696-68-4 Usage
Description
5-(DIMETHYLAMINOMETHYLENE)-1,3-CYCLOPENTADIENE is an organic compound with the chemical formula C8H10N. It is characterized by its cyclopentadiene core, which is a five-membered ring with alternating double and single bonds, and a dimethylaminomethylene group attached to the 5th position. 5-(DIMETHYLAMINOMETHYLENE)-1,3-CYCLOPENTADIENE is known for its unique chemical properties and potential applications in various fields.
Uses
Used in Chemical Synthesis:
5-(DIMETHYLAMINOMETHYLENE)-1,3-CYCLOPENTADIENE is used as a key intermediate in the synthesis of various organic compounds, particularly those with chiral centers. Its unique structure allows for the formation of new bonds and the creation of complex molecular architectures.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-(DIMETHYLAMINOMETHYLENE)-1,3-CYCLOPENTADIENE is used as a building block for the development of novel drugs. Its chiral nature and reactivity make it a valuable component in the design and synthesis of new pharmaceutical compounds with potential therapeutic applications.
Used in Material Science:
5-(DIMETHYLAMINOMETHYLENE)-1,3-CYCLOPENTADIENE is also utilized in the field of material science for the development of new materials with specific properties. Its incorporation into polymers and other materials can lead to enhanced performance characteristics, such as improved stability, reactivity, or selectivity.
Used in the Synthesis of Chiral Cyclopentadienyllithiums:
5-(DIMETHYLAMINOMETHYLENE)-1,3-CYCLOPENTADIENE is used as a starting material for the synthesis of chiral cyclopentadienyllithiums substituted with an N,N-dimethylamino(aryl)methyl group. These chiral cyclopentadienyllithiums are important intermediates in the preparation of various organometallic compounds and catalysts, which are widely used in the chemical industry for the production of fine chemicals and pharmaceuticals.
Synthesis Reference(s)
Journal of the American Chemical Society, 97, p. 1615, 1975 DOI: 10.1021/ja00839a078
Check Digit Verification of cas no
The CAS Registry Mumber 696-68-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,9 and 6 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 696-68:
(5*6)+(4*9)+(3*6)+(2*6)+(1*8)=104
104 % 10 = 4
So 696-68-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H11N/c1-9(2)7-8-5-3-4-6-8/h3-7H,1-2H3
696-68-4Relevant articles and documents
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Washburn,W.N.
, p. 1615 - 1616 (1975)
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PTP-1B inhibitors: Cyclopenta[d][1,2]-oxazine derivatives
Cho, Sung Yun,Baek, Ji Yoen,Han, Sang Sub,Kang, Seung Kyu,Ha, Jae Du,Ahn, Jin Hee,Lee, Jae Don,Kim, Kwang Rok,Cheon, Hyae Gyeong,Rhee, Sang Dal,Yang, Sung Don,Yon, Gyu Hwan,Pak, Chwang Siek,Choi, Joong-Kwon
, p. 499 - 502 (2007/10/03)
A series of novel cyclopenta[d][1,2]-oxazine derivatives was prepared and evaluated for their inhibitory activity toward protein tyrosine phosphatase 1B (PTP-1B). Compound 6s was found to be an inhibitor of PTP-1B with nanomolar IC50 value and
Tautomerism in the solid state and in solution of a series of 6-aminofulvene-1-aldimines
Sanz, Dionisia,Perez-Torralba, Marta,Alarcon, Sergio Hugo,Claramunt, Rosa Maria,Foces-Foces, Concepcion,Elguero, Jose
, p. 1462 - 1471 (2007/10/03)
To study systems able to sustain intramolecular proton-transfer, we have prepared a series of six aminofulvene aldimines including several labeled with 15N and 2H. These compounds show coupling constants through the hydrogen bond, 1hJ(15N-1H) and 2hJ(15N-15N). The position of the tautomeric equilibria, i.e., on what nitrogen atom is the proton, was determined in the solid state and in solution. The crystal structure of N{([5-[(phenylamino)methylene]- 1,3-cyclopentadien-1-yl]methylene})pyrrole-1-amine (3) has been determined by X-ray analysis. In solution, both N-H and C-H tautomers were observed and their structures assigned by NMR spectroscopy. Particularly useful is the value of the 1J(15N-1H) coupling constant.
