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((4-(DIMETHYLAMINO)PHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE is a complex organic molecule characterized by a repeating structure of carbon and nitrogen atoms. It is known for its high stability and non-reactivity, making it a versatile building block in the synthesis of organic dyes, pharmaceuticals, and specialty chemicals. Its unique structure, featuring a double bond and nitrile groups, contributes to its value as an intermediate in the production of other organic compounds. However, its complexity and potential reactivity necessitate careful handling in a controlled laboratory environment.

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  • 2826-28-0 Structure
  • Basic information

    1. Product Name: ((4-(DIMETHYLAMINO)PHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE
    2. Synonyms: RARECHEM AL BX 0079;PROPANEDINITRILE, [[4-(DIMETHYLAMINO)PHENYL]METHYLENE]-;P-(DIMETHYLAMINO)BENZYLIDENEMALONONITRILE;P-(DIMETHYLAMINO)BENZALMALONONITRILE;N,N-DIMETHYL-P-(2,2-DICYANOVINYL)ANILINE;NSC 52860;2-[4-(DIMETHYLAMINO)PHENYL]ETHYLENE-1,1-DINITRILE;2-(4-DIMETHYLAMINOBENZYLIDENE)-MALONONITRILE
    3. CAS NO:2826-28-0
    4. Molecular Formula: C12H11N3
    5. Molecular Weight: 197.24
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 2826-28-0.mol
  • Chemical Properties

    1. Melting Point: 179-180 °C
    2. Boiling Point: 370.4°C at 760 mmHg
    3. Flash Point: 165.6°C
    4. Appearance: /
    5. Density: 1.15g/cm3
    6. Vapor Pressure: 1.11E-05mmHg at 25°C
    7. Refractive Index: 1.626
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 1.10±0.12(Predicted)
    11. CAS DataBase Reference: ((4-(DIMETHYLAMINO)PHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE(CAS DataBase Reference)
    12. NIST Chemistry Reference: ((4-(DIMETHYLAMINO)PHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE(2826-28-0)
    13. EPA Substance Registry System: ((4-(DIMETHYLAMINO)PHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE(2826-28-0)
  • 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: 2826-28-0(Hazardous Substances Data)

2826-28-0 Usage

Uses

Used in Pharmaceutical Industry:
((4-(DIMETHYLAMINO)PHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE is used as a key intermediate in the synthesis of various pharmaceuticals due to its unique structure and properties that facilitate the creation of new drug molecules.
Used in Organic Dye Industry:
In the organic dye industry, ((4-(DIMETHYLAMINO)PHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE is utilized as a component in the production of dyes, capitalizing on its stable and non-reactive nature to enhance color properties and performance.
Used in Chemical Synthesis:
((4-(DIMETHYLAMINO)PHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE is employed as a valuable intermediate in chemical synthesis, particularly for the development of specialty chemicals that require its specific structural attributes.
Used in Research and Development:
((4-(DIMETHYLAMINO)PHENYL)METHYLENE)METHANE-1,1-DICARBONITRILE is also used in research and development settings for exploring new chemical reactions and applications, given its unique structural features and potential for further organic synthesis.

Check Digit Verification of cas no

The CAS Registry Mumber 2826-28-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,2 and 6 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2826-28:
(6*2)+(5*8)+(4*2)+(3*6)+(2*2)+(1*8)=90
90 % 10 = 0
So 2826-28-0 is a valid CAS Registry Number.
InChI:InChI=1/C12H11N3/c1-15(2)12-5-3-10(4-6-12)7-11(8-13)9-14/h3-7H,1-2H3

2826-28-0SDS

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 2-[[4-(dimethylamino)phenyl]methylidene]propanedinitrile

1.2 Other means of identification

Product number -
Other names [4-(dimethylamino)phenyl]methylenepropanedinitrile

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:2826-28-0 SDS

2826-28-0Relevant articles and documents

A colorimetric and fluorescent cyanide chemosensor based on dicyanovinyl derivatives: Utilization of the mechanism of intramolecular charge transfer blocking

