fluorenyl carbocation (9-Fl+), -15.9; 9-methyl-9-fluorenyl carbocation (9-Me-9-Fl+), -11.1. The pKR for Ph2CH+ is in fair agreement with the value estimated using acidity functions,1a but the pKR for 9-Me-9-Fl+ is ca. 4 units more positive than that from the acidity function method,1a so that the difference in the acidity of benzhydryl and fluorenyl carbocations is smaller than estimated in earlier work. The 12 π-electron cyclic fluorenyl system in 9-Fl+ and 9-Me-9-Fl+ causes only 5.7 kcal/mol and 2.4 kcal/mol, respectively, destabilization of the corresponding acyclic carbocations Ph2CH+ and Ph2C(Me)+. The pKR values show that "antiaromatic" destabilization of the 9-fluorenyl carbocations must be small. Ab initio calculations of the structures and energies of 9-Fl+ and Ph2CH+ and of the corresponding alcohols at the 3-21G//3-21G and 6-31G*//3-21G levels indicate that Ph2CH+ is ca. 8-10 kcal/mol more stable than 9-F1+, which is in good agreement with the stability difference calculated from the pKR data. This indicates that electronic factors play the major role in determining the relative energies of these carbocations. Force field calculations were performed to estimate the contribution of van der Waals and ring strains to the difference in the pKR values for Ph2CH+ and 9-Fl+. Assuming hypothetical structures for Ph2CH+ and 9-Fl+ which are free of van der Waals and ring strains, it is then estimated that there is an 8-11 kcal/mol decrease in π-electron stabilization on moving from Ph2CH+ (C2v) and 9-F1OH to 9-Fl+ and Ph2CHOH. It is concluded that 9-fluorenyl carbocations are not antiaromatic. The difference in the energy of the 9-fluorenyl and benzhydryl carbanions relative to the alcohols was calculated to be -13.2 kcal/mol at the 6-31G*//3-21G level. This difference is attributed to the difference in the energies of the HOMOs for the two carbanions.

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