37493-70-2

Usage

Synthesis Reference(s)

Tetrahedron Letters, 27, p. 4445, 1986 DOI: 10.1016/S0040-4039(00)84974-6

InChI:InChI=1/C11H24O/c1-3-5-7-8-10-11(12)9-6-4-2/h11-12H,3-10H2,1-2H3

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 111-71-7 heptanal 
• 1889-20-9 n-butylmagnesium iodide 
• 109-72-8 n-butyllithium 
• 110-43-0 n-pentyl methyl ketone 
• 66858-75-1 (1-Iodo-heptyloxy)-trimethyl-silane 
• 88626-90-8 BuMnCl 
• 105486-12-2 n-butylmanganese (II) bromide 
• 82941-71-7 C₄H₉Cl₄Nb 
• 82941-75-1 C₄H₉Cl₄Ta 
• 542-69-8 1-iodo-butane 
• 101820-17-1 C₄H₉Cl₃Hf 
• 96-22-0 pentan-3-one 
• 101820-18-2 C₄H₉Cl₃Zr 

Downstream Products

• 33083-83-9 undecan-5-one 

Relevant academic research and scientific papers

The evaluation of dicyclopentadienylsamarium as a reagent in organic synthesis

SmCp2, which is easily prepared from SmI2, has been screened as a reducing agent for organic chemistry. In particular, SmCp2 promotes the pseudo-Barbier reaction between carbonyl compounds (aldehydes and ketones) and aliphatic or allylic halides more efficiently than does SmI2.

ORGANOMANGANESE (II) REAGENTS XIII1: HIGHLY SELECTIVE ADDITION OF ORGANOMANGANESE HALIDES TO ALDEHYDES IN THE PRESENCE OF KETONES

Organomanganese halides add quite selectively to aldehydes in the presence of ketones to give the corresponding secondarry alcohols in excellent yields.

ALDEHYDSELEKTIVITAET VON ALKYLHAFNIUM-KOMPLEXEN IN ALDEHYD-KETONKONKURRENZVERSUCHEN; VERGLEICH ZU ZIRKONIUM- UND TITAN-ANALOGEN KOMPLEXEN SOWIE THEORETISCHE DEUTUNG

Cl3Hf-Me, in contrast to MeLi is not able to attack an ester or a nitrile group and fails to discriminate in competition experiments between heptanal and diethylketone.To the contrary, Cl3Hf-Bu and (EtO)3Hf-Me are highly aldehyde-selective.An explanation of these findings in comparison with alkylzirconium and alkyltitanium complexes is given.

UEBER DIE ALDEHYDSELEKTIVITAET VON ALKYLKOMPLEXEN VON SCANDIUM, YTTRIUM, LANTHAN UND LANTHANIDEN IN ALDEHYD/KETON-KONKURRENZVERSUCHEN

In-situ prepared alkyl complexes Hal2M-Alk (Alk = Me, Bu) of the f-metals Ce, Pr, Nd, Sm, Gd exhibit very low selectivity in competition experiments between heptanal and diethylketone in THF, whereas the selectivity of complexes Hal2M-Me (M = Sc, Y, La) is distinctly higher with decreasing tendency in the sequence Sc>Y>La.These and previously reported results led to a general working hypothesis about the reasons of the aldehyde-selectivity of transition metal alkyls.

ADDITION OF ORGANOCUPRATES TO α-IODOALKYL TRIMETHYLSILYL ETHERS FORMED FROM ALDEHYDES AND TRIMETHYLSILYL IODIDE

Reaction of organocuprates with the α-iodoalkyl trimethylsilyl ethers formed by the addition of trimethylsilyl iodide to aldehydes affords good yields of the secondary alcohols after aqueous work-up.

Chemoselective in situ Protection of Aldehydes and Ketones using Titanium Tetrakis(dialkylamides)

Titanium tetrakis(dialkylamides) are chemoselective protective agents for carbonyl compounds, so that such reactions as Grignard and aldol additions can be induced to occur at ketone groups in the presence of aldyhydes in a one-pot precedure.

ALDEHYDSPEZIFISCHE UND ALDEHYDSELEKTIVE ALKYLIERUNGEN MIT ORGANONIOB- UND -TANTAL-REAGENZIEN (1)

In competition experiments with n-heptanal and diethylketone as substrates the reagents (CH3)2M(OiPr)3, CH3-MCl4 (M = Nb, Ta), and n-Bu-NbCl4 react exclusively or very selectively with the aldehyde.

Synthese d'alcools par reaction d'alkylbores avec les carbanions de sulfones

Some lithio or magnesio derivatives of sulphones of general formula Ph-SO2-CH2-R were condensed with trialkylboranes (BR3).Oxidation with alkaline hydrogen peroxyde of the crude reaction mixture then led to the secondary alcohols of general formula R1-CHOH-R2 in fair to good yields.