1009-62-7

Basic information

• Product Name: 2,2-Dimethyl-3-phenylpropionaldehyde
• Synonyms: 2,2-dimethyl-3-phenylpropionaldehyde;Benzenepropanal, .alpha.,.alpha.-dimethyl-;3-Phenyl-2,2-dimethyl-1-propanone;Benzenepropanal, a,a-diMethyl-
• CAS NO: 1009-62-7
• Molecular Formula: C₁₁H₁₄O
• Molecular Weight: 162.23
• EINECS: 213-771-5
• Mol File: 1009-62-7.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 228.5°Cat760mmHg
• Flash Point: 95.8°C
• Appearance: COA
• Density: 0.959g/cm³
• Vapor Pressure: 0.0732mmHg at 25°C
• Refractive Index: 1.501
• CAS DataBase Reference: 2,2-Dimethyl-3-phenylpropionaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethyl-3-phenylpropionaldehyde(1009-62-7)
• EPA Substance Registry System: 2,2-Dimethyl-3-phenylpropionaldehyde(1009-62-7)

Safety Data

• Hazardous Substances Data: 1009-62-7(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 85, p. 2178, 1963 DOI: 10.1021/ja00897a040The Journal of Organic Chemistry, 39, p. 3102, 1974 DOI: 10.1021/jo00935a009

InChI:InChI=1/C11H14O/c1-11(2,9-12)8-10-6-4-3-5-7-10/h3-7,9H,8H2,1-2H3

Upstream product

• 55089-28-6 2-(1,1-dimethyl-2-phenyl-ethyl)-4,5-dihydro-thiazole 
• 30857-43-3 Dimethyl-2,2-phenyl-3-propanal-cyclohexylimin 
• 2403-57-8 1-(2-methylprop-1-en-1-yl)pyrrolidine 
• 100-39-0 benzyl bromide 
• 91496-52-5 2-Oxo-3,3-dimethyl-4-phenyl-buttersaeure 
• 79-50-5 pantolactone 
• 71-43-2 benzene 
• 79-37-8 oxalyl dichloride 
• 13351-61-6 2,2-dimethyl-3-phenyl-1-propanol 
• 591-50-4 iodobenzene 
• 5813-64-9 2.2-dimethylpropylamine 
• 24401-25-0 Dimethyl-(2-methyl-propenyl)-benzyl-ammoniumbromid 
• 92864-25-0 2-Oxo-3,3-dimethyl-4-phenyl-buttersaeure-aethylester 
• 92301-26-3 2-Hydroxy-3,3-dimethyl-4-phenyl-buttersaeure-aethylester 

Downstream Products

• 67682-19-3 α,β,β-trimethyl-benzenepropanol 
• 13031-10-2 2,2-Dimethyl-1,3-diphenyl-1-propanol 
• 801289-31-6 6,6,6-trifluoro-2,2-dimethyl-1-phenyl-4-hexyn-3-ol 
• 880085-58-5 8-cyano-2,2-dimethyl-1-phenyloct-4-yn-3-yl methyl carbonate 
• 880085-65-4 9-(N,N-dibenzylamino)-2,2-dimethyl-1-phenylnon-4-yn-3-yl methyl carbonate 
• 880085-61-0 9-hydroxy-2,2-dimethyl-1-phenylnon-4-yn-3-yl methyl carbonate 
• 880085-74-5 methyl 2,2-dimethyl-1-phenyl-9-(phenylthio)non-4-yn-3-yl carbonate 
• 72727-59-4 1-(3,3.dimethoxy-2,2-dimethylpropyl)benzene 
• 3290-53-7 2-methyl-1-phenyl-2-propene 
• 768-49-0 (2-methyl-1-propenyl)-benzene 

Relevant articles and documents

Direct Conversion of Nitriles to α-Alkylated Aldehydes

An efficient one-pot process for direct conversion of primary and secondary nitriles to α-alkylated aldehydes has been developed.

Radical Carbonyl Propargylation by Dual Catalysis

Carbonyl propargylation has been established as a valuable tool in the realm of carbon–carbon bond forming reactions. The 1,3-enyne moiety has been recognized as an alternative pronucleophile in the above transformation through an ionic mechanism. Herein, we report for the first time, the radical carbonyl propargylation through dual chromium/photoredox catalysis. A library of valuable homopropargylic alcohols bearing all-carbon quaternary centers could be obtained by a catalytic radical three-component coupling of 1,3-enynes, aldehydes and suitable radical precursors (41 examples). This redox-neutral multi-component reaction occurs under very mild conditions and shows high functional group tolerance. Remarkably, bench-stable, non-toxic, and inexpensive CrCl3 could be employed as a chromium source. Preliminary mechanistic investigations suggest a radical-polar crossover mechanism, which offers a complementary and novel approach towards the preparation of valuable synthetic architectures from simple chemicals.

Tandem Catalysis: Transforming Alcohols to Alkenes by Oxidative Dehydroxymethylation

We report a Rh-catalyst for accessing olefins from primary alcohols by a C-C bond cleavage that results in dehomologation. This functional group interconversion proceeds by an oxidation-dehydroformylation enabled by N,N-dimethylacrylamide as a sacrificial acceptor of hydrogen gas. Alcohols with diverse functionality and structure undergo oxidative dehydroxymethylation to access the corresponding olefins. Our catalyst protocol enables a two-step semisynthesis of (+)-yohimbenone and dehomologation of feedstock olefins.