258833-04-4

Basic information

• Product Name: 2-Hexanone, 4-ethyl-5-methyl-, (4R)- (9CI)
• Synonyms: 2-Hexanone, 4-ethyl-5-methyl-, (4R)- (9CI)
• CAS NO: 258833-04-4
• Molecular Formula: C9H18O
• Molecular Weight: 142.23862
• Product Categories: ACETYLGROUP
• Mol File: 258833-04-4.mol

Chemical Properties

• Boiling Point: 170.3±8.0 °C(Predicted)
• Appearance: /
• Density: 0.812±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-Hexanone, 4-ethyl-5-methyl-, (4R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hexanone, 4-ethyl-5-methyl-, (4R)- (9CI)(258833-04-4)
• EPA Substance Registry System: 2-Hexanone, 4-ethyl-5-methyl-, (4R)- (9CI)(258833-04-4)

Safety Data

• Hazardous Substances Data: 258833-04-4(Hazardous Substances Data)

Upstream product

• 4376-23-2 (E)-hex-3-en-2-one 
• 920-39-8 isopropylmagnesium bromide 
• 1669-43-8 (E)-4-isopropylbut-3-en-2-one 
• 557-20-0 diethylzinc 
• 97-93-8 triethylaluminum 
• 5166-53-0 5-methyl-3-hexene-2-one 
• 925-90-6 ethylmagnesium bromide 

Relevant articles and documents

Enone structure as a probe to Lewis acid carbonyl binding in copper-catalysed asymmetric conjugate addition

Systematic changes in the substitution pattern of linear enones (R1COCH=CHR2) helps identify the reactive conformation (s-trans versus s-cis) of the enone in copper-catalysed asymmetric 1,4-ZnEt2 addition. Pointers to the

Copper-catalyzed enantioselective conjugate addition of Grignard reagents to acyclic enones using monodentate phosphoramidite ligands

Herein, we report efficient catalysts based on phosphoramidites for the asymmetric copper-catalyzed conjugate addition of Grignard reagents to acyclic α,β-unsaturated ketones. A variety of Grignard reagents can be added to aliphatic and aromatic acyclic e

C2-symmetric functionalized azolium salt from serine ester for Cu-catalyzed asymmetric conjugate addition reaction

C2-symmetric ester-amide functionalized azolium salt was synthesized from readily available α-amino ester such as L-serine methyl ester. The combination of a Cu salt and the chiral azolium salt promoted the asymmetric conjugate addition reactio

Functionalized N-heterocyclic carbene ligands for dual enantioselective control in the Cu-catalyzed conjugate addition of dialkylzinc compounds to acyclic enones

A series of highly tunable, functionalized azolium compounds have been synthesized from chiral α-amino acid derivatives such as β-amino alcohols or α-amino esters. The combination of a Cu salt and a chiral azolium efficiently facilitated the asymmetric co

CHIRAL TRIDENTATE COMPOUNDS, CORRESPONDING ORGANOMETAL COMPLEXES, METHOD FOR PREPARING SAME AND USE OF SAID COMPOUNDS AND COMPLEXES AS LIGANDS IN ASYMMETRICAL CATALYSIS

The invention relates to a compound of the formula (I) or the formula (II) in which: W is an oxygen atom or a radical of the formula NH; X is hydrogen or an alkaline cation or a C1-C8 alkyl or a —(CH2)n3—C(R4)(R5)(R6) radical; X and R on the one hand and X and R1 on the other hand may independently form an optionally substituted cycle with 5, 6 or 7 links. The invention also relates to complexes of said compounds with at least one metal selected from the group comprising copper, palladium, ruthenium, iridium and rhodium, and to a method for the synthesis of these compounds. These compounds and complexes can be used in various asymmetrical catalysis methods.

Copper-catalyzed asymmetric conjugate addition with Grignard reagents and SimplePhos ligands

Herein we report the copper-catalyzed asymmetric conjugate addition of Grignard reagents to cyclic and acyclic enones, with SimplePhos as chiral ligands. A variety of Grignard reagents can be added to a range of cyclic and acyclic enones, with moderate to good enantioselectivities (ee's up to 86%).

Construction of a new type of chiral bidentate NHC ligands: copper-catalyzed asymmetric conjugate alkylation

We synthesized in three steps simple chiral bidentate NHC compounds that carry an achiral coordinating group as N-substituent and revealed that they serve as efficient chiral auxiliaries for the copper-catalyzed asymmetric conjugate addition of dialkylzin

Copper-catalyzed asymmetric conjugate addition with chiral SimplePhos ligands

SimplePhos ligands represent a novel class of monodentate chiral ligands based on a chiral amine moiety and flexible diaryl groups on the phosphorous atom. They can be easily prepared by two different pathways and they can be highly functionalised. Herein we report the copper-catalysed asymmetric conjugate addition of diethyl zinc and trialkylaluminium reagents with SimplePhos ligands, which gives high enantioselectivity with cyclic enones, acyclic enones and nitro-olefins, with up to 98.6 % ee. Of particular interest is the reaction of trialkylaluminium reagents with a wide range of 3substituted enones, thus allowing the formation of stereogenic quaternary carbon centres.

Amino-sugar modular ligands - Useful cores for the formation of asymmetric copper 1,4-addition catalysts

Modular phosphine ligands, synthesised rapidly from commercial N-acetylglucosamine, are very effective in copper(I)-catalysed 1,4-additions of ZnR2 to linear aliphatic enones (87-95% ee). The Royal Society of Chemistry.

Chiral phosphinoazomethinylate salts as new 'one-step available' ligands for copper-catalyzed asymmetric conjugate addition

Herein, we report the use of phosphinoazomethinylate salts as chiral efficient ligands for the copper-catalyzed asymmetric conjugate addition (ACA) of dialkylzinc to various enones. These tridentate P,N,O ligands are straightforwardly obtained in a one-step procedure from commercially available enantiopure α-aminoacids. Performing the conjugate addition in the greener AcOEt solvent, high enantioselectivities were reached for both cyclic and acyclic enones ranging between 72% to 98% ee and 96% to >99%, respectively. The 2/1 Cu/ligand ratio required to obtain high enantioselectivities, led us to envisage a copper-copper bi-metallic catalytic system for this transformation.