43160-78-7

Upstream product

• 62358-94-5 1-phenylsulfanyl-decan-4-one 
• 110-53-2 1-Bromopentane 
• 43160-75-4 2-ethoxy-3-vinylsulfanyl-propene 
• 66471-59-8 1-tert-butoxy-dec-1-en-4-one 
• 38945-65-2 undec-1-en-5-one 
• 36602-72-9 11-Methyl-10-dodecen-7-on 
• 3761-92-0 n-hexylmagnesium bromide 
• 72049-81-1 4-<(trimethylsilyl)oxy>butyronitrile 
• 120507-11-1 1-methoxy-1-decen-4-one 
• 95928-04-4 5-Hexyl-2,2-dimethoxy-2,3-dihydrofuran 
• 87074-51-9 5-Diethoxymethyl-3-hexyl-4,5-dihydro-isoxazole 
• 92464-77-2 3-bromo-1,1-diethoxy-4-decanone 
• 37810-94-9 decane-1,4-diol 
• 706-14-9 5-hexyldihydro-2(3H)-furanone 

Downstream Products

• 25564-22-1 2-pentyl-2-cyclopenten-1-one 
• 2570-03-8 (+/-)-methyl trans-dihydrojasmonate 
• 1128-08-1 dihydro-cis-jasmone 
• 7018-92-0 2,5-Undecanedione 

Relevant academic research and scientific papers

IBX/n-Bu4NBr/CH2Cl2-H2O: A new mild system for selective oxidation of secondary alcohols

A new alternative system for the chemoselective oxidation of secondary hydroxyl group to ketone with IBX/n-Bu4NBr in CH2Cl 2-H2O has been developed. Under the reaction conditions, the secondary hydroxyl group was highly chemoselectively oxidized to the corresponding ketone, in moderate to good yields at rt, in the presence of primary hydroxyl group within the same molecule.

Synthesis and Occurrence of Oxoaldehydes in Used Frying Oils

As part of our efforts to identify volatile decomposition products in used frying oils, a series of 4- and 5-oxoaldehydes were synthesized, purified, and characterized by gas chromatography, gas chromatography-mass spectrometry, gas-chromatography-Fourier transform infrared spectrometry, and nuclear magnetic resonance spectrometry.Oxoaldehydes have been proposed as possible precursors of alkylfurans, which have potential anticancer effects.In a model reaction 4-oxononanal was refluxed in hexane for 40 days and only trace amounts of 2-pentylfuran were produced, suggesting that it is not a major precursor of the furan.The volatile constituents of used frying oils obtained from commercial food processors were studied, and 4-oxohexanal, 4-oxooctanal, 4-oxononanal, and 4-oxodecanal were identified.Keywords: Oxoaldehydes; odor threshold; frying oil

ORGANOTIN HOMOENOLATE EQUIVALENTS - ACCESS TO β-ACYL- AND β-ARYL-PROPIONALDEHYDES THROUGH HETEROSUBSTITUTED ALLYLTINS AND VINYLTINS

Although, α-ethoxycrotyltributyltin can be used as an equivalent of the homoenolate anion CH3-CHCH2CHO in reactions with acyl chlorides, the non-substituted α-ethoxyallyltributyltin could not be employed in this way. γ-Methoxyvinyltins, easily prepared by hydrostannation of propargylic ethers, are successfully employed as synthetic equivalents of the homoenolate anions -CH2CH2CHO and -CH2CH2COCH3 in reactions with acyl chlorides.A silylated γ-methoxyvinyltin, which is both a vinyltin and an allylsilane, reacts with acyl chlorides and aryl bromides as a promising equivalent of the homoenolate anion -CH2CH2CHO and tolerates a wide range of other reactive functional groups.

Synthesis of 2-Alkyl-2-cyclopenten-1-ones. A Versatile Kinetic Alkylation-Ozonolysis Procedure for the Preparation of γ-Ketoaldehydes

A range of 2-alkyl-2-cyclopenten-1-ones including the prostaglandin precursor 2-(6-methoxycarbonylhexyl)-2-cyclopenten-1-one and the jasmonoid precursor 2--2-cyclopenten-1-one, have been prepared by a short synthetic route which begins with 6-methyl-5-hepten-2-one and generates the key 1,4-ketoaldehyde intermediates by a kinetic alkylation-ozonolysis procedure.

A NEW READY ROUTE TO 1,4-KETOALDEHYDES AND 1,4-DIKETONES WITH APPLICATION TO THE SYNTHESIS OF Z-JASMONE AND DIHYDROJASMONE

A new three-step synthesis in good overall yield of 1,4-ketoaldehydes and 1,4-diketones is described.The method involves two sequential coupling reaction of reagents with S-phenyl carbonochloridothioate in the presence of nickel(II) or iron(III) complexes as catalysts.Application of this reaction to the synthesis of Z-jasmone and dihydrojasmone is also described.

Preparation of (Triphenylsilyl)allyl Anion and (Triphenylgermyl)allyl Anion from 1-Propenyltriphenylsilane and 1-Propenyltriphenylgermane and Their Reactions with Electrophiles

Treatment of 1-propenyltriphenylsilane with n-BuLi in THF-HMPA provides (triphenylsilyl)allyl anion which is identical with an anion derived from 2-propenyltriphenylsilane and base.Generation of (triphenylgermyl)allyl anion is also described.Addition of alkyl halides or carbonyl compounds to these anions gives the corresponding adducts regioselectively.

1,4-Ketoaldehydes via Michael-Addition of deprotonated Aldimines to 2-(N-Methylanilino)-acrylonitrile

A new method for the synthesis of the title compounds by a one-pot three component coupling reaction is described.It consists of the reaction of an enolateanion- and an enolcation-equivalent with subsequent alkylation of an acylanion-equivalent.

Investigation of the Dimethyl Acetal Formation during the Ozonization of Alkenes in Methanol

Dimethyl acetal formation during the ozonization of olefins in methanol followed by reduction with dimethyl sulfide has been occasionally reported in the literature.This acetalization can be completely suppressed, when the ozonization is carefully monitored by g.l.c. or t.l.c. analysis and stopped immediately after the consumption of the olefin.It was proved that the acetal formation observed earlier is the result of an acid catalysed reaction accelerated by dimethyl sulfide and dimethyl sulfoxide present in the reaction mixture.The acidic catalyst is formic acid formed from methanol by oxidation with excessive ozone.