40764-03-2

Basic information

• Product Name: 3-(4-ISOBUTYL-PHENYL)-PROPIONALDEHYDE
• Synonyms: 3-(4-ISOBUTYL-PHENYL)-PROPIONALDEHYDE;3-[4-(2-Methylpropyl)phenyl]propionaldehyde;Benzenepropanal, 4-(2-Methylpropyl)-;3-[4-(2-methylpropyl)phenyl]propanal
• CAS NO: 40764-03-2
• Molecular Formula: C₁₃H₁₈O
• Molecular Weight: 190.28142
• Mol File: 40764-03-2.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 273.27°C at 760 mmHg
• Flash Point: 122.912°C
• Appearance: /
• Density: 0.941g/cm³
• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.499
• CAS DataBase Reference: 3-(4-ISOBUTYL-PHENYL)-PROPIONALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-ISOBUTYL-PHENYL)-PROPIONALDEHYDE(40764-03-2)
• EPA Substance Registry System: 3-(4-ISOBUTYL-PHENYL)-PROPIONALDEHYDE(40764-03-2)

Safety Data

• Hazardous Substances Data: 40764-03-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H18O/c1-11(2)10-13-7-5-12(6-8-13)4-3-9-14/h5-9,11H,3-4,10H2,1-2H3

Upstream product

• 201230-82-2 carbon monoxide 
• 63444-56-4 p-isobutylstyrene 
• 40150-92-3 1-(4-isobutylphenyl)ethanol 
• 40150-98-9 4-(2-methyl-1-propyl)benzaldehyde 
• 50-00-0 formaldehyd 
• 62049-65-4 S-(-)-1-(-)-[4-isobutylphenyl]-chloroethane 

Relevant articles and documents

Synthesis of rac-ɑ-aryl propionaldehydes via branched-selective hydroformylation of terminal arylalkenes using water-soluble Rh-PNP catalyst

This work detailed the preparation of a class of water-soluble PNP ligands that differed by the nature of the substitute on phenyl ring of ligands. These ligands were incorporated into water-soluble rhodium-PNP complex catalysts that were used to regioselective hydroformylation of a series of terminal arylalkenes, providing efficient access to rac-α-aryl propionaldehydes in good to excellent yield (up to 97%) and branched-regioselectivity (up to 40:1 b/l ratio). Furthermore, gram-scale and diverse synthetic transformation demonstrated synthetic application of this methodology for non-steroidal antiinflammatory drugs.

Iron Catalyzed Hydroformylation of Alkenes under Mild Conditions: Evidence of an Fe(II) Catalyzed Process

Earth abundant, first row transition metals offer a cheap and sustainable alternative to the rare and precious metals. However, utilization of first row metals in catalysis requires harsh reaction conditions, suffers from limited activity, and fails to tolerate functional groups. Reported here is a highly efficient iron catalyzed hydroformylation of alkenes under mild conditions. This protocol operates at 10-30 bar syngas pressure below 100 °C, utilizes readily available ligands, and applies to an array of olefins. Thus, the iron precursor [HFe(CO)4]-[Ph3PNPPh3]+ (1) in the presence of triphenyl phosphine catalyzes the hydroformylation of 1-hexene (S2), 1-octene (S1), 1-decene (S3), 1-dodecene (S4), 1-octadecene (S5), trimethoxy(vinyl)silane (S6), trimethyl(vinyl)silane (S7), cardanol (S8), 2,3-dihydrofuran (S9), allyl malonic acid (S10), styrene (S11), 4-methylstyrene (S12), 4-iBu-styrene (S13), 4-tBu-styrene (S14), 4-methoxy styrene (S15), 4-acetoxy styrene (S16), 4-bromo styrene (S17), 4-chloro styrene (S18), 4-vinylbenzonitrile (S19), 4-vinylbenzoic acid (S20), and allyl benzene (S21) to corresponding aldehydes in good to excellent yields. Both electron donating and electron withdrawing substituents could be tolerated and excellent conversions were obtained for S11-S20. Remarkably, the addition of 1 mol % acetic acid promotes the reaction to completion within 16-24 h. Detailed mechanistic investigations revealed in situ formation of an iron-dihydride complex [H2Fe(CO)2(PPh3)2] (A) as an active catalytic species. This finding was further supported by cyclic voltammetry investigations and intermediacy of an Fe(0)-Fe(II) species was established. Combined experimental and computational investigations support the existence of an iron-dihydride as the catalyst resting state, which then follows a Fe(II) based catalytic cycle to produce aldehyde.

Novel 4-Alkyl Cyclohexanepropanal Compounds and their use in Perfume Compositions

The present invention is directed to novel 4-alkyl cyclohexanepropanal compounds and a method of improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount of the novel compounds. The compound may be wherein R is selected from the group consisting of methyl, ethyl, propyl, isopropyl, butyl, isobutyl, and scc-butyl.