Li, Qiao,Cai, Yi,Yao, Hong,Lin, Qi,Zhu, Yuan-Rong,Li, Hui,Zhang, You-Ming,Wei, Tai-Bao

, p. 1047 - 1051 (2015)

Chemosensor (CS1) was designed and synthesized by simple green chemistry procedure. CS1 exhibited both colorimetric and fluorescence turn-off responses for cyanide (CN-) ion in aqueous solution. The probe showed an immediate visible color chang

Malononitrile–derivative chromogenic devices for the detection of cyanide in water

Schramm, Adriana D.S.,Menger, Renata,Machado, Vanderlei G.

, p. 811 - 818 (2016)

Two compounds, 2–(4–hydroxybenzylidene)malononitrile (1a) and 2–[4–(dimethylamino)benzylidene]malononitrile (2), were synthesized with a view to their use as optical devices for anionic detection. Compound 1a was studied as a chromogenic chemosensor using an acid–base strategy. In purely aqueous medium, 1a was used in the detection of CN? with high selectivity. This is possible because the colorless solution of the compound becomes yellow upon addition of the anion, which acts as a base and abstracts the hydrogen from the phenolic moiety of the molecule, generating the corresponding dye (1b). Optical detection and optical quantification limits were determined as 6.17?×?10??7?mol?L??1 and 2.06?×?10??6?mol?L??1, respectively. These values are much lower than the maximum level of the concentration of CN? allowed by the World Health Organization in potable water (1.7?μmol?L??1). Compound 2 was used in a chemodosimeter approach for the highly selective detection of CN? in water with cetyltrimethylammonium bromide above its critical micellar concentration. Solutions of 2 are yellow but become colorless with the addition of the anion. This is because CN? attacks the CH[dbnd]C double bond in the compound and disrupts the electronic conjugation between the electron donating and the electron accepting moieties of the dye. Thus, with the addition of CN? to the medium compound 1a acts as an off–on optical device while dye 2 operates as an on–off chemodosimeter.

Anion controlled structural variation of silver(I) coordination polymers with a new donor-π-acceptor ligand

Das, Sanjib,Sen, Susan,Bharadwaj, Parimal K.

, p. 425 - 428 (2011)

A new ligand with D-π-A symmetry has been synthesized in high yield by Knoevenagel condensation of 4-(dimethylamino)benzaldehyde with malononitrile. The ligand forms coordination polymers with Ag(I) salts at room temperature where the ultimate structure i

Mesoporous titanosilicate Ti-TUD-1 catalyzed Knoevenagel reaction: An efficient green synthesis of trisubstituted electrophilic olefins

Karmakar, Bikash,Chowdhury, Biswajit,Banerji, Julie

, p. 601 - 605 (2010)

A new, efficient and green methodology has been developed for the Knoevenagel condensation using catalytic amount of mesoporous titanosilicate catalyst Ti-TUD-1, under mild conditions at room temperature. The method generates trisubstituted electrophilic olefins in high yields within short reaction time. The mesoporous nature of the catalyst having high surface area helps in binding the substrate to the active site. The advantage of this catalyst is its reusability with almost consistent reactivity thereby making it viable for industrial applications.

A facile and effective synthesis of 4-imino-3-(arylidene)- azetidine-2-thiones via phosphorus pentasulfide

Amiri, Ouafa,Rakib, El Mostapha,Abdelouahid, Medaghri-Alaoui,Faustino, Maria A.F.,Neves, Maria G.P.M.S.,Cavaleiro, José A.S.

