58031-23-5

Upstream product

• 110-86-1 pyridine 
• 91524-41-3 2-methyl-1,2-dichloropropyl methyl ketone 
• 118348-53-1 3-chloro-4-hydroxy-4-methyl-pentan-2-one 
• 81454-77-5 3-chloro-4-methyl-pent-4-en-2-one 
• 56-23-5 tetrachloromethane 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 7782-50-5 chlorine 
• 91524-32-2 (E)-2,3-Dichlor-2-methyl-3-isopropyloxiran 

Downstream Products

• 58031-26-8 r-4-Acetyl-4-chlor-c-3,5,5-trimethylcyclohexen 
• 58031-26-8 r-4-Acetyl-4-chlor-t-3,5,5-trimethylcyclohexen 

Relevant academic research and scientific papers

Addition of Chloroprene Grignards to Aromatic Aldehydes: Synthesis of Homoallenyl Alcohols

A general procedure for the one-pot synthesis of racemic homoallenyl alcohols from the corresponding aldehyde and chloroprene-derived Grignards is described. Employing bis[2-dimethylaminoethyl]ether (BDMAEE) as an additive at low temperatures shifts the selectivity of the chloroprene Grignard addition to aldehydes such that it is almost exclusive toward allene formation. In a set of follow-up experiments, simple and more elaborate methods for further derivatization have been demonstrated, allowing quick access to more complex structures.

Selenium-catalyzed oxidative halogenation

Organoselenides catalyze the oxidation of halides by H2O2. Furthermore, these selenides catalyze the transfer of oxidized halogens from N-halosuccinimides to olefins and ketones. Thus, organoselenides catalyze oxidative halogenation reactions including halolactonization, α-halogenation of ketones, and allylic halogenation. The ability of selenium to undergo reversible 2e- oxidation-reduction chemistry facilitates halogenation through selenium-bound halogen intermediates.

Oxidation of α,β-enones and alkenes with oxone and sodium halides: A convenient laboratory preparation of chlorine and bromine

Mixtures of oxone and sodium chloride or sodium bromide afford solutions of chlorine or bromine, respectively. These solutions effectively add chlorine and bromine to α,β-enones and alkenes. The method affords improved yields of 3-alkyl-2-halo-2-cycloalkenones which are sometimes difficult to prepare.

Halogen Epoxides, 7. Rearrangements during the Reaction of Substituted 2-Chloro- and 2,3-Dichlorooxiranes with Silver Tetrafluoroborate

Reactions of tert-butyl-substituted and of isopropyl-substituted chlorooxiranes with silver tetrafluoroborate have been examined.Dehalogenations in the 2-positions of 2-chloro-2-tert-butyl- (5) and of 2-chloro-2-isopropyl-substituted oxiranes (35) occurred without changes of the carbon skeletons.By contrast, dehalogenations in the 2-positions of 2-chloro-3-tert-butyl- (12) and of 2-chloro-3-isopropyloxiranes (35) afforded partly rearranged products by 1,2-methyl- and/or 1,2-hydride shifts to the corresponding α-ketocarbenium ions.

Substituted acetonaphthones, processes for preparing same, uses of same in perfumery, and intermediates used in said processes

Described are hexahydrotetramethyl acetonaphthones and mixtures of such substituted acetonaphthones having the generic formula: STR1 wherein one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines is a carbon-carbon single bond, and, specifically, the novel isomer having the structure: STR2 and processes for the preparation of such mixtures and said novel isomer, as well as a known single component of said mixtures and compounds, by means of first forming 3-chloromesityl oxide from mesityl oxide and chlorine and then reacting the 3-chloromesityl oxide with myrcene via a Diels-Alder reaction thereby producing a chlorine containing Diels-Alder adduct and then either: (i) dehydrochlorinating the chlorine containing Diels-Alder adduct to form an acetyl conjugated cyclohexadiene and cyclizing the acetyl conjugated cyclohexadiene to produce a mixture of isomers having the generic formula: STR3 wherein one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines is a carbon-carbon single bond; or (II) CYCLIZING THE CHLORINE CONTAINING Diels-Alder adduct to form an acetyl-chloro octahydronaphthalene and dehydrochlorinating the acetylchloro octahydronaphthalene to form a composition substantially composed of a compound having the structure: STR4 The products produced are useful as vetiver ingredients in perfumes and perfumed articles.

Tetramethyl-hexahydroacetonaphthones

Described are hexahydrotetramethyl acetonaphthones and mixtures of such substituted acetonaphthones having the generic formula: STR1 wherein one of the dashed lines is a carbon-carbon double bond and each of the other of the dashed lines is a carbon-carbon single bond. The products produced are useful as vetiver ingredients in perfumes and perfumed articles.