514-12-5 Usage
Description
(1R,4S)-3,3-Dibromo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one, also known as bornyl bromide, is a bicyclic monoterpene derivative with the molecular formula C10H15Br2O. It is a chemical compound commonly used in organic synthesis and as a building block in the production of various pharmaceuticals and fine chemicals. Bornyl bromide is known for its antimicrobial, anti-inflammatory, and anti-cancer properties, and it has been studied for its potential applications in drug development and medicinal chemistry.
Uses
Used in Pharmaceutical Industry:
(1R,4S)-3,3-Dibromo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one is used as a building block for the production of various pharmaceuticals and fine chemicals. Its antimicrobial, anti-inflammatory, and anti-cancer properties make it a promising candidate for drug development and medicinal chemistry.
Used in Agrochemical Industry:
(1R,4S)-3,3-Dibromo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one is used as a key intermediate in the synthesis of agrochemicals, contributing to the development of effective and environmentally friendly pest control solutions.
Used in Fragrance Industry:
(1R,4S)-3,3-Dibromo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one is used as a component in the synthesis of fragrance compounds, adding unique scents and enhancing the overall appeal of various products in the fragrance industry.
Check Digit Verification of cas no
The CAS Registry Mumber 514-12-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,1 and 4 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 514-12:
(5*5)+(4*1)+(3*4)+(2*1)+(1*2)=45
45 % 10 = 5
So 514-12-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H14Br2O/c1-8(2)6-4-5-9(8,3)7(13)10(6,11)12/h6H,4-5H2,1-3H3
514-12-5Relevant articles and documents
Formation of (1S,2S,5R,6S)-(+)-6-carbanilino-1,5- dimethyltricyclo[3.2.0.0]heptane from (1R,4S)-(+)-3,8,8-tribromocamphor via a facile intramolecular cyclization-Favorskii rearrangement process
Lu,Liu,Wang
, p. 7945 - 7947 (1993)
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Eck et al.
, p. 911 (1973)
Preliminary investigations on novel camphor-derived chiral sulfones: Completely stereoselective formation of tricyclic β-hydroxy sulfones from 8- and 10-functionalized camphor derivatives
Lewis, Frank W.,McCabe, Thomas C.,Grayson, David H.
supporting information; experimental part, p. 7517 - 7528 (2011/10/12)
Some camphor-derived chiral allylic and benzylic sulfones in which the sulfonyl group is located at the C-10, C-9 or C-8 methyl groups of (+)-camphor were synthesized. The C-9 and C-8 substituted sulfones were obtained via Wagner-Meerwein rearrangements of the bicyclic camphor framework. On treatment with LDA, the C-10 and C-8 substituted sulfones cyclized with complete stereoselectivity, affording tricyclic β-hydroxy sulfones whose relative configurations were determined by X-ray crystallography. Tricyclic sulfones 23 and 24 underwent both β-elimination and retro-aldol reactions on further exposure to base. Reduction of the carbonyl group of the C-10 substituted sulfones afforded exo-configured isobornyl sulfones with high stereoselectivity. Reaction of the lithiated isobornyl benzyl sulfone 32 with benzaldehyde generated all four of the possible product diastereomers, of which three were isolated pure by chromatography. Attempted desulfonylation of these diastereomers failed to generate the desired optically active homobenzylic alcohols but the same sulfonyl carbanion trapping/desulfonylation sequence was successful in a model achiral series of compounds.