72074-84-1

Upstream product

• 645-68-1 pseudoirone 
• 72049-77-5 4-(2,5,6,6-Tetramethylcyclohexenyl)-4-(phenylsulfonyl)-2-butanone 
• 142787-74-4 (3E)-6,9,10-trimethylundeca-3,5,8-trien-2-one 
• 31162-52-4 2,5,6,6-tetramethylcyclohex-1-enecarbaldehyde 
• 1439-36-7 1-triphenylphosphoranylidene-2-propanone 
• 645-68-1 (3E,5Ξ)-6,9,10-trimethyl-undeca-3,5,9-trien-2-one 
• 56881-52-8 (Z)-(3,7-dimethylocta-2,6-diene-1-sulfonyl)benzene 
• 3899-32-9 (E)-3,6,7-trimethylocta-2,6-dien-1-ol 
• 67-56-1 methanol 
• 35124-13-1 (+)-(2R:6S)-cis-α-irone 
• 7732-18-5 water 
• 35124-16-4 (+)-(1'S,3'R,3E)-4-(2',3',3'-trimethyl-6'-methylidenecyclohex-1'-yl)but-3-en-2-one 
• 86119-84-8 phosphoric acid 
• 130627-71-3 6-benzoylsulfonyl-3,7-dimethylocta-2E,7-dien-1-yl acetate 

Downstream Products

• 124136-77-2 (+/-)-4t-(2,5,6,6-tetramethyl-cyclohex-1-enyl)-but-3-en-2-one-(4-[1]naphthyl semicarbazone) 
• 27687-81-6 (+/-)-4t-(2,5,6,6-tetramethyl-cyclohex-1-enyl)-but-3-en-2-one-(2,4-dinitro-phenylhydrazone); (+/-)-trans-β-iron-(2,4-dinitro-phenylhydrazone) 
• 43125-93-5 4-(2,5,6,6-tetramethyl-1-cyclohexene-1-yl)-3-butane-2-one 
• 124115-56-6 1t-((X)-2.2.3.6-tetramethyl-cyclohexen-⁽⁶⁾-yl)-buten-⁽¹⁾-one-⁽³⁾-(4-phenyl semicarbazone) 
• 31162-52-4 2,5,6,6-tetramethylcyclohex-1-enecarbaldehyde 

Relevant academic research and scientific papers

Cyclization of cis- and trans-6,7-trans-8,9-Pseudoirones in Super Acids

Stable cations from 2,3,6-trimethyl-6Z,E,8E-undecadien-10-ones (cis- and trans-pseudoirones) were generated in the HSO3F-SO2FCl system fot the first time.Configuration of the conjugated C6=C7 double bond in these ketones substantiall

STEREOCHEMISTRY OF THE CYCLIZATION OF PSEUDOIRONE AT ELEVATED TEMPERATURE

The cyclization of pseudoirone (6,9,10-trimethyl-3,5,9-undecatrien-2-one) in the presence of a catalytic amount of phosphoric acid at 110 deg C gives a high yield and leads to the preferential formation of α-irone.It was established that if the reaction was conducted in the presence of protic acids 1-(1,3,4-trimethyl-3-cyclohexenyl)-1-penten-4-one was formed in addition to the α, β, and γ isomers.

An Alternative Access to (+/-)-α-Irones and (+/-)-β-Irone via Acid-Mediated Cyclisation

Acid-mediated cyclisation of trienone 8, readily available from 2,3-dimethylbutanal (1; five steps: 47percent yield), using fluorosulfonic acid (6.8 mol-equiv.) in 2-nitropropane at -70 deg, afforded a 14:9:1 mixture (70percent yield) of (+/-)-cis-α-irone

Cyclic ketones and their use as perfuming ingredients

Novel compounds of formula STR1 wherein the dotted lines indicate the location of a single or double bond, symbol R1 stands for a hydrogen atom or a methyl radical, symbol R2 represents a linear or branched, saturated or unsaturated, C1 to C4 alkyl radical, provided that R1 is not hydrogen when R2 represents a methyl or n-propyl radical and the ring is saturated. Compounds (Ia) are useful as perfuming ingredients. A process for their preparation is disclosed.

TOTAL SYNTHESES OF (+/-)-β-IRONE

The conversion of the product of the ene reaction of PhSOCl with geranyl acetate into racemic β-irone has been accomplished in seven steps, using high-pressure techniques for the olefination of β-methylcyclocitral.

Production of ionones and irones by thermal rearrangement of propargylic alcohols

Ionones and irones are produced by thermal rearrangement of novel propargylic alcohols, as follows: STR1 wherein R1 is a lower alkyl group, R2 is hydrogen or methyl and the dotted lines in the product formula reflect the existence of a double bond at either one or the other of the positions indicated.

Stereoselective Synthesis of (+/-)-Irones

β-, α-cis-, and α-trans-irones (1, 2a, and 2b) have been prepared via 2,5,6,6-tetramethyl-1-cyclohexene (7) and 1,4β,5,5-tetramethyl-6β-cyclohexene (8a) and its C-6 epimer (8b).Electrochemical epoxidation of