, p. 9 - 15 (2015)

A new and an efficient synthesis of 4-imino-3-(arylidene)-azetidine-2-thiones is reported. The reaction of arylidenemalononitriles with phosphorus pentasulfide and ethanol affords the title products in good yields. Elemental analysis, infrared, 1/su

A Simplistic Approach for Preparation of Alkylidenemalononitrile Derivatives: Characterization, In silico Studies, Quantum Chemical Evaluation, Molecular Docking, and In vitro Biological Activity Evaluation

Ahmad, Rumana,Azad, Iqbal,Kamal, Azhar,Khan, Abdul Rahman,Khan, Tahmeena,Nasibullah, Malik

, (2020/11/24)

A new and efficient green grinding-based catalyst free Knoevenagel condensation of aldehydes/ketones and malononitrile for the rapid preparation of twelve malononitrile derivatives (C1-C12) is proposed. Characterization of the derivatives was done by sup

Synthesis of lithium/cesium-Zagronas from zagrosian natural asphalt and study of their activity as novel, green, heterogeneous and homogeneous nanocatalysts in the Claisen–Schmidt and Knoevenagel condensations

Soleiman-Beigi, Mohammad,Ghalavand, Saba,Venovel, Hadis Gholami,Kohzadi, Homa

, p. 3267 - 3279 (2021/06/17)

A novel, heterogeneous and homogeneous basic nanocatalysts were synthesized by grafting of lithium and cesium on zagrosian natural asphalt sulfonate (Li/Cs-Zagronas). The activity of these catalysts was examined in the Claisen–Schmidt and Knoevenagel condensations under mild reaction conditions. Li/Cs-Zagronas were characterized by FT-IR spectroscopy, scanning electron microscopy, X-ray diffraction, energy-dispersive spectroscopy, inductively coupled plasma and thermogravimetric analysis techniques. These nanocatalysts were removed by simple filtration and reused several times without any deterioration of activity.

Effect of supramolecular polymeric aggregation in room temperature ionic liquids (RTILs) on catalytic activity in the synthesis of 4H-chromene derivatives and Knoevenagel condensation

Muhammad, Shoaib,Ali, Firdous Imran,Javed, Muhammad Naveed,Wasim, Agha Arsalan,Bari, Ahmed,Rafique, Faisal,Ilyas, Muhammad Amjad,Riaz, Kashif,Mahmood, Syed Junaid,Ahmed, Amir,Hashmi, Imran Ali

, (2020/10/30)

RTILs exhibit supramolecular self-assembled polymeric aggregation due to noncovalent interactions. The influence of the aggregation behaviour of RTILs on catalytic activity is evident but still poorly understood. The present work focuses on establishing a

Ferrocene-Functionalized Dithiocarbamate Zinc(II) Complexes as Efficient Bifunctional Catalysts for the One-Pot Synthesis of Chromene and Imidazopyrimidine Derivatives via Knoevenagel Condensation Reaction

Anamika,Drew, Michael G. B.,Kumar, Kamlesh,Singh, Nanhai,Yadav, Chote Lal

, p. 6446 - 6462 (2021/05/31)

Four new mononuclear/coordination polymeric (CP) zinc(II) complexes (1-4) of ferrocenyl/pyridyl-functionalized dithiocarbamate ligands, N-ferrocenylmethyl-N-butyl dithiocarbamate (L1), N-ferrocenylmethyl-N-ethylmorpholine dithiocarbamate (L2), N-ferroceny

Introduction of bis-imidazolium dihydrogen phosphate as a new green acidic ionic liquid catalyst in the synthesis of arylidene malononitrile, ethyl (E)-3-(aryl)-2-cyanoacrylate and tetrahydrobenzo[b]pyran derivatives

Rahmatizadeh-Pashaki, Zahra,Daneshvar, Nader,Shirini, Farhad

, p. 2135 - 2149 (2021/02/01)

In this work, [H2-Bisim][H2PO4]2 as a novel bis-imidazole-based acidic ionic liquid has been synthesized and characterized with a variety of techniques including FT-IR, 1H, 13C, 31/su

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