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4-((9H-Fluoren-9-ylidene)methyl)-N,N-dimethylaniline, also known as 9-(4-(Dimethylamino)Benzylidene)Fluorene, is a chemical compound derived from the fluorenylmethyl group and dimethylaniline. It is characterized by its unique structure and properties, making it a versatile building block in organic synthesis.

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  • 2871-86-5 Structure
  • Basic information

    1. Product Name: 4-((9H-Fluoren-9-ylidene)methyl)-N,N-dimethylaniline
    2. Synonyms: 4-((9H-Fluoren-9-ylidene)methyl)-N,N-dimethylaniline
    3. CAS NO:2871-86-5
    4. Molecular Formula: C22H19N
    5. Molecular Weight: 297.39296
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 2871-86-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 457.1°Cat760mmHg
    3. Flash Point: 182.9°C
    4. Appearance: /
    5. Density: 1.17g/cm3
    6. Vapor Pressure: 1.53E-08mmHg at 25°C
    7. Refractive Index: 1.704
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 4-((9H-Fluoren-9-ylidene)methyl)-N,N-dimethylaniline(CAS DataBase Reference)
    11. NIST Chemistry Reference: 4-((9H-Fluoren-9-ylidene)methyl)-N,N-dimethylaniline(2871-86-5)
    12. EPA Substance Registry System: 4-((9H-Fluoren-9-ylidene)methyl)-N,N-dimethylaniline(2871-86-5)
  • 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: 2871-86-5(Hazardous Substances Data)

2871-86-5 Usage

Uses

Used in Organic Synthesis:
4-((9H-Fluoren-9-ylidene)methyl)-N,N-dimethylaniline is used as a key intermediate in the preparation of dispiroheterocycles through solvent-free microwave-assisted [3+2] cycloaddition of azomethine ylides with 9-arylidenefluorenes. This method allows for the efficient and eco-friendly synthesis of complex molecular structures with potential applications in various fields, such as pharmaceuticals, materials science, and supramolecular chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-((9H-Fluoren-9-ylidene)methyl)-N,N-dimethylaniline is used as a building block for the synthesis of novel drug candidates with potential therapeutic properties. Its unique structure and reactivity enable the development of new chemical entities with improved pharmacological profiles, such as enhanced potency, selectivity, and bioavailability.
Used in Materials Science:
In materials science, 4-((9H-Fluoren-9-ylidene)methyl)-N,N-dimethylaniline is utilized in the design and synthesis of advanced functional materials, such as organic semiconductors, optoelectronic devices, and sensors. Its structural features and electronic properties contribute to the development of innovative materials with improved performance and novel functionalities.
Used in Supramolecular Chemistry:
In supramolecular chemistry, 4-((9H-Fluoren-9-ylidene)methyl)-N,N-dimethylaniline is employed as a versatile building block for the construction of complex molecular architectures and assemblies. Its ability to engage in non-covalent interactions, such as π-π stacking, hydrogen bonding, and metal coordination, allows for the creation of dynamic and responsive systems with potential applications in molecular recognition, self-assembly, and stimuli-responsive materials.

Check Digit Verification of cas no

The CAS Registry Mumber 2871-86-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,7 and 1 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2871-86:
(6*2)+(5*8)+(4*7)+(3*1)+(2*8)+(1*6)=105
105 % 10 = 5
So 2871-86-5 is a valid CAS Registry Number.
InChI:InChI=1/C22H19N/c1-23(2)17-13-11-16(12-14-17)15-22-20-9-5-3-7-18(20)19-8-4-6-10-21(19)22/h3-15H,1-2H3

2871-86-5SDS

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 4-(fluoren-9-ylidenemethyl)-N,N-dimethylaniline

1.2 Other means of identification

Product number -
Other names <4-Dimethylamino-benzal>-fluoren

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:2871-86-5 SDS

2871-86-5Downstream Products

2871-86-5Relevant articles and documents

Pd-Catalyzed Autotandem Reactions with N-Tosylhydrazones. Synthesis of Condensed Carbo- and Heterocycles by Formation of a C-C Single Bond and a C-C Double Bond on the Same Carbon Atom

Paraja, Miguel,Valdés, Carlos

supporting information, p. 2034 - 2037 (2017/04/27)

A new Pd-catalyzed autotandem reaction is introduced that consists of the cross-coupling of a benzyl bromide with a N-tosylhydrazone followed by an intramolecular Heck reaction with an aryl bromide. During the process, a single and a double C-C bond are formed on the same carbon atom. Two different arrangements for the reactive functional groups are possible, rendering great flexibility to the transformation. The same strategy led to 9-methylene-9H-fluorenes, 9-methylene-9H-xanthenes, 9-methylene-9,10-dihydroacridines, and also dihydropyrroloisoquinoline and dihydroindoloisoquinoline derivatives.

Potassium fluoride supported on alumina induced aldol condensation of fluorene

Lu, Wen-Xing,Yan, Chao-Guo,Yao, Rong

, p. 3719 - 3723 (2007/10/03)

In the presence of potassium fluoride supported on alumina as a solid base, fluorene condensated smoothly with aromatic aldehydes in DMF at 150°C to give dibenzofulvenes in fair yield (44-90%).

Facile synthesis of 1,2-diaryl- and triarylethenes with supported fluoride bases

Hellwinkel,Goke,Karle

, p. 973 - 978 (2007/10/02)

Differently substituted arenecarbaldehydes, mainly benzaldehydes, can be very efficiently condensed with a wide variety of methylbenzenes having an electron-withdrawing group in the para-position, as well as with fluorenes, xanthene, cyclopentadienes and indenes by using a standardized KF- or CsF-Al2O3 base system in dimethylformamide.

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