27539-94-2

Basic information

• Product Name: 3,7-Nonadien-2-one, 4,8-dimethyl-, (3E)-
• CAS NO: 27539-94-2
• Molecular Formula: C11H18O
• Molecular Weight: 166.263
• Mol File: 27539-94-2.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 3,7-Nonadien-2-one, 4,8-dimethyl-, (3E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3,7-Nonadien-2-one, 4,8-dimethyl-, (3E)-(27539-94-2)
• EPA Substance Registry System: 3,7-Nonadien-2-one, 4,8-dimethyl-, (3E)-(27539-94-2)

Safety Data

• Hazardous Substances Data: 27539-94-2(Hazardous Substances Data)

Upstream product

• 853065-81-3 1-methylgeraniol 
• 106-24-1 Geraniol 
• 53145-85-0 4-methyl-2,2-diacetoxy-3-pentene 
• 541-47-9 3-Methylbutenoic acid 
• 37562-76-8 4-methyl-2,4-pentadien-2-yl acetate 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 141-27-5 3,7-dimethyl-2,6-octadienal 
• 32659-21-5 ethyl (E)-3,7-dimethylocta-2,6-dienoate 
• 75-16-1 methylmagnesium bromide 
• 124931-18-6 (E)-3,7-Dimethyl-octa-2,6-dienoic acid methoxy-methyl-amide 
• 27575-61-7 (3Z)-4,8-dimethylnona-3,7-dien-2-one 
• 67845-50-5 8-hydroxy-2,6-dimethyl-nona-2,6-diene 

Downstream Products

• 34562-09-9 (S,E)-4,8-dimethylnona-3,7-dien-2-ol 
• 1333113-75-9 (R,E)-4,8-dimethylnona-3,7-dien-2-ol 
• 144428-81-9 2-hydroxy-6-acetyl-1,2,5-trimethylcyclohexane 
• 144428-84-2 4-hydroxy-2-acetyl-1,1,3-trimethylcyclohexane 
• 37709-66-3 2,6,6-trimethyl-2-cyclohexenyl methyl ketone 
• 1235989-02-2 (S)-4,8-dimethyl-4-phenylnon-7-en-2-one 
• 1015066-64-4 C₁₆H₂₄O₄ 
• 802622-17-9 4-hydroxymethyl-3-methyl-3-(4-methylpent-3-enyl)cyclohexanone 
• 3664-64-0 rac-4,8-dimethyl-7-nonen-2-one 
• 802621-97-2 (2E-3,7-dimethyl-1-methyleneocta-2,6-dieneyloxy)triisopropylsilane 

Relevant articles and documents

Copper-Catalyzed One-Pot Borylative Aldolisation β-Fluoride Elimination for the Formal Addition of Acrylates to Carbonyl Moieties

Herein, we report the copper-catalyzed domino borylation/aldolisation of methyl 2-fluoroacrylate with carbonyl compounds followed by an elimination to give Morita–Baylis–Hillman (MBH) analogues. The optimal conditions described were shown to be compatible

Formation of quaternary stereogenic centers by copper-catalyzed asymmetric conjugate addition reactions of alkenylaluminums to trisubstituted enones

Alkenylaluminums undergo asymmetric copper-catalyzed conjugate addition (ACA) to β-substituted enones allowing the formation of stereogenic all-carbon quaternary centers. Phosphinamine-copper complexes proved to be particularly active and selective compared with phosphoramidite ligands. After extensive optimization, high enantioselectivities (up to 96 % ee) were obtained for the addition of alkenylalanes to β-substituted enones. Two strategies for the generation of the requisite alkenylaluminums were explored allowing for the introduction of aryl- and alkyl-substituted alkenyl nucleophiles. Moreover, alkyl-substituted phosphinamine (SimplePhos) ligands were identified for the first time as highly efficient ligands for the Cu-catalyzed ACA. Chiral synthesis made easy: The copper-catalyzed conjugate addition of alkenylaluminum reagents to 3-substituted cyclic enones allows for the formation of all-carbon chiral quaternary centers (see scheme; CuTC=copper(I) thiophene-2-carboxylate). Chiral phosphinamine (SimplePhos) ligands were found to be highly efficient for this transformation.

A concise approach towards the bicyclo[3.3.1]nonan-9-one core present in the phloroglucin natural product hyperforin

An approach towards the bicyclo[3.3.1]nonan-9-one core present in the bioactive phloroglucin natural product hyperforin is delineated in which the key C8 stereogenic quaternary centre is appropriately installed.