5020-09-7

Basic information

• Product Name: 2-Cyclohexen-1-ol, 4,4-dimethyl-
• Synonyms: 4,4-dimethyl-cyclohex-2-enol;4,4-dimethyl-2-cyclohexenol;4,4-dimethyl-2-cyclohexen-1-ol;2-Cyclohexen-1-ol,4,4-dimethyl
• CAS NO: 5020-09-7
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• Mol File: 5020-09-7.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 2-Cyclohexen-1-ol, 4,4-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexen-1-ol, 4,4-dimethyl-(5020-09-7)
• EPA Substance Registry System: 2-Cyclohexen-1-ol, 4,4-dimethyl-(5020-09-7)

Safety Data

• Hazardous Substances Data: 5020-09-7(Hazardous Substances Data)

Upstream product

• 1073-13-8 4,4-dimethylcyclohexenone 

Downstream Products

• 33482-80-3 5,5-dimethyl-1,3-cyclohexadiene 
• 55504-17-1 6-chloro-3,3-dimethylcyclohex-1-ene 
• 91819-61-3 <4,4-Dimethyl-cyclohexen-(2)-yl-(1)>-vinylaether 
• 632322-77-1 6-(2-Bromo-1-methoxy-1-methyl-ethoxy)-3,3-dimethyl-cyclohexene 
• 137501-99-6 <(1')R^*,(S)S^*>-4-(6',6'-dimethyl-2'-cyclohexen-1'-ylsulfinyl)-morpholine 

Relevant articles and documents

Photocontrolled Cobalt Catalysis for Selective Hydroboration of α,β-Unsaturated Ketones

Selectivity between 1,2 and 1,4 addition of a nucleophile to an α,β-unsaturated carbonyl compound has classically been modified by the addition of stoichiometric additives to the substrate or reagent to increase their “hard” or “soft” character. Here, we demonstrate a conceptually distinct approach that instead relies on controlling the coordination sphere of a catalyst with visible light. In this way, we bias the reaction down two divergent pathways, giving contrasting products in the catalytic hydroboration of α,β-unsaturated ketones. This includes direct access to previously elusive cyclic enolborates, via 1,4-selective hydroboration, providing a straightforward and stereoselective route to rare syn-aldol products in one-pot. DFT calculations and mechanistic experiments confirm two different mechanisms are operative, underpinning this unusual photocontrolled selectivity switch.

Hypervalent-iodine-mediated ring-contraction monofluorination affording monofluorinated five-membered ring-fused oxazolines

The first ring-contraction monofluorination reaction mediated by a hypervalent iodine reagent is reported, and the use of the reaction for the synthesis of monofluorinated five-membered ring-fused oxazolines is described. By means of this reaction, a fluorine atom can be selectively introduced either on the five-membered ring or external to it, depending on whether or not the substrate has C-4 alkyl substituents. The reaction was used for the further conversion of probenecid and isoxepac.

HYDROGENATION OF ALDEHYDE OR KETONE COMPOUNDS WITH FE/TRIDENTATE LIGANDS COMPLEXES

The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of Fe complexes with tridentate ligands, having one amino or imino coordinating group and two phosphino coordinating groups, in hydrogenation processes for the reduction of ketones or aldehydes, into the corresponding alcohol or diol, respectively.