768-91-2 Usage
Description
1-Methyladamantane is an organic compound belonging to the adamantane family, characterized by its rigid and symmetrical structure. It is a white, low melting solid with unique chemical properties that make it suitable for various applications across different industries.
Uses
Used in Pharmaceutical Industry:
1-Methyladamantane is used as an intermediate in the preparation of Amidoadamantanes for their potential applications in the development of drugs targeting various diseases, including neurological disorders and certain types of cancer. Its rigid structure and chemical properties contribute to the stability and effectiveness of the resulting compounds.
Used in Chemical Synthesis:
1-Methyladamantane is used as a building block in the synthesis of various organic compounds due to its unique structure and reactivity. Its presence in the molecular framework can influence the properties of the final product, making it a valuable component in the development of new materials and chemicals.
Used in Research and Development:
1-Methyladamantane serves as a valuable reference compound in academic and industrial research, particularly in the fields of organic chemistry, medicinal chemistry, and materials science. Its distinct properties and structural features make it an interesting subject for studying molecular interactions, reaction mechanisms, and the development of novel synthetic methods.
Purification Methods
Purify it by zone melting, chromatography through an Al2O3 column and eluting with pentane, and sublime it repeatedly at 90-95o/12mm. [Stetter et al. Chem Ber 92 1629 1959, Schleyer & Nicholas Tetrahedron Lett 9 305 1961, Beilstein 5 IV 479,]
Check Digit Verification of cas no
The CAS Registry Mumber 768-91-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 8 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 768-91:
(5*7)+(4*6)+(3*8)+(2*9)+(1*1)=102
102 % 10 = 2
So 768-91-2 is a valid CAS Registry Number.
InChI:InChI=1/C11H18/c1-11-5-8-2-9(6-11)4-10(3-8)7-11/h8-10H,2-7H2,1H3
768-91-2Relevant articles and documents
Exhaustive One-Step Bridgehead Methylation of Adamantane Derivatives with Tetramethylsilane
Bonsir, Maxime,Davila, Christian,Geerts, Yves,Kennedy, Alan R.
supporting information, p. 5227 - 5237 (2021/10/19)
A methylation protocol of adamantane derivatives was investigated and optimized using AlCl3 and tetramethylsilane as the methylation agent. Substrates underwent exhaustive methylation of all available bridgehead positions with yields ranging from 62 to 86 %, and up to six methyl groups introduced in one step. Scaling-up of the reaction was demonstrated by performing the >40 gram-scale synthesis of 1,3,5,7-tetramethyladamantane with 62 % yield. For several substrates, rearrangements were observed, as well as cleavage of functional groups or Csp3?Csp2 bonds or even cyclohexyl-adamantyl bonds. Based on mechanistic studies, it is suggested that a reactive methylation complex is formed from tetramethylsilane and AlCl3. X-ray diffraction structures of hexamethylated bis-adamantyls reveal elongation or widening of sp3 carbon bonds between adamantyl moieties to 1.585(3) ? and 125.26(9)° due to repulsive H???H contacts.
Alkylation of adamantane with alkyl halides catalyzed by ruthenium complexes
Khusnutdinov,Schchadneva,Malikov,Dzhemilev
, p. 159 - 163 (2007/10/03)
The feasibility of catalytic alkylation of adamantane and 1-bromoadamantane with alkyl halides in the presence of ruthenium-containing catalysts was revealed. The optimum molar ratios between the catalyst components and the reactants, as well as the reaction conditions for the selective synthesis of mono-and dialkylsubstituted adamantane derivatives with a 70-98% yield, were determined. Nauka/Interperiodica 2006.
Tri(1-adamantyl)methane and its Thermolysis
Lomas, John S.
, p. 1531 - 1532 (2007/10/02)
The synthesis of the title compound, a new tri(tert-alkyl)methane, and the kinetics and products of its thermolysis are described.
