999-78-0 Usage
Description
4,4-Dimethyl-2-pentyne is an organic compound characterized by its unique structure and properties. It is a branched alkyne with two methyl groups attached to the fourth carbon atom and a triple bond between the second and third carbon atoms. 4,4-Dimethyl-2-pentyne is known for its reactivity and versatility in various chemical reactions.
Uses
Used in Organometallic Chemistry:
4,4-Dimethyl-2-pentyne is used as a reagent in organometallic reactions for the regioselective insertion into the Pd-C bond of cyclopalladated complexes. This application is valuable for the synthesis of complex organic molecules and the development of new catalysts and materials.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 4,4-Dimethyl-2-pentyne is used as an intermediate in the preparation of pyrimidine-dione, an important class of compounds with potential biological activity. The reaction involves the coupling of 4,4-Dimethyl-2-pentyne with isocyanate in the presence of nickel/N-heterocyclic carbene, which facilitates the formation of the desired product.
These applications highlight the importance of 4,4-Dimethyl-2-pentyne in the fields of organometallic chemistry and pharmaceutical synthesis, where its unique properties and reactivity contribute to the development of new compounds and materials.
Synthesis Reference(s)
Tetrahedron Letters, 22, p. 2443, 1981 DOI: 10.1016/S0040-4039(01)92928-4
Check Digit Verification of cas no
The CAS Registry Mumber 999-78-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,9 and 9 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 999-78:
(5*9)+(4*9)+(3*9)+(2*7)+(1*8)=130
130 % 10 = 0
So 999-78-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H12/c1-5-6-7(2,3)4/h1-4H3
999-78-0Relevant articles and documents
Properties and Reactivities of Zwitterionic Platinum(II)-ate Complexes Generated by Transforming Coordination of an Alkyne-Bisphosphine Ligand
Okamoto, Kazuhiro,Sasakura, Kohei,Funasaka, Satoshi,Watanabe, Hiiro,Suezaki, Masahiro,Ohe, Kouichi
supporting information, p. 848 - 856 (2021/05/04)
Coordination of an alkyne-bisphosphine ligand with platinum(II) precursors produced a structural reorganization in the ligand backbone to form stable zwitterionic platinum(II) complexes bearing an anionic platinum center. The structural properties and reactivities of these complexes were investigated using X-ray crystallographic analyses, computational studies, and stoichiometric reactions involving oxidative addition and reductive elimination. These studies have shown that the enhanced nucleophilicity of the platinum center to alkyl halides promotes smooth oxidative addition and that the charge rebalance accelerates the dissociation of the halide anion from the platinum(IV) intermediate, which is essential in the carbon-carbon bond-forming step.
Thermal rearrangement of thiocarbonyl-stabilised triphenylphosphonium ylides leading to (Z)-1-diphenylphosphino-2-phenylsulfenylalkenes
Alan Aitken,Dawson, Graham,Keddie, Neil S.,Kraus, Helmut,Slawin, Alexandra M. Z.,Wheatley, Joanne,Woollins, J. Derek
body text, p. 7381 - 7383 (2010/06/13)
While thermolysis of thiocarbonyl-stabilised phosphonium ylides generally results in extrusion of Ph3PS to give alkynes, those with a PCH function instead undergo a novel P to S transfer of a phenyl group to give (Z)-configured 1-phosphino-2-su