25236-60-6 Usage
Description
METHYL 1-ADAMANTANESULFONATE is a synthetic organic compound that features an adamantane core with a methyl group and a sulfonate group attached. Known for its high stability and resistance to oxidation, this compound serves as a valuable building block in the synthesis of pharmaceuticals and agrochemicals. Additionally, it is utilized as a reagent in organic synthesis for creating carbon-carbon and carbon-heteroatom bonds. Its relatively non-toxic and non-hazardous nature contributes to its versatility and utility in both laboratory and industrial applications.
Uses
Used in Pharmaceutical and Agrochemical Industries:
METHYL 1-ADAMANTANESULFONATE is used as a key building block for the synthesis of various pharmaceuticals and agrochemicals, leveraging its high stability and resistance to oxidation to enhance the performance and longevity of these products.
Used in Organic Synthesis:
In the realm of organic synthesis, METHYL 1-ADAMANTANESULFONATE is employed as a reagent for the formation of carbon-carbon and carbon-heteroatom bonds, facilitating the creation of complex organic molecules and contributing to the advancement of chemical research and development.
Used in Laboratory and Industrial Settings:
Owing to its relatively non-toxic and non-hazardous profile, METHYL 1-ADAMANTANESULFONATE is utilized in a wide range of laboratory and industrial applications, providing a safe and effective chemical component for various processes and reactions.
Check Digit Verification of cas no
The CAS Registry Mumber 25236-60-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,2,3 and 6 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 25236-60:
(7*2)+(6*5)+(5*2)+(4*3)+(3*6)+(2*6)+(1*0)=96
96 % 10 = 6
So 25236-60-6 is a valid CAS Registry Number.
InChI:InChI=1/C11H18O3S/c1-14-15(12,13)11-5-8-2-9(6-11)4-10(3-8)7-11/h8-10H,2-7H2,1H3
25236-60-6Relevant articles and documents
Foiled conjugation in α-oximino carbocations
Creary, Xavier,Jiang, Ziqi
, p. 3482 - 3489 (2007/10/03)
The 4-CHNOCH3 group is a cation-stabilizing group when placed in the para-position of a cumyl cation. The effect of this group on cumyl cations when flanked by adjacent methyl groups has now been determined. Solvolysis rates of 3,5-(CH3)2-4-(CHNOCH3)cumyl trifluoroacetates are somewhat slower than that of 3,5-dimethylcumyl trifluoroacetate. This is attributed to steric inhibition of the cation-stabilizing resonance effect of the p-oximino group. In a 1-adamantyl system, where an α-oximino group has been placed directly adjacent to a developing cationic center, solvolysis rates relative to 1-adamantyl mesylate are slowed by a factor of 108. This is attributed a cation-destabilizing inductive effect where geometric constraints prevent stabilizing orbital overlap of the cationic center with the adjacent α-oximino group. This cation-destabilizing effect fades in the homoadamantyl and the bicyclo[3.3.1]nonyl systems, where rate-retarding effects are 1.6 × 104 and 1.5 × 102, respectively. The behavior of geometrically constrained α-oximino cations parallels that of analogously constrained allylic cations. Computational studies at the HF/6-31G* level indicate that twisting the α-oximino group out of planarity with a tertiary cationic center into a perpendicular arrangement decreases stabilization by 21 kcal/mol. These studies suggest that conjugative interactions, and not ground state destabilization, are the most important factors in controlling rates of formation of α-oximino cations from mesylates and trifluoroacetates.
